43 results on '"Avijit Jana"'
Search Results
2. NIR-Responsive Lysosomotropic Phototrigger: An 'AIE + ESIPT' Active Naphthalene-Based Single-Component Photoresponsive Nanocarrier with Two-Photon Uncaging and Real-Time Monitoring Ability
- Author
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Biswajit Roy, Rakesh Mengji, Samrat Roy, Bipul Pal, Avijit Jana, and N. D. Pradeep Singh
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Drug Carriers ,Photons ,Time Factors ,Molecular Structure ,Cell Survival ,Infrared Rays ,Surface Properties ,Biocompatible Materials ,Naphthalenes ,Drug Delivery Systems ,Cell Line, Tumor ,Materials Testing ,Humans ,Nanoparticles ,General Materials Science ,Particle Size - Abstract
In recent times, organelle-targeted drug delivery systems have gained tremendous attention due to the site-specific delivery of active drug molecules, resulting in enhanced bioefficacy. In this context, a phototriggered drug delivery system (DDS) for releasing an active molecule is superior, as it provides spatial and temporal control over the release. So far, a near-infrared (NIR) light-responsive organelle-targeted DDS has not yet been developed. Hence, we introduced a two-photon NIR light-responsive lysosome-targeted "AIE + ESIPT" active single-component DDS based on the naphthalene chromophore. The two-photon absorption cross section of our DDS is 142 GM at 850 nm. The DDS was converted into pure organic nanoparticles for biological applications. Our nano-DDS is capable of selective targeting, AIE luminogenic imaging, and drug release within the lysosome.
- Published
- 2022
3. Spatiotemporal photo-release of hydrogen sulphide from β-carboline-derived nanoparticles for therapeutic applications
- Author
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Antara Sikder, Rakesh Mengji, Saugat Mondal, Avijit Jana, and N. D. Pradeep Singh
- Subjects
Biomedical Engineering ,General Materials Science ,General Chemistry ,General Medicine - Abstract
Controlled release of hydrogen sulfide (H2S), an important gasotransmitter that plays a significant role in the regulation of various physiological activities.
- Published
- 2023
4. Organocatalytic Approach for the Synthesis and Biological Studies of Naphthalene Fluorescent Probe through Hydrogen Transfer Reaction
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Madan Sau, Sapana Dubey, Jigyansa Sahoo, Gokarneswar Sahoo, Pragya Trivedi, Avijit Jana, Subhankar Samanta, and Tapas Das
- Subjects
Organic Chemistry ,Physical and Theoretical Chemistry - Published
- 2022
5. NIR-Responsive Lysosomotropic Phototrigger: ʽAIE + ESIPTʼ Active Naphthalene Based Single Component Photoresponsive Nanocarrier with Two-Photon Uncaging and Real-Time Monitoring Ability
- Author
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Biswajit Roy, Rakesh Mengji, Samrat Roy, Bipul Pal, Avijit Jana, and N. D. Pradeep Singh
- Abstract
In recent times, organelle-targeted drug delivery systems gained tremendous attention due to the site specific delivery of active drug molecules resulting in enhanced bioefficacy. In this context, the phototriggered drug delivery system (DDS) for releasing an active molecule is superior as it provides spatial and temporal control over the release. So far, near infrared (NIR) light responsive organelle targeted DDS has not yet been developed. Hence, we introduced a two-photon NIR-light responsive lysosome targeted ʽAIE + ESIPTʼ active single component DDS based on naphthalene chromophore. The Two-photon absorption cross-section of our DDS is 142 GM at 850 nm. The DDS was converted into pure organic nanoparticles for biological applications. Our nano-DDS is capable of selective targeting, AIE-luminogenic imaging, and drug release within the lysosome. In vitro studies using cancerous cell lines showed that our single component photoresponsive nanocarrier exhibited enhanced cytotoxicity and real-time monitoring ability of the drug release.
- Published
- 2021
6. Red-Light Triggered Photouncaging from Dicyanomethylene-4H-pyran Phototrigger in Aqueous Solution: Applied as a Single Component Nano-Drug Delivery System for Cancer Therapy
- Author
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Avijit Jana, Mahitosh Mondal, N. D. Pradeep Singh, Biswajit Roy, Sujit Madhab Ghosh, Moumita Kundu, and Rakesh Mengji
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chemistry.chemical_compound ,Aqueous solution ,Biocompatibility ,chemistry ,Pyran ,Drug delivery ,Nanoparticle ,BODIPY ,Nanocarriers ,Combinatorial chemistry ,Conjugate - Abstract
The development of Photoremovable protecting groups (PRPGs), which can be activated in the ʽphototherapeutic windowʼ for biological applications, is highly challenging. Only PRPGs based on BODIPY dye have been developed so far, which can be excited ≥600 nm. Herein, we developed for the first time NIR dye hydroxystyryl dicyanomethylene-4H-pyran (DCM) as a PRPG that can be operated in the phototherapeutic window. Ours easily synthesized DCM photocages efficiently released aromatic and aliphatic carboxylic acids in an aqueous solution on irradiation using the light of wavelength ≥600 nm and 650 nm, separately. As an application, we used our DCM-PRPG as a single component nanocarrier drug delivery system (DDS) to uncage valproic acid (a known histone deacetylase inhibitor) for cancer treatment. In vitro studies revealed that our DDS, hydroxystyryl dicyanomethylene-4H-pyran valproic acid conjugate nanoparticles (DCM-VPA-NPs) exhibited good cellular internalization, biocompatibility, and enhanced cytotoxicity upon irradiation.
- Published
- 2021
7. Red-Light Triggered Photouncaging from Dicyanomethylene-4H-pyran Phototrigger in Aqueous Solution: Applied as a Single Component Nano-Drug Delivery System for Cancer Therapy
- Author
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Biswajit Roy, Rakesh Mengji, Moumita Kundu, Sujit Ghosh, Mahitosh Mondal, Avijit Jana, and N. D. Pradeep Singh
- Abstract
The development of Photoremovable protecting groups (PRPGs), which can be activated in the ʽphototherapeutic windowʼ for biological applications, is highly challenging. Only PRPGs based on BODIPY dye have been developed so far, which can be excited ≥600 nm. Herein, we developed for the first time NIR dye hydroxystyryl dicyanomethylene-4H-pyran (DCM) as a PRPG that can be operated in the phototherapeutic window. Ours easily synthesized DCM photocages efficiently released aromatic and aliphatic carboxylic acids in an aqueous solution on irradiation using the light of wavelength ≥600 nm and 650 nm, separately. As an application, we used our DCM-PRPG as a single component nanocarrier drug delivery system (DDS) to uncage valproic acid (a known histone deacetylase inhibitor) for cancer treatment. In vitro studies revealed that our DDS, hydroxystyryl dicyanomethylene-4H-pyran valproic acid conjugate nanoparticles (DCM-VPA-NPs) exhibited good cellular internalization, biocompatibility, and enhanced cytotoxicity upon irradiation.
- Published
- 2021
8. Multi-Decadal Mapping and Climate Modelling Indicates Eastward Rubber Plantation Expansion in India
- Author
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Pulakesh Das, Rajendra Mohan Panda, Padmanava Dash, Anustup Jana, Avijit Jana, Debabrata Ray, Poonam Tripathi, and Venkatesh Kolluru
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Renewable Energy, Sustainability and the Environment ,Geography, Planning and Development ,Building and Construction ,defoliation ,refoliation ,landsat ,NDVI ,DVI ,CART ,shared socioeconomic pathways (SSP) ,maxent ,Management, Monitoring, Policy and Law - Abstract
Automated long-term mapping and climate niche modeling are important for developing adaptation and management strategies for rubber plantations (RP). Landsat imageries at the defoliation and refoliation stages were employed for RP mapping in the Indian state of Tripura. A decision tree classifier was applied to Landsat image-derived vegetation indices (Normalized Difference Vegetation Index and Difference Vegetation Index) for mapping RPs at two-three years intervals from 1990 to 2017. A comparison with actual plantation data indicated more than 91% mapping accuracy, with most RPs able to be identified within six years of plantation, while several patches were detected after six years of plantations. The RP patches identified in 1990 and before 2000 were used for training the Maxent species distribution model, wherein bioclimatic variables for 1960–1990 and 1970–2000 were used as predictor variables, respectively. The model-estimated suitability maps were validated using the successive plantation sites. Moreover, the RPs identified before 2017 and the Shared Socioeconomic Pathways (SSP) climate projections (SSP126 and SSP245) were used to predict the habitat suitability for 2041–2060. The past climatic changes (decrease in temperature and a minor reduction in precipitation) and identified RP patches indicated an eastward expansion in the Indian state of Tripura. The projected increase in temperature and a minor reduction in the driest quarter precipitation will contribute to more energy and sufficient water availability, which may facilitate the further eastward expansion of RPs. Systematic multi-temporal stand age mapping would help to identify less productive RP patches, and accurate monitoring could help to develop improved management practices. In addition, the existing RP patches, their expansion, and the projected habitat suitability maps could benefit resource managers in adapting climate change measures and better landscape management.
- Published
- 2022
9. NaN 3 /NH 4 Cl‐Promoted Aza‐Cyclization: A Convenient Route for Bio‐Active Diverse Isoindolinone Derivatives
- Author
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Susanta Kumar Manna, Arabinda Mandal, Shubhankar Samanta, Anirban Bera, Avijit Jana, Sk Asraf Ali, Akash Jana, Sanjay Bhaumik, and Mohammed Ikbal
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010405 organic chemistry ,Chemistry ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,0104 chemical sciences - Published
- 2018
10. Mitochondria-localized in situ generation of rhodamine photocage with fluorescence turn-on enabling cancer cell-specific drug delivery triggered by green light
- Author
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Manoranjan Bera, N. D. Pradeep Singh, Avijit Jana, Mamata Ojha, Rakesh Mengji, and Amrita Paul
- Subjects
In situ ,Light ,Cell Survival ,Antineoplastic Agents ,CHO Cells ,Mitochondrion ,Green-light ,Catalysis ,Rhodamine ,Turn (biochemistry) ,chemistry.chemical_compound ,Mice ,Cricetulus ,Cell Line, Tumor ,Cricetinae ,Materials Chemistry ,Animals ,Fluorescent Dyes ,Drug Carriers ,Rhodamines ,Metals and Alloys ,General Chemistry ,Fluorescence ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Mitochondria ,chemistry ,Microscopy, Fluorescence ,Cancer cell ,Drug delivery ,Ceramics and Composites ,Biophysics ,Chlorambucil ,Reactive Oxygen Species - Abstract
In this work, we have developed a rhodamine dye based water-soluble, mitochondria-indicating photocage, which gets activated in the mitochondria producing a fluorescent signal and on-demand releases the caged anticancer drug, chlorambucil, in the cancer cells selectively upon irradiation of green light.
- Published
- 2020
11. Photoresponsive real time monitoring silicon quantum dots for regulated delivery of anticancer drugs
- Author
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S. Karthik, Amrita Paul, N. D. Pradeep Singh, Avijit Jana, Manoranjan Bera, and Yanli Zhao
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Materials science ,Silicon quantum dots ,Biomedical Engineering ,Nanoparticle ,Nanotechnology ,02 engineering and technology ,General Chemistry ,General Medicine ,Conjugated system ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Fluorescence ,Controlled release ,Photoinduced electron transfer ,0104 chemical sciences ,Drug delivery ,General Materials Science ,Nanocarriers ,0210 nano-technology - Abstract
Recently, photoresponsive nanoparticles have been widely used to develop drug delivery systems (DDSs) wherein light is used as an external stimulus to trigger drug release in a spatially and temporally controlled fashion. Real time monitoring DDSs are also gaining much interest due to their capability of monitoring drug release in situ. In this context we designed a new photoresponsive real time monitoring nanoparticle based on photoluminescent silicon quantum dots (SiQDs) using the o-nitrobenzyl (ONB) derivative as a phototrigger for the controlled release of anticancer drug chlorambucil (Cbl). The strong fluorescence of SiQDs was initially quenched by ONB. Upon irradiation ONB triggered the release of the drug switching on the fluorescence of SiQDs to monitor the drug release. We reported a new and simple strategy to synthesise amine functionalised silicon quantum dots and covalently conjugated phototrigger ONB with caged anticancer drug Cbl onto it. Newly designed photoresponsive theranostic ONBCbl–SiQDs performed three important functions: (i) nanocarriers for drug delivery, (ii) controlled drug release under both one photon and two-photon excitation, and (iii) photoswitchable fluorescent nanoparticles for real-time monitoring of drug release based on the photoinduced electron transfer (PET) process. In vitro biological studies revealed the efficient cellular internalisation and cancer cell destruction ability of ONBCbl–SiQDs upon photoirradiation. ONBCbl–SiQDs exhibit a successful example of combining multiple functions into a single system for drug delivery systems.
- Published
- 2020
12. An improved tumor-specific therapeutic strategy by the spatio-temporally controlled in situ formation of a Cu(ii) complex, leading to prompt cell apoptosis via photoactivation of a prodrug
- Author
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Avijit Jana, Amrita Chaudhuri, Yarra Venkatesh, Rakesh Mengji, and N. D. Pradeep Singh
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In situ ,Light ,Pyridines ,Tumor specific ,Biotin ,Antineoplastic Agents ,Apoptosis ,Ligands ,Catalysis ,Cell Line ,Coordination Complexes ,Neoplasms ,Materials Chemistry ,Humans ,Prodrugs ,Nitrobenzenes ,Therapeutic strategy ,Chelating Agents ,Photolysis ,Chemistry ,Metals and Alloys ,Thiones ,General Chemistry ,Prodrug ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Ceramics and Composites ,Cancer research ,Copper - Abstract
The anti-tumor activity of Cu complexes is well established in cancer research. We developed a biotin-tagged Cu-chelating prodrug that is activated by one-photon and two-photon irradiation for the target-specific and spatio-temporally controlled in situ generation of a Cu complex. In this way, we transform copper from a "cancer-promoting" agent to an anticancer agent.
- Published
- 2020
13. Effect of growth temperature on the CVD grown Fe filled multi-walled carbon nanotubes using a modified photoresist
- Author
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Avijit Jana, Chacko Jacob, N. D. Pradeep Singh, and Joydip Sengupta
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Condensed Matter - Materials Science ,Materials science ,Scanning electron microscope ,Mechanical Engineering ,Analytical chemistry ,Materials Science (cond-mat.mtrl-sci) ,FOS: Physical sciences ,Chemical vapor deposition ,Carbon nanotube ,Physics - Applied Physics ,Applied Physics (physics.app-ph) ,Photoresist ,Condensed Matter Physics ,Condensed Matter::Mesoscopic Systems and Quantum Hall Effect ,law.invention ,symbols.namesake ,Condensed Matter::Materials Science ,Mechanics of Materials ,Transmission electron microscopy ,law ,symbols ,General Materials Science ,Graphite ,High-resolution transmission electron microscopy ,Raman spectroscopy - Abstract
Fe filled carbon nanotubes were synthesized by atmospheric pressure chemical vapor deposition using a simple mixture of iron acetylacetonate with a conventional photoresist and the effect of growth temperature from 550 to 950 {\deg}C on Fe filled nanotubes has been studied. Scanning electron microscopy results show that, as the growth temperature increases from 550 to 950 {\deg}C, the average diameter of the nanotubes increases while their number density decreases. High resolution transmission electron microscopy along with energy dispersive X-ray investigation shows that the nanotubes have a multi-walled structure with partial Fe filling for all growth temperatures. The graphitic nature of the nanotubes was observed via X-ray diffraction pattern. Raman analysis demonstrates that the degree of graphitization of the carbon nanotubes depends upon the growth temperature., Comment: A. Nanostructures B. Vapor deposition C. Electron microscopy C. Raman spectroscopy C. X-ray diffraction
- Published
- 2020
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14. A lysosome-specific near-infrared fluorescent probe for in vitro cancer cell detection and non-invasive in vivo imaging
- Author
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Venugopal Vangala, Chiranjit Acharya, Rakesh Mengji, and Avijit Jana
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Infrared Rays ,010402 general chemistry ,01 natural sciences ,Catalysis ,Mice ,Lysosome ,Microscopy ,Materials Chemistry ,medicine ,Animals ,Humans ,neoplasms ,Fluorescent Dyes ,010405 organic chemistry ,Chemistry ,Near-infrared spectroscopy ,Non invasive ,Optical Imaging ,technology, industry, and agriculture ,Metals and Alloys ,General Chemistry ,Neoplasms, Experimental ,equipment and supplies ,Fluorescence ,In vitro ,0104 chemical sciences ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Mice, Inbred C57BL ,surgical procedures, operative ,medicine.anatomical_structure ,HEK293 Cells ,Microscopy, Fluorescence ,Cancer cell ,Ceramics and Composites ,Biophysics ,Female ,Lysosomes ,Preclinical imaging - Abstract
Near-infrared (NIR) fluorescent probes have been developed as potential bio-materials having profound applications in diagnosis and clinical practice. Herein, we wish to disclose a highly photostable ultra-bright NIR probe for the specific detection of lysosomes in numerous cell lines. Furthermore, the applicability of the developed NIR probe was evaluated for in vivo imaging.
- Published
- 2019
15. ‘AIE + ESIPT’ assisted photorelease: fluorescent organic nanoparticles for dual anticancer drug delivery with real-time monitoring ability
- Author
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Sandipan Biswas, N. D. Pradeep Singh, Rakesh Mengji, Vangala Venugopal, Avijit Jana, and Shrabani Barman
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Time Factors ,Cell Survival ,Nanoparticle ,Excited state intramolecular proton transfer ,Antineoplastic Agents ,02 engineering and technology ,010402 general chemistry ,Photochemistry ,01 natural sciences ,Catalysis ,Drug Delivery Systems ,Materials Chemistry ,Humans ,Aggregation-induced emission ,Fluorescent Dyes ,Phenylacetates ,Molecular Structure ,Chemistry ,Metals and Alloys ,General Chemistry ,Photochemical Processes ,021001 nanoscience & nanotechnology ,Anticancer drug ,Fluorescence ,0104 chemical sciences ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Ceramics and Composites ,Nanoparticles ,Protons ,0210 nano-technology ,HeLa Cells - Abstract
‘Aggregation Induced Emission + Excited State Intramolecular Proton Transfer (AIE + ESIPT)’-assisted photorelease of an anticancer drug by a p-hydroxyphenacyl (pHP) phototrigger with real-time monitoring has been demonstrated.
- Published
- 2018
16. Coumarin polycaprolactone polymeric nanoparticles: light and tumor microenvironment activated cocktail drug delivery
- Author
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S. Karthik, Amrita Paul, M. Selvakumar, Yarra Venkatesh, N. D. Pradeep Singh, Sk. Sheriff Shah, and Avijit Jana
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Materials science ,Biomedical Engineering ,Nanotechnology ,macromolecular substances ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,chemistry.chemical_compound ,medicine ,General Materials Science ,Doxorubicin ,technology, industry, and agriculture ,General Chemistry ,General Medicine ,021001 nanoscience & nanotechnology ,Coumarin ,Controlled release ,Combinatorial chemistry ,0104 chemical sciences ,chemistry ,Polymerization ,Drug delivery ,Polycaprolactone ,0210 nano-technology ,Caprolactone ,medicine.drug ,Conjugate - Abstract
Highly sensitive hypoxia (H2O2)-activated photoresponsive polymeric nanoparticles for cocktail delivery of anticancer drugs doxorubicin (Dox) and chlorambucil (Cbl) were developed. The photoresponsive polymer conjugate was constructed by ring-opening polymerization (ROP) of caprolactone (as the tail) with 7-hydroxycoumarin chlorambucil (as the head). During nanoprecipitation, the polycaprolactone chain wrapped around the hydrophobic core (coumarin chlorambucil) to form a "shell". Interestingly, the polycaprolactone-tagged coumarin-chlorambucil (PCL-CC) NPs provided sufficient space for co-encapsulation of another hydrophobic anticancer drug Dox with a loading efficiency of 13 wt%. The controlled release of Dox and Cbl from Dox-PCL-CC NPs was investigated under three different conditions: (i) in the presence of H2O2 (tumor microenvironment), (ii) photoirradiation using UV light of ≥365 nm for 60 min, and (iii) photoirradiation using UV light of ≥365 nm for 15 min in the presence of H2O2. Results showed that photoirradiation in the presence of H2O2 results in generation of reactive oxygen species (HOO-, OH-), which assist hydrolysis of the ester group in the polymeric backbone of Dox-PCL-CC NPs and UV irradiation leads to cleavage of the coumarin-chlorambucil ester linkage, leading to burst release of Dox and Cbl. The drug release profile from the NPs under three different conditions was monitored by different instrumental techniques, e.g. emission spectroscopy, MALDI-Tof mass spectrometry, DLS and HPLC analysis. In vitro biological studies revealed that the present system can efficiently deliver the cocktail anticancer drugs with full control over release into the tumor cells by means of H2O2 and light activation.
- Published
- 2017
17. Intramolecular macrolactonization, photophysical and biological studies of new class of polycyclic pyrrole derivatives
- Author
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Arabinda Mandal, Avijit Jana, Suresh Kumar Mondal, Vangala Venugopal, Susanta Kumar Manna, Maidul Hossain, Sk Asraf Ali, and Shubhankar Samanta
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Reaction conditions ,Biological studies ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Intramolecular cyclization ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Fluorescence ,Combinatorial chemistry ,Pyrrole derivatives ,Coupling reaction ,0104 chemical sciences ,Intramolecular force ,Physical and Theoretical Chemistry - Abstract
Herein, we report an efficient synthesis of N-substituted pyrrole derivatives and their application to construct macrocyclic oxazocinone via a two-component coupling reaction followed by base mediated intramolecular cyclization. This methodology provides an easy two-step approach to constitute a library of fused pyrrolo-oxazocinone derivatives in good yields under mild reaction conditions. The present methodology offers an easy access to the synthesis of a library of fluorescent pyrole derivatives. Among them, tert-butyl 2-(2-(3-hydroxypropyl)-7-methoxy-4,5-dihydro-2H-benzo[e]isoindol-1-yl)acetate has been employed in bio-analytical imaging which shows efficient cellular internalization along with no obvious cellular toxicity.
- Published
- 2017
18. Two-dimensional nanohybrid (RGS@AuNPs) as an effective catalyst for the reduction of 4-nitrophenol and photo-degradation of methylene blue dye
- Author
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Swarup Kumar Maji and Avijit Jana
- Subjects
Inorganic chemistry ,02 engineering and technology ,General Chemistry ,Mesoporous silica ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Catalysis ,0104 chemical sciences ,Sodium borohydride ,chemistry.chemical_compound ,Adsorption ,Chemical engineering ,chemistry ,Colloidal gold ,Materials Chemistry ,Photocatalysis ,Reactivity (chemistry) ,0210 nano-technology ,Photodegradation ,Hybrid material - Abstract
Although increasing attention has been focused on gold nanoparticles (AuNPs) as operational catalysts for chemical conversion and pollutant degradation due to their unique reactivity, it is a challenging task to prepare highly active hybrid materials and stabilize their reactivity by preventing serious aggregation of AuNPs along with effective separation. Herein, a two-dimensional nanostructured hybrid material (RGS@AuNPs, ∼1 μm) is developed, which consists of AuNPs (∼10 nm in diameter) immobilized on the surface of sandwich-like periodic mesoporous silica (PMS) coated reduced graphene oxide (RGO). Transmission electron microscopy, X-ray photoelectron spectroscopy, energy-dispersive X-ray spectroscopy and N2 adsorption/desorption are employed to characterize the obtained hybrid. The hybrid material (RGS@AuNPs) shows superior catalytic activity in the reduction of 4-nitrophenol (4-NP) and methylene blue (MB) dye in the presence of sodium borohydride (NaBH4). In addition, excellent photocatalytic activity is also achieved by the hybrid, as demonstrated through the decomposition of MB dye under visible light irradiation. The rate constants are calculated by considering the pseudo-first-order reaction equation, which shows that the constants are quite impressive compared with that of previous reports. Thus, the present hybrid material is a promising catalyst for the synthesis of some organic chemicals and wastewater management.
- Published
- 2017
19. Organic Nanoparticle-Based Fluorescent Chemosensor for Selective Switching ON and OFF of Photodynamic Therapy (PDT)
- Author
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Moumita Gangopadhyay, Y. Rajesh, Nilanjana Chowdhury, N. D. Pradeep Singh, Sandipan Biswas, Mahitosh Mandal, Manoranjan Bera, Yanli Zhao, and Avijit Jana
- Subjects
biology ,010405 organic chemistry ,Chemistry ,medicine.medical_treatment ,Photodynamic therapy ,General Chemistry ,010402 general chemistry ,biology.organism_classification ,Photochemistry ,01 natural sciences ,Fluorescence ,3T3 cells ,0104 chemical sciences ,HeLa ,medicine.anatomical_structure ,Cancer cell ,Biophysics ,medicine ,Photosensitizer ,MTT assay ,Chelation ,therapeutics - Abstract
Photodynamic therapy (PDT) is a non-invasive cancer treatment. For target-specific PDT, targeting “overexpression” of some specific cellular markers will be highly beneficial. As CuII content is higher in cancer cells than in normal cells, selective binding with CuII can be the most effective mode for intracellular heterogeneity-responsive targeted PDT. Thus, a photosensitizer showing competent PDT activity only after CuII chelation is important for tumor-targeted PDT. Herein, we report a new ratiometric fluorescent chemosensor based on anthracene-N-phenylethylenediamine nanoparticles (ANT-pen NPs), which showed fluorescence color change from green to red upon CuII chelation. Only the CuII-bound state showed selective PDT activity; hence, this color change was used for real-time monitoring of targeted PDT. Cellular images in cancerous HeLa and non-cancerous NIH 3T3 cell lines showed the change in fluorescence of ANT-pen NPs on selective binding with CuII in HeLa cells only. MTT assay in both cells suggested massive cell destruction by ANT-pen-CuII NPs only in HeLa cells upon visible light exposure, whereas NPs remained non-toxic to NIH 3T3 cells.
- Published
- 2016
20. Photocaging of Single and Dual (Similar or Different) Carboxylic and Amino Acids by Acetyl Carbazole and its Application as Dual Drug Delivery in Cancer Therapy
- Author
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Avijit Jana, A. C. Chetan, Y. Rajesh, N. D. Pradeep Singh, Mahitosh Mandal, S. Karthik, and Yarra Venkatesh
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Magnetic Resonance Spectroscopy ,Biocompatibility ,Photochemistry ,Stereochemistry ,Carbazoles ,Carboxylic Acids ,010402 general chemistry ,01 natural sciences ,chemistry.chemical_compound ,Drug Delivery Systems ,Cell Line, Tumor ,Neoplasms ,Antineoplastic Combined Chemotherapy Protocols ,Caffeic acid ,Humans ,Amino Acids ,Protecting group ,chemistry.chemical_classification ,010405 organic chemistry ,Carbazole ,Organic Chemistry ,Chromophore ,0104 chemical sciences ,Amino acid ,Matrix-assisted laser desorption/ionization ,chemistry ,Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization ,Drug delivery ,Spectrophotometry, Ultraviolet - Abstract
A new fluorescent photoremovable protecting group (FPRPG) based on acetylcarbazole framework has been explored for the first time release of single and dual (similar or different) substrates from single chromophore. Mechanistic studies of the photorelease process revealed that photorelease of two (similar or different) substrates from acetyl carbazole proceeds via a stepwise pathway. Further, we constructed photoresponsive dual drug delivery system (DDS) to release two different anticancer drugs (caffeic acid and chlorambucil, 1 equiv each). In vitro study reveals that our DDS exhibit excellent properties like biocompatibility, cellular uptake, and photoregulated dual drug release.
- Published
- 2016
21. Morphology Tuning of Self-Assembled Perylene Monoimide from Nanoparticles to Colloidosomes with Enhanced Excimeric NIR Emission for Bioimaging
- Author
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Yanli Zhao, Linyi Bai, Hans Ågren, Xin Li, and Avijit Jana
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Time Factors ,Materials science ,Nanoparticle ,Nanotechnology ,02 engineering and technology ,Imides ,010402 general chemistry ,01 natural sciences ,symbols.namesake ,chemistry.chemical_compound ,Stokes shift ,Humans ,General Materials Science ,Colloids ,Perylene ,Microscopy, Confocal ,Spectroscopy, Near-Infrared ,Poloxamer ,021001 nanoscience & nanotechnology ,Fluorescence ,Molecular Imaging ,0104 chemical sciences ,Spectrometry, Fluorescence ,Monomer ,chemistry ,Transmission electron microscopy ,symbols ,Nanoparticles ,Thermodynamics ,Self-assembly ,0210 nano-technology ,Dimerization ,HeLa Cells - Abstract
Organic near-infrared (NIR) fluorescent probes have been recognized as an emerging class of materials exhibiting a great potential in advanced bioanalytical applications. However, synthesizing such organic probes that could simultaneously work in the NIR spectral range and have large Stokes shift, high stability in biological systems, and high photostability have been proven challenging. In this work, aggregation induced excimeric NIR emission in aqueous media was observed from a suitably substituted perylene monoimide (PeIm) dye. Controlled entrapment of the dye into pluronic F127 micellar system to preserve its monomeric green emission in aqueous media was also established. The aggregation process of the PeIm dye to form organic nanoparticles (NPs) was evaluated experimentally by the means of transmission electron microscope imaging as well as theoretically by the molecular dynamics simulation studies. Tuning the morphology along with the formation of colloidosomes by the controlled self-aggregation of PeIm NPs in aqueous suspension was demonstrated successfully. Finally, both excimeric and monomeric emissive PeIm NPs as well as PeIm colloidosomes were employed for the bioimaging in vitro.
- Published
- 2016
22. Ruthenium bipyridyl tethered porous organosilica: a versatile, durable and reusable heterogeneous photocatalyst
- Author
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Sujan Mondal, Avijit Jana, Asim Bhaumik, John Mondal, Yanli Zhao, Parijat Borah, School of Materials Science & Engineering, and School of Physical and Mathematical Sciences
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chemistry.chemical_classification ,Chemistry ,Metals and Alloys ,Aromatization ,Halide ,Halogenation ,chemistry.chemical_element ,General Chemistry ,Combinatorial chemistry ,Catalysis ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Ruthenium ,Materials Chemistry ,Ceramics and Composites ,Photocatalysis ,Organic chemistry ,Science::Chemistry [DRNTU] ,Retrosynthetic analysis ,Alkyl - Abstract
A versatile heterogeneous photocatalysis protocol was developed by using ruthenium bipyridyl tethered porous organosilica (Ru-POS). The versatility of the Ru-POS catalyst in organo-photocatalysis was explored by (i) oxidative aromatization of Hantzsch ester, (ii) reductive dehalogenation of alkyl halides, and (iii) functional group interconversion (FGI) of alcohols to alkyl halides. NRF (Natl Research Foundation, S’pore) Accepted version
- Published
- 2015
23. ESIPT-induced fluorescent o-hydroxycinnamate: a self-monitoring phototrigger for prompt image-guided uncaging of alcohols
- Author
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Anakuthil Anoop, Avijit Jana, Rakesh Mengji, N. D. Pradeep Singh, Amrita Paul, Surajit Nandi, Olive Abraham Chandy, and Manoranjan Bera
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010405 organic chemistry ,Bioactive molecules ,Organic Chemistry ,Release - action ,010402 general chemistry ,Photochemistry ,01 natural sciences ,Biochemistry ,Fluorescence ,0104 chemical sciences ,chemistry.chemical_compound ,Benzothiazole ,chemistry ,Intramolecular force ,Moiety ,Physical and Theoretical Chemistry ,Conjugate - Abstract
o-Hydroxycinnamate derivatives are well-known phototriggers for fast and direct release of alcohols and amines without proceeding through the cleavage of carbonate or carbamate linkages. Despite these unique features, o-hydroxycinnamates lack extensive applications in biological systems mainly because of their non-fluorescent nature. To overcome this limitation, we have attached a 2-(2'-hydroxyphenyl) benzothiazole (HBT) moiety, capable of rapid excited-state intramolecular proton transfer (ESIPT) to the o-hydroxycinnamate group. The ESIPT effect induced two major advantages to the o-hydroxycinnamate group: (i) large Stokes' shifted fluorescence (orange colour) properties and (ii) distinct fluorescence colour change upon photorelease. In vitro studies exhibited an image guided, photoregulated release of bioactive molecules by the o-hydroxycinnamate-benzothiazole-methyl salicylate conjugate and real-time monitoring of the release action.
- Published
- 2017
24. Synthesis and in vitro evaluation of charge reversal photoresponsive quinoline tethered mesoporous silica for targeted drug delivery
- Author
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B. Krishna Kalyani, Biswajit Saha, Avijit Jana, Sudip Ghosh, Yanli Zhao, N. D. Pradeep Singh, and S. Karthik
- Subjects
Materials science ,Stereochemistry ,Quinoline ,Biomedical Engineering ,Nanoparticle ,General Chemistry ,General Medicine ,Mesoporous silica ,Chromophore ,Combinatorial chemistry ,Fluorescence ,chemistry.chemical_compound ,chemistry ,Targeted drug delivery ,Cancer cell ,Zeta potential ,General Materials Science - Abstract
We developed excellent charge reversal photoresponsive nanoparticles for targeted delivery of the anticancer drug chlorambucil. The charge reversal photoresponsive nanoparticles were constructed using two main ingredients, namely folic acid decorated mesoporous silica and quinoline chromophore. The newly synthesized quinoline chromophore performed three important roles, i.e., (i) fluorescent chromophore for cell imaging, (ii) phototrigger for regulated release of anticancer drug, and (iii) charge reversal based on its zeta potential for nuclear localization. Furthermore, folic acid decorated mesoporous silica facilitated active internalization of the drug inside the cancer cells. In vitro biological studies reveal that our photoresponsive DDS could deliver the anticancer drug chlorambucil into the tumor cells, killing the cancer cells by both one photon (≥365 nm) and two photon (675 nm) irradiation.
- Published
- 2014
25. ChemInform Abstract: An Efficient Synthesis of Pyrrole and Fluorescent Isoquinoline Derivatives Using NaN3/NH4Cl Promoted Intramolecular Aza-Annulation
- Author
-
Susanta Kumar Manna, Shubhankar Samanta, Avijit Jana, Akash Jana, Saikat Kumar Manna, Manas Jana, Bidyut Kumar Senapati, Arabinda Mandal, and Suresh Kumar Mondal
- Subjects
chemistry.chemical_compound ,Annulation ,Bicyclic molecule ,chemistry ,Yield (chemistry) ,Intramolecular force ,General Medicine ,Isoquinoline ,Formyl group ,Combinatorial chemistry ,Fluorescence ,Pyrrole - Abstract
An efficient synthetic protocol of pyrroles and isoquinolines through NaN3/NH4Cl promoted intramolecular aza-annulation of formyl group with suitable alkenes or alkynes is described in high yield and regioselectivities. The metal free exo-trig and endo-dig aza-cyclisation has been extended for the synthesis of bicyclic or tricyclic pyrroles along with environment sensitive fluorescent isoquinoline derivatives. Reactions occur in excellent yields, broad scope and high tolerance of functional groups. The synthetic utility of this methodology was demonstrated in the short synthesis of the core structure of lamellarin Q.
- Published
- 2016
26. Fluorescent photoremovable precursor (acridin-9-ylmethyl)ester: synthesis, photophysical, photochemical and biological applications
- Author
-
Avijit Jana, Biswajit Saha, N. D. Pradeep Singh, Mohammed Ikbal, S. Karthik, Sharabani Barman, and Sudip Ghosh
- Subjects
Models, Molecular ,Fluorophore ,Biocompatibility ,Cell Survival ,Ultraviolet Rays ,Intercalation (chemistry) ,Carboxylic Acids ,Photochemistry ,chemistry.chemical_compound ,Humans ,Amino Acids ,Physical and Theoretical Chemistry ,Protecting group ,Fluorescent Dyes ,chemistry.chemical_classification ,Microscopy, Confocal ,Photolysis ,Chemistry ,Photodissociation ,Esters ,DNA ,Fluorescence ,Intercalating Agents ,Amino acid ,Spectrometry, Fluorescence ,Yield (chemistry) ,Solvents ,Acridines ,HeLa Cells - Abstract
A series of carboxylic acids including amino acids were protected as their corresponding fluorescent ester conjugates by coupling with an environment sensitive fluorophore 9-methylacridine. Photophysical properties of all the ester conjugates along with the protecting group have been investigated. Interestingly, the emission properties of the ester conjugates and 9-methylacridine were found to be highly sensitive to polarity, H-bonding and pH of the environment. Photolysis of all the ester conjugates was carried out using UV light above 360 nm and it was found that in every case the corresponding carboxylic acids were released in high chemical yield. Further, intercalation and the preferred binding mode of acridine-9-methanol and its ester conjugates with DNA were studied. In vitro biological studies revealed that acridine-9-methanol has good biocompatibility, cellular uptake property and cell imaging ability.
- Published
- 2013
27. Three-Arm, Biotin-Tagged Carbazole-Dicyanovinyl-Chlorambucil Conjugate: Simultaneous Tumor Targeting, Sensing, and Photoresponsive Anticancer Drug Delivery
- Author
-
Mahitosh Mandal, S. Karthik, Y. Rajesh, N. D. Pradeep Singh, Avijit Jana, and Yarra Venkatesh
- Subjects
Light ,Stereochemistry ,Cell Survival ,Carbazoles ,Biotin ,Antineoplastic Agents ,010402 general chemistry ,01 natural sciences ,Biochemistry ,chemistry.chemical_compound ,Mice ,Animals ,Humans ,Drug Carriers ,Microscopy, Confocal ,Photolysis ,010405 organic chemistry ,Carbazole ,Organic Chemistry ,General Chemistry ,Ligand (biochemistry) ,Fluorescence ,Combinatorial chemistry ,0104 chemical sciences ,chemistry ,Drug delivery ,Click chemistry ,NIH 3T3 Cells ,Chlorambucil ,Spectrophotometry, Ultraviolet ,Drug carrier ,Conjugate ,HeLa Cells - Abstract
The design, synthesis, and in vitro biological studies of a biotin-carbazole-dicyanovinyl-chlorambucil conjugate (Bio-CBZ-DCV-CBL; 6) are reported. This conjugate (6) is a multifunctional single-molecule appliance composed of a thiol-sensor DCV functionality, a CBZ-derived phototrigger as well as fluorescent reporter, and CBL as the anticancer drug, and Bio as the cancer-targeting ligand. In conjugate 6, the DCV bond undergoes a thiol-ene click reaction at pH
- Published
- 2016
28. Size-Dependent Catalytic Activity of Palladium Nanoparticles Fabricated in Porous Organic Polymers for Alkene Hydrogenation at Room Temperature
- Author
-
Quang Thang Trinh, Avijit Jana, Wilson Kwok Hung Ng, John Mondal, Parijat Borah, Hajime Hirao, and Yanli Zhao
- Subjects
chemistry.chemical_classification ,Materials science ,Alkene ,Palladium nanoparticles ,02 engineering and technology ,Polymer ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Heterogeneous catalysis ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,Catalysis ,chemistry.chemical_compound ,Polymerization ,chemistry ,General Materials Science ,0210 nano-technology ,Porosity ,Triazine - Abstract
Ultrafine palladium nanoparticles (Pd NPs) with 8 and 3 nm sizes were effectively fabricated in triazine functionalized porous organic polymer (POP) TRIA that was developed by nonaqueous polymerization of 2,4,6-triallyoxy-1,3,5-triazine. The Pd NPs encapsulated POP (Pd-POP) was fully characterized using several techniques. Further studies revealed an excellent capability of Pd-POP for catalytic transfer hydrogenation of alkenes at room temperature with superior catalytic performance and high selectivity of desired products. Highly flammable H2 gas balloon at high pressure and temperature used in conventional hydrogenation reactions was not needed in the present synthetic system. Catalytic activity is strongly dependent on the size of encapsulated Pd NPs in the POP. The Pd-POP catalyst with Pd NPs of 8 nm in diameter exhibited higher catalytic activity for alkene hydrogenation as compared with the Pd-POP catalyst encapsulating 3 nm Pd NPs. Computational studies were undertaken to gain insights into different catalytic activities of these two Pd-POP catalysts. High reusability and stability as well as no Pd leaching of these Pd-POP catalysts make them highly applicable for hydrogenation reactions at room temperature.
- Published
- 2016
29. Perylenetetracarboxylic-metal assemblies and anisotropic charge transport in a Cu(II) assembly
- Author
-
Chung Yen Ang, Lingzhi Zhao, Linyi Bai, Youyi Xia, Avijit Jana, Yanli Zhao, and Zhi Fan
- Subjects
Fabrication ,Materials science ,Metal ions in aqueous solution ,Intermolecular force ,Nanowire ,Nanotechnology ,02 engineering and technology ,Conductivity ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,0104 chemical sciences ,Nanomaterials ,Metal ,visual_art ,visual_art.visual_art_medium ,General Materials Science ,Nanorod ,0210 nano-technology - Abstract
Structural diversity and uniformity of nanomaterials are usually prerequisites for many practical applications involving the oriented fabrication of various devices with full control over their desired physiochemical properties. Particularly in the optoelectronic field, ordered assembly inside cells is required not only for obtaining attractive configurations but also for playing an important role in the characteristics of photoconduction and conductivity. Here, we present a synergetic self-assembly driven by coordination and intermolecular interactions for the construction of organic-inorganic hybrids with multi-morphologies and tunable physical properties. 3,4,9,10-Perylenetetracarboxylic dianhydride was treated with base to produce various assemblies by coordination with metal ions, showing morphologies of nanowires, nanosheets, nanoribbons and nanorods. The organic π-spacer affords an extension in different directions through the suitable incorporation of metal ions with different coordination modes for the formation of metal-ligand complexes. Interestingly, the obtained nanorods were twisted rods with obvious screw threads on the rod wall, supporting the synergetic self-assembly. Then, anisotropic mobility measurements of the obtained Cu(2+)-ligand assembly were carried out to show the importance of the size- and shape-confined synthesis of the hybrids. By presenting a series of ordered metal-ligand complex superstructures driven by synergetic self-assembly, this work is expected to pave the way for future anisotropic measurements of complex assemblies.
- Published
- 2016
30. Nanoscale covalent organic frameworks as smart carriers for drug delivery
- Author
-
Lingzhi Zhao, Wei Qi Lim, Linyi Bai, Zhong Luo, Soo Zeng Fiona Phua, Huijun Phoebe Tham, Avijit Jana, Qiang Gao, and Yanli Zhao
- Subjects
Drug ,Materials science ,Biocompatibility ,media_common.quotation_subject ,Nanotechnology ,Biocompatible Materials ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,Catalysis ,Microscopy, Electron, Transmission ,Materials Chemistry ,Organic Chemicals ,Nanoscopic scale ,media_common ,Drug Carriers ,Metals and Alloys ,General Chemistry ,021001 nanoscience & nanotechnology ,0104 chemical sciences ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Covalent bond ,Drug delivery ,Ceramics and Composites ,Drug release ,Microscopy, Electron, Scanning ,Nanocarriers ,0210 nano-technology ,Drug carrier - Abstract
Two porous covalent organic frameworks (COFs) with good biocompatibility were employed as drug nanocarriers, where three different drugs were loaded for subsequent drug release in vitro. The present work demonstrates that COFs are applicable in drug delivery for therapeutic applications.
- Published
- 2016
31. Remarkable Vapochromic Behavior of Pure Organic Octahedron Embedded in Porous Frameworks
- Author
-
Avijit Jana, Yanli Zhao, Parijat Borah, Linyi Bai, Kim Truc Nguyen, and Huijun Phoebe Tham
- Subjects
Nanotechnology ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,Corrosion ,Biomaterials ,chemistry.chemical_compound ,Microscopy, Electron, Transmission ,Acetone ,General Materials Science ,Organic Chemicals ,Porosity ,Chemistry ,Critical factors ,General Chemistry ,021001 nanoscience & nanotechnology ,Fluorescence ,0104 chemical sciences ,Solvent ,Octahedron ,Chemical engineering ,Microscopy, Electron, Scanning ,Solvents ,0210 nano-technology ,Selectivity ,Biotechnology - Abstract
Vapochromic behavior is employed to selectively monitor the vapor changes in surrounding environment, particularly for toxic gas leaking and floating detection. Thus, sensitive trapping and accurate response to different toxic vapors are critical factors in vapochromic sensing. In this work, a self-assembled hybrid that consists of fluorescent organic octahedron encapsulated by metal–organic polyhedron (MOP) is reported. The fluorescent octahedron is used as a responsive sensor to probe various solvent vapors, while the MOP is employed as a protector to prevent the corrosion of solvents to the organic octahedron. The hybrid exhibits remarkable vapochromic behavior to different solvents, and shows the highest selectivity and sensitivity specifically to acetone. In addition, acetone vapor under different conditions is utilized for further studying the response mechanism of the hybrid. This work presents a promising vapochromic sensor with good stability, selectivity, and sensitivity. The study is expected to open up the applicability of MOP-based hybrids for specific molecular capture, interim storage, controlled release, and advanced sensing.
- Published
- 2016
32. Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids
- Author
-
N. D. Pradeep Singh, Dibakar Dhara, Avijit Jana, Rakesh Banerjee, and Mohammed Ikbal
- Subjects
chemistry.chemical_classification ,Aqueous solution ,Ketone ,Carboxylic acid ,Organic Chemistry ,Sulfonic acid ,Biochemistry ,Chemical synthesis ,chemistry.chemical_compound ,Hydroxylamine ,chemistry ,Drug Discovery ,Organic chemistry ,lipids (amino acids, peptides, and proteins) ,Carboxylate ,Bond cleavage - Abstract
Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (≥254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N-phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids.
- Published
- 2011
33. 1-Acetylpyrene with dual functions as an environment-sensitive fluorophore and fluorescent photoremovable protecting group
- Author
-
Avijit Jana, Sujan K. Sarkar, N. D. Pradeep Singh, and Sanghamitra Atta
- Subjects
chemistry.chemical_classification ,Fluorophore ,Carboxylic acid ,Organic Chemistry ,Photochemistry ,Biochemistry ,Chemical synthesis ,Fluorescence ,Amino acid ,Solvent ,chemistry.chemical_compound ,chemistry ,Drug Discovery ,Protecting group ,Conjugate - Abstract
A series of new fluorescent ester conjugates of carboxylic acids including amino acids was synthesized by coupling with an environment-sensitive fluorophore 1-acetylpyrene. Interestingly, the fluorescence properties of the ester conjugates and 1-acetylpyrene were found to be highly sensitive to its surrounding environment. The results obtained from the photolysis of the ester conjugates indicated that various factors like solvent, irradiation wavelength, and the structure of the conjugates govern the rate of the photocleavage.
- Published
- 2010
34. Fluorescent Caged Compounds of 2,4-Dichlorophenoxyacetic Acid (2,4-D): Photorelease Technology for Controlled Release of 2,4-D
- Author
-
Avijit Jana, Sanghamitra Atta, Rajakumar Ananthakirshnan, and Pradeep Singh Narayana Dhuleep
- Subjects
Photolysis ,2,4-Dichlorophenoxyacetic acid ,Molecular Structure ,Herbicides ,Ultraviolet Rays ,Chemistry, Pharmaceutical ,General Chemistry ,Coumarin ,Controlled release ,Fluorescence ,Solvent ,chemistry.chemical_compound ,chemistry ,Coumarins ,Delayed-Action Preparations ,Moiety ,Molecule ,Organic chemistry ,Hydroxymethyl ,2,4-Dichlorophenoxyacetic Acid ,General Agricultural and Biological Sciences - Abstract
A novel controlled-release formulation (CRF) of the herbicide 2,4-dichlorophenoxyacetic acid (2,4-D) was developed to reduce its negative environmental impacts by improving its herbicidal efficacy. The 2,4-D was chemically caged by coupling with photoremovable protecting groups (PRPGs) of coumarin derivatives. Photophysical studies of caged compounds showed that they all exhibited strong fluorescence properties. Controlled release of 2,4-D was achieved by irradiating the caged compounds using UV-vis light (310, 350, and 410 nm). The effect of various factors such as pH, solvent, and different substituents at the seventh position of coumarin moiety on the rate of photorelease was studied. The herbicidal activity of caged compounds and 4-(hydroxymethyl)-7-substituted coumarins was studied against Vigna radiata . The new formulation provided greater control over the release of 2,4-D by UV-vis light and also demonstrated the potential of the PRPGs not only to act as a delivery device but also to possess herbicidal activity after photorelease.
- Published
- 2010
35. Lithographically defined site-selective growth of Fe filled multi-walled carbon nanotubes using a modified photoresist
- Author
-
N. D. Pradeep Singh, Joydip Sengupta, Chacko Jacob, and Avijit Jana
- Subjects
Condensed Matter - Materials Science ,Materials science ,Scanning electron microscope ,Materials Science (cond-mat.mtrl-sci) ,FOS: Physical sciences ,Nanoparticle ,chemistry.chemical_element ,Physics - Applied Physics ,Applied Physics (physics.app-ph) ,General Chemistry ,Carbon nanotube ,Chemical vapor deposition ,Photoresist ,law.invention ,Catalysis ,Chemical engineering ,chemistry ,law ,Transmission electron microscopy ,General Materials Science ,Composite material ,Carbon - Abstract
Partially Fe filled multi-walled carbon nanotubes (MWCNTs) were grown by chemical vapor deposition with propane at 850 {\deg}C using a simple mixture of iron (III) acetylacetonate (Fe(acac)3) powder and conventional photoresist. Scanning electron microscopy revealed that catalytic nanoparticles with an average diameter of 70 nm are formed on the Si substrate which governs the diameter of the MWCNTs. Transmission electron microscopy shows that the nanotubes have a multi-walled structure with partial Fe filling. A site-selective growth of partially Fe filled MWCNTs is achieved by a simple photolithographic route., Comment: Filled CNT, CVD, Partial filling, Photolithography
- Published
- 2010
36. ChemInform Abstract: Ruthenium Bipyridyl Tethered Porous Organosilica: A Versatile, Durable and Reusable Heterogeneous Photocatalyst
- Author
-
Parijat Borah, Yanli Zhao, Sujan Mondal, John Mondal, Asim Bhaumik, and Avijit Jana
- Subjects
chemistry ,Photocatalysis ,Aromatization ,Halide ,chemistry.chemical_element ,Halogenation ,General Medicine ,Porosity ,rpoS ,Combinatorial chemistry ,Ruthenium - Abstract
A novel silica-tethered ruthenium complex (RPOS) is prepared and successfully applied as a photocatalyst for the oxidative aromatization of Hantzsch esters [→ (III), (IV)], the reductive dehalogenation of halides (V) and (VII), and the halogenation of alcohols (IX).
- Published
- 2015
37. Efficient alkene hydrogenation over a magnetically recoverable and recyclable Fe3O4@GO nanocatalyst using hydrazine hydrate as the hydrogen source
- Author
-
Kim Truc Nguyen, Yanli Zhao, John Mondal, Parijat Borah, Karina Kurniawan, Asim Bhaumik, and Avijit Jana
- Subjects
Hydrogen ,Hydrazine ,Inorganic chemistry ,Oxide ,chemistry.chemical_element ,Alkenes ,Catalysis ,law.invention ,chemistry.chemical_compound ,Magnetics ,law ,Materials Chemistry ,chemistry.chemical_classification ,Ethanol ,Graphene ,Alkene ,Metals and Alloys ,Temperature ,Oxides ,General Chemistry ,Ferrosoferric Oxide ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Hydrazines ,chemistry ,Ceramics and Composites ,Nanoparticles ,Graphite ,Hydrogenation ,Hydrate ,Fe3o4 nanoparticles - Abstract
Magnetic Fe3O4 nanoparticles embedded in graphene oxide (Fe3O4@GO) behave as a highly efficient and reusable heterogeneous nanocatalyst for alkene hydrogenation in EtOH at 80 °C temperature using hydrazine hydrate as the hydrogen source to deliver the corresponding alkanes in good to excellent yields together with high TOF (4500 h(-1)) within a 4-20 h reaction time.
- Published
- 2014
38. Perylene-derived single-component organic nanoparticles with tunable emission: efficient anticancer drug carriers with real-time monitoring of drug release
- Author
-
Yanli Zhao, Hans Ågren, Xin Li, Pengcheng Zhu, Avijit Jana, Nguan Soon Tan, Kim Truc Nguyen, School of Materials Science & Engineering, School of Biological Sciences, and School of Physical and Mathematical Sciences
- Subjects
Fluorophore ,Materials science ,Magnetic Resonance Spectroscopy ,Light ,Photochemistry ,General Physics and Astronomy ,Nanoparticle ,Antineoplastic Agents ,chemistry.chemical_compound ,Mice ,Organic chemistry ,Animals ,Humans ,General Materials Science ,Tissue Distribution ,Organic Chemicals ,Protecting group ,Perylene ,Drug Carriers ,Hydrolysis ,General Engineering ,Combinatorial chemistry ,Fluorescence ,Science::Biological sciences [DRNTU] ,Mice, Inbred C57BL ,chemistry ,Drug delivery ,Science::Chemistry::Organic chemistry [DRNTU] ,Nanoparticles ,Chlorambucil ,Nanocarriers ,Conjugate ,HeLa Cells - Abstract
An organic nanoparticle-based drug delivery system with high drug loading efficacy (∼79 wt %) was developed using a perylene-derived photoremovable protecting group, namely, perylene-3,4,9,10-tetrayltetramethanol (Pe(OH)4). The anticancer drug chlorambucil was protected by coupling with Pe(OH)4 to form photocaged nanoparticles (Pe(Cbl)4). The photorelease mechanism of chlorambucil from the Pe(Cbl)4 conjugate was investigated experimentally by high-resolution mass spectrometry and theoretically by density functional theory calculations. The Pe(Cbl)4 nanoparticles perform four important roles: (i) a nanocarrier for drug delivery, (ii) a phototrigger for drug release, (iii) a fluorescent chromophore for cell imaging, and (iv) a photoswitchable fluorophore for real-time monitoring of drug release. Tunable emission of the perylene-derived nanoparticles was demonstrated by comparing the emission properties of the Pe(OH)4 and Pe(Cbl)4 nanoparticles with perylene-3-ylmethanol. These nanoparticles were subsequently employed in cell imaging for investigating their intracellular localization. Furthermore, the in vivo toxicity of the Pe(OH)4 nanoparticles was investigated using the mouse model. Histological tissue analysis of five major organs, i.e., heart, kidney, spleen, liver, and lung, indicates that the nanoparticles did not show any obvious damage to these major organs under the experimental conditions. The current research presents a successful example of integrating multiple functions into single-component organic nanoparticles for drug delivery.
- Published
- 2014
39. Photocontrolled nuclear-targeted drug delivery by single component photoresponsive fluorescent organic nanoparticles of acridin-9-methanol
- Author
-
Kim Truc Nguyen, Avijit Jana, Qiuyu Qu, Biswajit Saha, Xing Ma, Sudip Ghosh, N. D. Pradeep Singh, Deb Ranjan Banerjee, Yanli Zhao, School of Materials Science & Engineering, and School of Physical and Mathematical Sciences
- Subjects
Biocompatibility ,Biomedical Engineering ,Pharmaceutical Science ,Nanoparticle ,Bioengineering ,Nanotechnology ,Antineoplastic Agents ,Drug Delivery Systems ,Humans ,Cell Proliferation ,Fluorescent Dyes ,Pharmacology ,Cell Nucleus ,Photolysis ,Chemistry ,Organic Chemistry ,Hydrogen-Ion Concentration ,Photochemical Processes ,Combinatorial chemistry ,Fluorescence ,In vitro ,Molecular Docking Simulation ,Targeted drug delivery ,Cancer cell ,Drug delivery ,Science::Chemistry::Organic chemistry [DRNTU] ,Acridines ,Nanoparticles ,Chlorambucil ,Nanocarriers ,Drug Screening Assays, Antitumor ,Biotechnology ,HeLa Cells - Abstract
We report for the first time an organic nanoparticle based nuclear-targeted photoresponsive drug delivery system (DDS) for regulated anticancer drug release. Acridin-9-methanol fluorescent organic nanoparticles used in this DDS performed three important roles: (i) ″nuclear-targeted nanocarrier″ for drug delivery, (ii) ″phototrigger″ for regulated drug release, and (iii) fluorescent chromophore for cell imaging. In vitro biological studies reveal acridin-9-methanol nanoparticles of ∼60 nm size to be very efficient in delivering the anticancer drug chlorambucil into the target nucleus, killing the cancer cells upon irradiation. Such targeted organic nanoparticles with good biocompatibility, cellular uptake property, and efficient photoregulated drug release ability will be of great benefit in the field of targeted intracellular controlled drug release.
- Published
- 2013
40. Perylene-3-ylmethanol: fluorescent organic nanoparticles as a single-component photoresponsive nanocarrier with real-time monitoring of anticancer drug release
- Author
-
Avijit Jana, Tapas K. Maiti, K. Sanjana P. Devi, N. D. Pradeep Singh, and School of Physical and Mathematical Sciences
- Subjects
Biocompatibility ,Nanoparticle ,Nanotechnology ,Antineoplastic Agents ,Biocompatible Materials ,Biochemistry ,Catalysis ,chemistry.chemical_compound ,Colloid and Surface Chemistry ,Neoplasms ,Humans ,Perylene ,Fluorescent Dyes ,Photolysis ,Chemistry ,Single component ,General Chemistry ,Anticancer drug ,Fluorescence ,Delayed-Action Preparations ,Science::Chemistry::Organic chemistry [DRNTU] ,Drug delivery ,Nanoparticles ,Chlorambucil ,Nanocarriers ,HeLa Cells - Abstract
We report for the first time the use of perylene-3-ylmethanol fluorescent organic nanoparticles as a drug delivery system. In the present system, perylene-3-ylmethanol nanoparticles performed four important roles: (i) “nanocarriers” for drug delivery; (ii) “phototriggers” for the drug release; (iii) fluorescent chromophores for cell imaging; and (iv) detectors for real time-monitoring of drug release. In vitro biological studies revealed that the newly developed perylene-3-ylmethanol nanoparticles exhibit good biocompatibility and cellular uptake as well as efficient photoregulated anticancer drug release ability. Such fluorescent organic nanoparticles may open up new perspectives for designing a new class of promising photoresponsive nanocarriers for drug delivery.
- Published
- 2012
41. Development of 1-hydroxy-2(1H)-quinolone-based photoacid generators and photoresponsive polymer surfaces
- Author
-
Mohammed Ikbal, Avijit Jana, Anakuthil Anoop, Sanghamitra Atta, Rakesh Banerjee, N. D. Pradeep Singh, and Dibakar Dhara
- Subjects
Acrylate ,Organic Chemistry ,General Chemistry ,Methacrylate ,Catalysis ,Homolysis ,chemistry.chemical_compound ,Sulfonate ,Monomer ,chemistry ,Polymer chemistry ,Copolymer ,Carboxylate ,Bond cleavage - Abstract
A new class of carboxylate and sulfonate esters of 1-hydroxy- 2(1H)-quinolone has been demonstrat- ed as nonionic photoacid generators (PAGs). Irradiation of carboxylates and sulfonates of 1-hydroxy-2(1H)-qui- nolone by UV light (l 310 nm) result- ed in homolysis of weak NO bond leading to efficient generation of car- boxylic and sulfonic acids, respectively. The mechanism for the homolytic NO bond cleavage was supported by time- dependent DFT calculations. Photores- ponsive 1-(p-styrenesulfonyloxy)-2-qui- nolone-methyl methacrylate (SSQL- MMA) and 1-(p-styrenesulfonyloxy)-2- quinolone-lauryl acrylate (SSQL-LA) copolymers were synthesized from PAG monomer 1-(p-styrenesulfony- loxy)-2-quinolone, and subsequently controlled surface wettability was dem- onstrated for the above-mentioned photoresponsive polymers.
- Published
- 2011
42. ChemInform Abstract: Photoacid Generators (PAGs) Based on N-Acyl-N-phenylhydroxylamines for Carboxylic and Sulfonic Acids
- Author
-
Rakesh Banerjee, Dibakar Dhara, N. D. Pradeep Singh, Mohammed Ikbal, and Avijit Jana
- Subjects
chemistry.chemical_compound ,chemistry ,Polymer chemistry ,Photoacid ,General Medicine ,Cleavage (embryo) - Abstract
By irradiation of substrates such as (III) or (VI), a cleavage of the N—O bond occurs to give the corresponding carboxylic acids.
- Published
- 2011
43. Site-selective synthesis of in situ Ni-filled multi-walled carbon nanotubes using Ni(salen) as a catalyst source
- Author
-
C Mitra, Avijit Jana, Joydip Sengupta, N. D. Pradeep Singh, and Chacko Jacob
- Subjects
Materials science ,Scanning electron microscope ,FOS: Physical sciences ,Bioengineering ,Carbon nanotube ,Applied Physics (physics.app-ph) ,Photoresist ,law.invention ,Catalysis ,chemistry.chemical_compound ,symbols.namesake ,Condensed Matter::Materials Science ,Propane ,law ,General Materials Science ,Electrical and Electronic Engineering ,High-resolution transmission electron microscopy ,Condensed Matter - Materials Science ,Mechanical Engineering ,Materials Science (cond-mat.mtrl-sci) ,General Chemistry ,Physics - Applied Physics ,Coercivity ,Condensed Matter::Mesoscopic Systems and Quantum Hall Effect ,chemistry ,Chemical engineering ,Mechanics of Materials ,symbols ,Raman spectroscopy - Abstract
The synthesis of Ni filled multiwalled carbon nanotubes was performed by atmospheric pressure chemical vapor deposition with propane on Si at 850 C using a simple mixture of Ni(salen), and a conventional photoresist. Analysis of the carbon nanotubes using scanning electron microscopy together with high resolution transmission electron microscopy show that the nanotubes have grown by a tip growth mechanism and exhibit a multi walled structure with partial Ni filling. The high quality of the Ni filled nanotubes is evidenced by Raman spectroscopy. The magnetic properties of Ni filled nanotubes were analyzed using a superconducting quantum interference device which revealed their ferromagnetic behavior with large coercivity. A scalable as well as site selective growth of high quality Ni filled carbon nanotubes is achieved by a simple photolithographic method., Comment: multiwalled carbon nanotubes,chemical vapor deposition,Ni(salen),photoresist,magnetic properties,coercivity
- Published
- 2010
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