40 results on '"He-Ping Chen"'
Search Results
2. Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
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He-Ping Chen, Gui-Min Xue, Qi-Lu Zhao, Hai-Rong He, Ji-Kai Liu, Weisheng Feng, Zhen-Zhu Zhao, and Meng Li
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Steccherinum ochraceum ,biology ,010405 organic chemistry ,Chemistry ,Stereochemistry ,General Chemical Engineering ,Absolute configuration ,General Chemistry ,Carbon-13 NMR ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Configuration analysis ,010404 medicinal & biomolecular chemistry ,No production ,Human cancer - Abstract
Ochracines F–L (1–7), seven previously undescribed chamigrane and cadinane sesquiterpenoids, together with four known chamigranes were isolated from cultures of the wood-decaying fungus Steccherinum ochraceum HFG119. Ochracines F–L were structurally characterized by extensive analysis of HRMS and NMR spectroscopic data. The relative configurations were assigned through a combination of NOE correlations and J-based configuration analysis (JBCA), while the absolute configurations were determined by X-ray single-crystal diffraction, and calculated methods (ECD, [α], 13C NMR). All the new isolates were evaluated for their cytotoxicity against five human cancer cell lines HL-60, SMMC-7721, A549, MCF-7, and SW-480, and inhibitory activity on NO production in RAW 264.7 macrophages.
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- 2021
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3. Irlactane and Tremulane Sesquiterpenes from the Cultures of the Medicinal Fungus Irpex lacteus HFG1102
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Zheng-Hui Li, Xu Ji, He-Ping Chen, Tao Feng, and Ji-Kai Liu
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Sesquiterpene ,Pharmacology toxicology ,Irpex lacteus ,Plant Science ,Fungus ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,chemistry.chemical_compound ,Tremulane ,lcsh:Botany ,Bioorganic chemistry ,Organic chemistry ,Fermentation broth ,Pharmacology ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Meruliaceae ,biology.organism_classification ,Irlactane ,0104 chemical sciences ,lcsh:QK1-989 ,010404 medicinal & biomolecular chemistry ,Plant biochemistry ,Original Article ,Two-dimensional nuclear magnetic resonance spectroscopy ,Food Science - Abstract
A new irlactane-type, namely irlactin K (1), and 22 tremulane-type sesquiterpenes including fourteen previously undescribed ones, namely irpexolactins A–N (2–15), and a known irlactane-type sesquiterpenoid, were isolated from the fermentation broth of the medicinal fungus Irpex lacteus HFG1102. The structures of all the isolates were characterized by extensive spectroscopic methods, including 1D and 2D NMR and MS spectroscopic analysis. The absolute configurations of irlactin K and the known compound conocenol B (20) were established by single-crystal X-ray diffraction analysis. The vasorelaxant effects of irlactin K (1), irpexolactins A (2), C (4), K (12), and irlactam (22) were evaluated. Graphic Abstract
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- 2020
4. Immunosuppressive Nor-isopimarane Diterpenes from Cultures of the Fungicolous Fungus Xylaria longipes HFG1018
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Zheng-Hui Li, Kuan Zhao, He-Ping Chen, Kai-Yue Han, Ji-Kai Liu, Tao Feng, Gui-Guang Cheng, Zhen-Zhu Zhao, and Lin Zhou
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Pharmacology ,Fomitopsis ,biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,Pharmaceutical Science ,Basidiomycota ,Fungus ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Complementary and alternative medicine ,chemistry ,Concanavalin A ,Xylaria longipes ,Drug Discovery ,Ic50 values ,biology.protein ,Molecular Medicine ,Diterpene ,Cytotoxicity - Abstract
Eighteen new nor-isopimarane diterpenes, xylarinorditerpenes A-R (1-18), along with two previously reported compounds, 14α,16-epoxy-18-norisopimar-7-en-4α-ol (19) and the labdane-type diterpene agatadiol (20), were isolated from cultures of the fungicolous fungus Xylaria longipes HFG1018 isolated from the wood-rotting basidiomycete Fomitopsis betulinus. The structure elucidation and relative configuration assignments of 1-18 were accomplished by interpretation of spectroscopic data and through computational methods. The absolute configurations of 1, 4, and 16 were determined by single-crystal X-ray diffraction. Compounds 1-16 possess an 18- or 19-nor-isopimarane skeleton, and compounds 17 and 18 possess an 18,19-dinor-isopimarane skeleton. Compounds 2-5, 9, 14, 19, and 20 showed immunosuppressive activity but were devoid of cytotoxicity against the cell proliferation by concanavalin A-induced T lymphocytes and lipopolysaccharide-induced B lymphocytes, with IC50 values varying from 1.0 to 27.2 μM and from 16.1 to 51.8 μM, respectively.
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- 2020
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5. Cadinane-type sesquiterpenoids and an indolizine alkaloid from the rice fermentation of the fungus Rigidoporus microporus
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Rong Huang, Ji-Kai Liu, He-Ping Chen, Rui Ma, Tao Feng, Yue-Ling Peng, Hui-Xiang Yang, Qian Li, and Zheng-Hui Li
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biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Alkaloid ,Rigidoporus microporus ,Plant Science ,Fungus ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Fermentation ,Indolizine ,No production ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,Biotechnology - Abstract
Two previously undescribed cadinane-type sesquiterpenoids, rigidoporones A and B (1 and 2), along with an undescribed racemic indolizine alkaloid, (±)-rigidoporine A (3), were isolated from the rice fermentation of the wood-decay fungus Rigidoporus microporus. The structures of the compounds were established by extensive spectroscopic methods, including 1D & 2D NMR and HRMS spectroscopic analysis. Compounds 1 and 3 were evaluated for their inhibitory activity on NO production in murine monocytic RAW264.7 macrophages (IC50 > 25 μM).
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- 2019
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6. Triterpenes with unusual modifications from the fruiting bodies of the medicinal fungus Irpex lacteus
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Zheng-Hui Li, Zhen-Zhu Zhao, Yang Tang, Ji-Kai Liu, He-Ping Chen, and Tao Feng
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Models, Molecular ,Molecular Conformation ,Irpex lacteus ,Antineoplastic Agents ,Plant Science ,Fungus ,Horticulture ,Biochemistry ,Lanostane ,Phanerochaetaceae ,Terpene ,chemistry.chemical_compound ,Triterpenoid ,Humans ,Fruiting Bodies, Fungal ,Cytotoxicity ,Molecular Biology ,biology ,Human lung cancer ,Ganoderma ,General Medicine ,biology.organism_classification ,Triterpenes ,chemistry ,A549 Cells - Abstract
Ten previously undescribed triterpenoid congeners, namely irpeksolactins A–J, together with eighteen known ones, were isolated from the fruiting bodies of the rainforest-dwelling medicinal fungus Irpex lacteus. The structures of all the isolates were characterized by extensive spectroscopic approaches, including 1D & 2D NMR and MS spectroscopic methods. Irpeksolactin J displayed selective and weak cytotoxicity against the human lung cancer cell line A549 and the human hepatocellular carcinoma cell line SMMC-7721.
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- 2019
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7. Cytotoxic ergosteroids from the fungus Stereum hirsutum
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Ji-Kai Liu, Zheng-Hui Li, He-Ping Chen, Kai-Yue Han, Zhen-Zhu Zhao, and Tao Feng
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biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Plant Science ,Fungus ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Phytochemical ,Cytotoxic T cell ,Bioassay ,Cytotoxicity ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,Single crystal ,Biotechnology ,Stereum hirsutum - Abstract
Phytochemical investigation on the fermentation broth of the fungus Stereum hirsutum led to the isolation of ten steroids, including two previously unreported ones, namely steresterones A (1) and B (2). The semi-synthesis products 3a and 3b were prepared by reduction of the known compound 3 with NaBH4. Their structures and absolute configurations were established via 1D & 2D NMR spectroscopic analysis, and TDDFT/ECD calculations as well as single crystal X-ray diffraction analysis. The structure of 3 which harbored a 5β-H was confirmed by single crystal X-ray diffraction analysis for the first time. All the compounds reported in this study were evaluated for their cytotoxicity against five human cancer cell lines. Bioassay results revealed that 3, 4, 6―9 displayed significant anti-proliferative effects with IC50 values varying from 2.3 to 34.3 μM. The structure-activity relationships of 3, 3a, 3b were discussed.
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- 2019
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8. Microporotriol, a new cadinane-type sesquiterpenoid from the cultures of the wood-decay fungus Microporus affinis HFG829
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He-Ping Chen, Ji-Kai Liu, and Zhen-Zhu Zhao
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biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Plant Science ,Fungus ,Secondary metabolite ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Analytical Chemistry ,Wood-decay fungus ,010404 medicinal & biomolecular chemistry ,medicine ,Fermentation broth ,Cytotoxicity ,Two-dimensional nuclear magnetic resonance spectroscopy ,Microporus affinis ,medicine.drug ,Polyporaceae - Abstract
A new cadinane-type sesquiterpenoid, microporotriol (1), together with four known compound, 5-methylresorcinol (2), (22E,24R)-ergosta-4,6,8(14),22-tetraen-3-one (3), (22E,24R)-ergosta-5,7,22-trien-3β-ol (4), (22E,24R)-5α,8α-epidioxy-ergosta-6,22-dien-3β-ol (5), were isolated from the fermentation broth of the wood decaying fungus Microporus affinis HFG829. The structures of the compounds were established by extensive spectroscopic methods, including 1D & 2D NMR, along with HRMS spectroscopic analysis. The relative configuration of 1 was confirmed by NMR calculation. Compound 1 was evaluated for the cytotoxicity against five human cancer cell lines.
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- 2019
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9. Irpexolidal Represents a Class of Triterpenoid from the Fruiting Bodies of the Medicinal Fungus Irpex lacteus
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Tao Feng, Zheng-Hui Li, Kun Hu, Zhen-Zhu Zhao, He-Ping Chen, Ji-Kai Liu, and Yang Tang
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chemistry.chemical_classification ,Magnetic Resonance Spectroscopy ,biology ,010405 organic chemistry ,Stereochemistry ,Carbon chemistry ,Organic Chemistry ,Carbon skeleton ,Irpex lacteus ,Nuclear magnetic resonance spectroscopy ,Fungus ,010402 general chemistry ,biology.organism_classification ,01 natural sciences ,Carbon ,Triterpenes ,Biosynthetic Pathways ,0104 chemical sciences ,Triterpenoid ,Triterpene ,chemistry ,Fruiting Bodies, Fungal - Abstract
Irpexolidal (1), a triterpenoid with an unprecedented carbon skeleton, along with its biogenetic-related compound irpexolide A (2), were isolated from the fruiting bodies of the medicinal fungus Irpex lacteus. Irpexolidal features a 6/5/6/5/6/5-fused polycyclic skeletal system which arises from the eburicane-type triterpene by a 6,7- seco-6,8- cyclo pattern. The structures of 1 and 2 were established by means of extensive spectroscopic techniques, ECD calculation, and DP4+ probability based on GIAO NMR chemical shift calculations. The plausible biosynthetic pathways for compounds 1 and 2 were proposed. Their biological activities were evaluated.
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- 2019
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10. Tricholopardins A and B, Anti-inflammatory Terpenoids from the Fruiting Bodies of Tricholoma pardinum
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Juan He, Yongsheng Zheng, He-Ping Chen, Zheng-Hui Li, Tao Feng, Ji-Kai Liu, Xiao-Qing Gan, Rong Huang, Shuai-Bing Zhang, Huan Sun, and Yun-Li Zhao
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Circular dichroism ,Magnetic Resonance Spectroscopy ,THP-1 Cells ,medicine.drug_class ,Anti-Inflammatory Agents ,Pharmaceutical Science ,Nitric Oxide ,Anti-inflammatory ,Analytical Chemistry ,Nitric oxide ,Mice ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Animals ,Humans ,THP1 cell line ,Fruiting Bodies, Fungal ,Optical rotatory dispersion ,Pharmacology ,biology ,Terpenes ,Tricholoma ,Organic Chemistry ,Tricholoma pardinum ,biology.organism_classification ,Terpenoid ,RAW 264.7 Cells ,Complementary and alternative medicine ,chemistry ,Biochemistry ,Molecular Medicine - Abstract
Two new Tricholoma terpenoids, tricholopardins A and B, were isolated from the fruiting bodies of the basidiomycetes Tricholoma pardinum. Their structures were elucidated by spectroscopic methods, as well as electronic circular dichroism and optical rotatory dispersion calculations. Tricholopardin A potently inhibited nitric oxide production in lipopolysaccharide-induced RAW264.7 macrophages with an IC50 of 0.08 μM. Its anti-inflammatory effects on three inflammatory mediators were also evaluated. A plausible biosynthetic pathway for these products is discussed.
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- 2019
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11. Unusual constituents from the medicinal mushroomGanoderma lingzhi
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Ya Wu, Wei-Sheng Feng, Gui-Min Xue, Zhen-Zhu Zhao, Ji-Kai Liu, He-Ping Chen, Xu-Bo Liang, and Yan-Le Zhi
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chemistry.chemical_classification ,biology ,Traditional medicine ,Chemistry ,Ganoderma ,General Chemical Engineering ,medicine.medical_treatment ,Ganoderma lingzhi ,02 engineering and technology ,General Chemistry ,Fungus ,010402 general chemistry ,021001 nanoscience & nanotechnology ,biology.organism_classification ,Polysaccharide ,01 natural sciences ,0104 chemical sciences ,Steroid ,Polyketide ,Medicinal mushroom ,medicine ,0210 nano-technology ,Cytotoxicity - Abstract
Extensive studies have revealed that triterpenoids, meroterpenoids, and polysaccharides are the main constituents of the well-known traditional Chinese medicinal mushroom Ganoderma. In this study, we report seven previously undescribed sesquiterpenoids, including six gymnomitranes (1–6) and a novel type of sesquiterpenoid (8), together with a polyketide (7) and a known steroid (9) from the fruiting bodies of Ganoderma lingzhi, a fungus used as traditional medicine and food supplement in East Asia for ages. The structures of 1–8 were deduced by analysis of spectroscopic data, X-ray single crystal diffractions and TDDFT/ECD calculations. Compound 8 possessed an unusual 14(7→6)-cuparane scaffold. Compound 9 exhibited weak cytotoxicity against the five human cancer cell lines HL-60, MCF-7, SW480, A549, and SMMC-7721 with IC50 values of 18.0–32.3 μM. A simple structure-activity-relationship (SAR) investigation by acetylating the 5-OH of 9 (9a) suggested that the 5-OH is essential for its cytotoxicity. Additionally, the biosynthetic pathways for compounds 2 and 8 are discussed.
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- 2019
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12. Irpeksins A–E, 1,10-seco-Eburicane-Type Triterpenoids from the Medicinal Fungus Irpex lacteus and Their Anti-NO Activity
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Yang Tang, Jian-Neng Yao, Zheng-Hui Li, Ji-Kai Liu, He-Ping Chen, Tao Feng, and Zhen-Zhu Zhao
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Magnetic Resonance Spectroscopy ,Stereochemistry ,Irpex lacteus ,Pharmaceutical Science ,Fungus ,Nitric Oxide ,010402 general chemistry ,Cleavage (embryo) ,Ring (chemistry) ,01 natural sciences ,Lanostane ,Analytical Chemistry ,Mice ,chemistry.chemical_compound ,Ascomycota ,Drug Discovery ,Animals ,RAW 264.7 Cells ,Pharmacology ,Molecular Structure ,biology ,010405 organic chemistry ,Organic Chemistry ,Nuclear magnetic resonance spectroscopy ,biology.organism_classification ,Triterpenes ,0104 chemical sciences ,Complementary and alternative medicine ,chemistry ,Molecular Medicine ,Polyporales - Abstract
Five new triterpenoids, irpeksins A-E (1-5), were isolated from fruiting bodies of the medicinal fungus Irpex lacteus. The structures as well as absolute configurations of the new compounds were established via extensive spectroscopic analysis, computational methods, and Cotton effects. Compounds 1-4 are featured by a scaffold of 1,10- seco- and ring B aromatic eburicane (24-methyllanostane), and compound 5 is characterized by a scaffold of 1,10-9,11- diseco- and ring B aromatic eburicane, which represents unprecedented cleavage patterns in the lanostane family. Compounds 1-5 showed significant inhibitory activity against NO production in LPS-activated RAW 264.7 macrophage cells with IC50 values varying from 2.2 to 19.6 μM.
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- 2018
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13. Hericinoids A‒C, cyathane diterpenoids from culture of mushroom Hericium erinaceus
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Lin Chen, Ji-Kai Liu, Zheng-Hui Li, Jian-Neng Yao, He-Ping Chen, Tao Feng, and Zhen-Zhu Zhao
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Mushroom ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Plant Science ,010402 general chemistry ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,NMR spectra database ,Cell culture ,Ic50 values ,Fermentation broth ,Cytotoxicity ,Agronomy and Crop Science ,Hericium erinaceus ,Biotechnology - Abstract
Three previously undescribed cyathane-type diterpenoids, hericinoids A-C (1‒3) and three known analogues (4‒6) have been isolated from fermentation broth of Hericium erinaceus. Their structures of hericinoids A-C were determined by in-depth analyses of NMR spectra and HRESIMS. The absolute configurations of compounds 1 and 2 were determined by the ROESY spectra along with the DP4+ calculations based on quantum chemistry. Compounds 1–5 were inactive on the enhancement of NGF-induced neutrite outgrowth in PC-12 cells. Instead, compounds 2, 4, and 5 showed potent cytotoxicity against HL-60 cell lines with the IC50 values of 18.3, 8.9, and 0.5 μM, respectively. Compounds 4 and 5 showed moderate cytotoxicities against MCF-7 cell lines with the IC50 values ranging from 13.4 to 15.8 μM.
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- 2018
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14. Confluenines A–F, N -oxidized l -isoleucine derivatives from the edible mushroom Albatrellus confluens
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He-Ping Chen, Bin Wu, Shuai-Bing Zhang, Ji-Kai Liu, Tao Feng, Ying Huang, and Zheng-Hui Li
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biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,010402 general chemistry ,Oxime ,Antimicrobial ,biology.organism_classification ,medicine.disease_cause ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Edible mushroom ,chemistry.chemical_compound ,chemistry ,Phytochemical ,Staphylococcus aureus ,Drug Discovery ,Albatrellus confluens ,medicine ,Epimer ,Isoleucine - Abstract
The phytochemical study of the fruiting bodies of Albatrellus confluens afforded three pairs of new N-Oxidized l -Isoleucine derivatives epimers, confluenines A–F (1–6). The structures of these compounds were deduced using spectroscopic techniques, and the absolute configurations of the compounds were assigned by comparison between experimental and theoretical NMR and ECD data, respectively. Putative biosynthetic pathways toward the oxime, hydroxamate moieties and epimers were discussed. Compounds 5 and 6 exhibited weak antimicrobial activities against Staphylococcus aureus with MIC90 values at 29.3 μg/mL and 56.7 μg/mL, respectively.
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- 2018
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15. Lanostane triterpenoids from Tricholoma pardinum with NO production inhibitory and cytotoxic activities
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Tao Feng, Zheng-Hui Li, Ji-Kai Liu, Marc Stadler, Ying Huang, Shuai-Bing Zhang, He-Ping Chen, and Xiao-Qing Gan
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Lipopolysaccharides ,Stereochemistry ,Antineoplastic Agents ,Plant Science ,Horticulture ,Nitric Oxide ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Lanostane ,Tricholomataceae ,Mice ,Structure-Activity Relationship ,chemistry.chemical_compound ,Triterpenoid ,Cell Line, Tumor ,Animals ,Humans ,Cytotoxic T cell ,Fruiting Bodies, Fungal ,No production ,Molecular Biology ,IC50 ,Cell Proliferation ,Dose-Response Relationship, Drug ,Molecular Structure ,biology ,010405 organic chemistry ,Chemistry ,Macrophages ,Tricholoma ,General Medicine ,Tricholoma pardinum ,biology.organism_classification ,Triterpenes ,0104 chemical sciences ,RAW 264.7 Cells ,Drug Screening Assays, Antitumor ,Human cancer - Abstract
Eight undescribed lanostane triterpenoids, pardinols A‒H, along with one previously reported lanostane triterpenoid, namely saponaceol B, were isolated from the fruiting bodies of Tricholoma pardinum. Their structures and stereoconfigurations were established via combination of extensive spectroscopic analyses, alkaline methanolysis method and TDDFT/ECD calculations. Pardinols B and E-H exhibited certain inhibition activities of nitric oxide (NO) production with IC50 value ranging from 5.3 to 14.7 μM, as well as cytotoxicities against human cancer cell-lines.
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- 2018
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16. Heterocyclic Compounds from the Mushroom Albatrellus confluens and Their Inhibitions against Lipopolysaccharides-Induced B Lymphocyte Cell Proliferation
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Bin Wu, He-Ping Chen, Jianping Zuo, Zheng-Hui Li, Ji-Kai Liu, Shuai-Bing Zhang, Ying Huang, Shanyong Li, Zhen-Zhu Zhao, Tao Feng, Xian Wang, and Shijun He
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Lipopolysaccharides ,Stereochemistry ,Lymphocyte ,Stereoisomerism ,010402 general chemistry ,01 natural sciences ,Mice ,Heterocyclic Compounds ,medicine ,Albatrellus confluens ,Ic50 values ,Animals ,Cell Proliferation ,B-Lymphocytes ,Mice, Inbred BALB C ,Mushroom ,biology ,010405 organic chemistry ,Chemistry ,Cell growth ,Basidiomycota ,Organic Chemistry ,Total synthesis ,biology.organism_classification ,0104 chemical sciences ,medicine.anatomical_structure ,Female - Abstract
Eight hetereocyclic compounds conflamides B–I with an unprecedented skeleton and their precursor conflamide A were isolated from the mushroom Albatrellus confluens. Their structures and absolute configurations were determined by use of NMR studies, total synthesis, and calculated ECD spectra. Conflamides D and E were found to exhibit potent inhibition against LPS-induced B lymphocyte cell proliferation with IC50 values 1.48 and 5.71 μM, respectively.
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- 2018
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17. Irpexoates A–D, Four Triterpenoids with Malonyl Modifications from the Fruiting Bodies of the Medicinal Fungus Irpex lacteus
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Ji-Kai Liu, Zheng-Hui Li, He-Ping Chen, Zhen-Zhu Zhao, Tao Feng, and Yang Tang
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Stereochemistry ,Cytotoxicity ,Irpex lacteus ,Plant Science ,Fungus ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,Triterpenoid ,lcsh:Botany ,Ic50 values ,Bioorganic chemistry ,Pharmacology ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Meruliaceae ,Eburicane ,biology.organism_classification ,lcsh:QK1-989 ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Original Article ,Two-dimensional nuclear magnetic resonance spectroscopy ,Human cancer ,Malonyl ,Food Science - Abstract
Four eburicane-type triterpenoids with malonyl modifications, namely irpexoates A–D (1–4), were isolated from the fruiting bodies of the medicinal fungus Irpex lacteus. The structures of the new compounds were established by extensive spectroscopic methods, including 1D and 2D NMR, HRESIMS spectroscopic analysis. Irpexoate B (2) displayed weak cytotoxicity against four human cancer cell lines (A-549, SMMC-7721, MCF-7, SW480) with IC50 values varying from 22.9 to 34.0 μM, and irpexoate D (4) showed weak cytotoxicity against the human cancer cell line SW480 with an IC50 value of 35.2 μM. Graphical Abstract Electronic supplementary material The online version of this article (10.1007/s13659-018-0160-3) contains supplementary material, which is available to authorized users.
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- 2018
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18. Daedaleanols A and B, two new sesquiterpenes from cultures of the basidiomycete Daedalea incana
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Ying Huang, He-Ping Chen, Ji-Kai Liu, Shuai-Bing Zhang, Zheng-Hui Li, Zhen-Zhu Zhao, and Tao Feng
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Molecular Structure ,biology ,010405 organic chemistry ,Chemistry ,Basidiomycota ,Spectrum Analysis ,Organic Chemistry ,Antineoplastic Agents ,Daedalea ,Plant Science ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Analytical Chemistry ,010404 medicinal & biomolecular chemistry ,Cell Line, Tumor ,Botany ,Humans ,Drug Screening Assays, Antitumor ,Sesquiterpenes - Abstract
Two new sesquiterpenes, daedaleanols A (1) and B (2), together with three known sesquiterpenes (3-5), were isolated from cultures of the basidiomycete Daedalea incana. Their structures were elucidated on the basis of extensive spectroscopic means. All compounds were tested for their cytotoxicities against three human cancer cell lines.
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- 2018
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19. Albatredines A and B, a pair of epimers with unusual natural heterocyclic skeletons from edible mushroom Albatrellus confluens
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Bin Wu, Shijun He, Tao Feng, Ying Huang, Shuai-Bing Zhang, He-Ping Chen, Zheng-Hui Li, Jianping Zuo, and Ji-Kai Liu
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biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,General Chemical Engineering ,Nucleophilic acyl substitution ,General Chemistry ,Carbon-13 NMR ,010402 general chemistry ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Edible mushroom ,Concanavalin A ,Albatrellus confluens ,biology.protein ,Bioassay ,Epimer - Abstract
A chemical study of the common species Albatrellus confluens present in Yunnan province, southwest China led to the identification of a pair of epimers named albatredines A (1) and B (2). They feature a natural unprecedented 1,2,4-oxadiazolidin-5-one skeleton. The acyl substitution pattern and complete configurational assignments were deduced from the comparison between experimental and theoretical 13C NMR and ECD data, respectively. Bioassay results showed that compound 1 exhibited a weak immunosuppressive activity against the concanavalin A-induced T lymphocyte cell proliferation (IC50 2.99 μM).
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- 2018
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20. Anemhupehins A–C, Podocarpane Diterpenoids from Anemone hupehensis
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Xing Yu, Tao Feng, Zhen-Xiong Wang, Ji-Kai Liu, He-Ping Chen, Rong Huang, Xiao-Qing Gan, Kai-Ting Duan, and Zheng-Hui Li
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Cytotoxicity ,Pharmacology toxicology ,Plant Science ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,lcsh:Botany ,Bioorganic chemistry ,Podocarpane diterpenoids ,Pharmacology ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Anemone hupehensis ,biology.organism_classification ,lcsh:QK1-989 ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Plant biochemistry ,Original Article ,Human cancer ,Food Science - Abstract
Three new podocarpane diterpenoids, namely anemhupehins A–C (1–3), together with four known analogues (4–7), have been isolated from aerial parts of Anemone hupehensis. Their structures were characterized based on extensive spectroscopic data. Compounds 1 and 4 showed certain cytotoxicities against human cancer cell lines. Graphical Abstract Electronic supplementary material The online version of this article (10.1007/s13659-017-0146-6) contains supplementary material, which is available to authorized users.
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- 2017
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21. Vibralactone Biogenesis-Associated Analogues from Submerged Cultures of the Fungus Boreostereum vibrans
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Zhen-Zhu Zhao, Ji-Kai Liu, Meng-Yuan Jiang, Zheng-Hui Li, He-Ping Chen, and Tao Feng
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Stereochemistry ,Structural diversity ,Plant Science ,Fungus ,010402 general chemistry ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,Vibralactone ,chemistry.chemical_compound ,Biosynthesis ,lcsh:Botany ,Bioorganic chemistry ,Pharmacology ,Boreostereum vibrans ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Absolute configuration ,Snatzke’s method ,biology.organism_classification ,0104 chemical sciences ,lcsh:QK1-989 ,Structure revision ,Basidiomycete ,Original Article ,Biogenesis ,Food Science - Abstract
A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesis-associated analogues, namely vibralactamide A (1), vibralactone T (2), 13-O-lactyl vibralactone (3), 10-O-acetyl vibralactone G (4), (11R,12R)- and (11S,12R)-vibradiol (5, 6). Their structures were established via extensive spectroscopic analyses, specific optical rotation comparison, and Snatzke’s method. The biosynthetic pathway for vibralactamide A was postulated. The absolute configuration of vibralactone B was revised by single crystal X-ray diffraction analysis. This work puts the divergent vibralactone biosynthesis pathway one step further and expands the structural diversity of vibralactone-associated compounds. Graphical Abstract Electronic supplementary material The online version of this article (10.1007/s13659-017-0147-5) contains supplementary material, which is available to authorized users.
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- 2017
22. Bioactive polyketides and 8,14-seco-ergosterol from fruiting bodies of the ascomycete Daldinia childiae
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Ying Huang, He-Ping Chen, Ji-Kai Liu, Zhen-Zhu Zhao, Zheng-Hui Li, Tao Feng, and Shuai-Bing Zhang
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Stereochemistry ,Daldinia childiae ,Molecular Conformation ,Antineoplastic Agents ,Plant Science ,Horticulture ,Crystallography, X-Ray ,Nitric Oxide ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Molecular conformation ,Polyketide ,chemistry.chemical_compound ,Ergosterol ,Humans ,Fruiting Bodies, Fungal ,Xylariales ,Nuclear Magnetic Resonance, Biomolecular ,Molecular Biology ,Natural product ,biology ,010405 organic chemistry ,Absolute configuration ,General Medicine ,biology.organism_classification ,0104 chemical sciences ,chemistry ,Polyketides ,Female ,Drug Screening Assays, Antitumor ,Anti bacterial - Abstract
Seven previously undescribed polyketides, namely childinins A-G, and one previously undescribed 8,14-seco-ergosterol, namely childinasterone A, were obtained from the fruiting bodies of Daldinia childiae. Their structures and absolute configurations were established via extensive spectroscopic analyses, single-crystal X-ray diffraction, and TDDFT/ECD calculations. Childinins A represents the first example of natural product possessing a previously undescribed 6H-naphtho[2,1-c]chromen-6-one scaffold. The single crystal X-ray diffraction of childinasterone A unambiguously determined the absolute configuration of a 8,14-seco-ergosterol skeleton. Childinins A, B, F and G (MIC90 54.9 μg⋅mL-1) showed anti-bacterial activities. Childinasterone A showed significant anti-NO activity (IC50 21.2 μM) and weak activities against SMMC-7721, MCF-7 and SW480 cell lines.
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- 2017
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23. Two new alkaloid metabolites produced by endophytic fungus Stagonosporopsis oculihominis isolated from Dendrobium huoshanense
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Guo-Kai Wang, Yang Yu, Bing-ji Ma, He-Ping Chen, Yi-min Liang, Gang Wang, Zhong-Yu Zhou, Jing-yi Yue, and Jin-Song Liu
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010405 organic chemistry ,Stereochemistry ,Alkaloid ,Dendrobium huoshanense ,Plant Science ,Biology ,Endophytic fungus ,biology.organism_classification ,Circular dichroism spectra ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Stagonosporopsis ,Cytotoxicity ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,Human cancer ,Biotechnology - Abstract
Two new alkaloids (1–2), together with six known compounds (3–8), were isolated from cultures of the endophytic fungus Stagonosporopsis oculihominis. Their structures were elucidated through extensive spectroscopic methods including 2D NMR and HRMS analyses. The absolute configurations of 1 was determined by the comparison of experimental and theoretical electronic circular dichroism spectra. The new compounds were investigated for their cytotoxicity against five human cancer cell lines.
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- 2017
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24. Aureonitols A and B, Two New C 13 ‐Polyketides from Chaetomium globosum , an Endophytic Fungus in Salvia miltiorrhiza
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Ting-Kai Liu, Xiao-Long Yang, Hengye Chen, Wen-Ting Zhao, Jian Yang, He-Ping Chen, Sheng-Xiang Yang, and Lei Zhang
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biology ,Chaetomium globosum ,010405 organic chemistry ,Chemistry ,Bioengineering ,General Chemistry ,General Medicine ,biology.organism_classification ,medicine.disease_cause ,Antimicrobial ,01 natural sciences ,Biochemistry ,Salvia miltiorrhiza ,Enterococcus faecalis ,0104 chemical sciences ,Microbiology ,010404 medicinal & biomolecular chemistry ,Staphylococcus aureus ,Staphylococcus epidermidis ,medicine ,Molecular Medicine ,Fermentation ,Molecular Biology ,Enterococcus faecium - Abstract
Two new C13 -polyketides, aureonitols A and B (1 and 2), along with five known compounds (3-7), were isolated from the solid fermentation culture of the plant endophytic fungus Chaetomium globosum from the aerial parts of Salvia miltiorrhiza. The structures and absolute configurations of 1 and 2 were determined by comprehensive spectroscopic data analysis and computed methods. Compound 5 was found to display the remarkable antimicrobial activities against four multidrug-resistant bacteria (Enterococcus faecalis, Enterococcus faecium, Staphylococcus aureus, and Staphylococcus epidermidis) with MIC values of 3.13-6.25 μg/mL (ciprofloxacin: 0.78-1.56 μg/mL), and also against all tested fungal strains with MIC values of 3.13-25 μg/mL (ketoconazole: 0.78-12.50 μg/mL).
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- 2019
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25. Vibralactone derivatives containing γ, δ, ε-lactone cores from cultures of the basidiomycete Boreostereum vibrans
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Jing Li, Kai-Ting Duan, Ji-Kai Liu, Qingxia Yuan, Wen-Xuan Wang, Xing Yu, He-Ping Chen, Zheng-Hui Li, and Tao Feng
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Stereochemistry ,Antineoplastic Agents ,010402 general chemistry ,01 natural sciences ,Vibralactone ,Lactones ,Cell Line, Tumor ,Drug Discovery ,medicine ,Humans ,Pharmacology ,chemistry.chemical_classification ,Cisplatin ,Boreostereum vibrans ,biology ,Molecular Structure ,010405 organic chemistry ,Chemistry ,Basidiomycota ,General Medicine ,biology.organism_classification ,0104 chemical sciences ,Cell culture ,Lactone ,Human cancer ,medicine.drug - Abstract
Five vibralactone derivatives containing γ, δ, e-lactone cores, namely vibralactones X (1), Y (2), and Z1-Z3 (3-5), together with the known vibralactone, have been isolated from cultures of the basidiomycete Boreostereum vibrans. Compounds 3-5 possessed a novel bis-γ-lactone group which was found in vibralactone derivatives for the first time. Compounds 3 and 5 exhibited moderate cytotoxicities to human cancer cell lines referring to that of cisplatin.
- Published
- 2018
26. Anti-Proliferative and Anti-Inflammatory Lanostane Triterpenoids from the Polish Edible Mushroom Macrolepiota procera
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Ji-Kai Liu, Zhen-Zhu Zhao, Zheng-Hui Li, Ying Huang, Shuai-Bing Zhang, Masahiko Isaka, He-Ping Chen, Yang Tang, Lin Chen, Tao Feng, and Jian-Neng Yao
- Subjects
Stereochemistry ,medicine.drug_class ,Anti-Inflammatory Agents ,010402 general chemistry ,01 natural sciences ,Lanostane ,Anti-inflammatory ,chemistry.chemical_compound ,Minimum inhibitory concentration ,Cell Line, Tumor ,Vegetables ,medicine ,Humans ,Fruiting Bodies, Fungal ,Cytotoxicity ,IC50 ,Cell Proliferation ,Mushroom ,biology ,Molecular Structure ,010405 organic chemistry ,Plant Extracts ,Macrolepiota procera ,General Chemistry ,biology.organism_classification ,Growth Inhibitors ,Triterpenes ,0104 chemical sciences ,Edible mushroom ,chemistry ,Poland ,General Agricultural and Biological Sciences ,Agaricales - Abstract
This study features the isolation and identification of 12 lanostane-type triterpenoids, namely lepiotaprocerins A–L, 1–12, from the fruiting bodies of the Poland-collected edible mushroom Macrolepiota procera. The structures and the absolute configurations of the new compounds were ambiguously established by extensive spectroscopic analyses, ECD calculation, and single-crystal X-ray diffraction analyses. Structurally, lepiotaprocerins A–F, 1–6, are distinguished by the presence of a rare “1-en-1,11-epoxy” moiety which has not been previously described in the lanostane class. Biologically, lepiotaprocerins A–F, 1–6, displayed more significant inhibitions of nitric oxide (NO) production than the positive control L-NG-monomethyl arginine (L-NMMA) (IC50 47.1 μM), and lepiotaprocerins G–L, 7–12, showed various cytotoxicity potencies against a panel of human cancer cell lines. Compound 9 also displayed antitubercular activity against Mycobacterium tuberculosis H37Ra with a minimal inhibitory concentration (MIC...
- Published
- 2018
27. Seco-tremulane Sesquiterpenoids from the Cultures of the Medicinal Fungus Irpex lacteus HFG1102
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Zheng-Hui Li, Ji-Kai Liu, Zhen-Zhu Zhao, Tao Feng, and He-Ping Chen
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Pharmacology toxicology ,Irpex lacteus ,Plant Science ,Fungus ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,5,6-seco-tremulane ,lcsh:Botany ,Botany ,Bioorganic chemistry ,Pharmacology ,biology ,010405 organic chemistry ,Chemistry ,Sesquiterpenoid ,Organic Chemistry ,Meruliaceae ,biology.organism_classification ,0104 chemical sciences ,lcsh:QK1-989 ,010404 medicinal & biomolecular chemistry ,Plant biochemistry ,Original Article ,Food Science - Abstract
Six previously undescribed 5,6-seco-tremulane analogues, together with two known ones, were isolated from the culture broth of the medicinal fungus Irpex lacteus HFG1102. The structures of the new compounds were elucidated via extensive spectroscopic methods, including NMR and HRMS spectroscopic analyses. Graphical Abstract Electronic supplementary material The online version of this article (10.1007/s13659-018-0157-y) contains supplementary material, which is available to authorized users.
- Published
- 2018
28. Four new spiroaxane sesquiterpenes and one new rosenonolactone derivative from cultures of Basidiomycete Trametes versicolor
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Ze-Jun Dong, He-Ping Chen, Zheng-Hui Li, Kun Wei, Ji-Kai Liu, Su-Rui Wang, and Ling Zhang
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Trametes ,Pharmacology ,Molecular Structure ,biology ,Stereochemistry ,General Medicine ,biology.organism_classification ,Rosenonolactone ,Lactones ,chemistry.chemical_compound ,chemistry ,Cell Line, Tumor ,Drug Discovery ,Humans ,Diterpenes ,Sesquiterpenes ,Derivative (chemistry) ,Human cancer ,Trametes versicolor - Abstract
Four new spiroaxane sesquiterpenes, tramspiroins A-D (1-4), one new rosenonolactone 15,16-acetonide (5), and the known drimane sesquiterpenes isodrimenediol (6) and funatrol D (7) have been isolated from the cultures of Basidiomycete Trametes versicolor. The structures of new compounds were elucidated by means of spectroscopic methods. Compounds 1-7 were investigated for their cytotoxicities against five human cancer cell lines. (C) 2015 Elsevier B.V. All rights reserved.
- Published
- 2015
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29. Chemical Constituents from the Stems of Manihot esculenta
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Hongping He, Xiao-Nan Wang, Xiao-Jiang Hao, Ying-Tong Di, Ling-Li Guo, He-Ping Chen, Ya-Mei Pan, Duo-Zhi Chen, Yu Zhang, and Shun-Lin Li
- Subjects
Manihot esculenta ,Pharmacology toxicology ,Plant Science ,Chemical constituents ,Toxicology ,Mass spectrometry ,Biochemistry ,Analytical Chemistry ,Organic chemistry ,Diterpenoids ,Pharmacology ,biology ,Traditional medicine ,Chemistry ,Organic Chemistry ,Euphorbiaceae ,food and beverages ,Nuclear magnetic resonance spectroscopy ,biology.organism_classification ,Original Article ,Antibacterial activity ,Bacteria ,Food Science - Abstract
Two new compounds, maniesculentins A (1) and B (6), together with four known ones were isolated from the stems of Manihot esculenta Crantz. The structures of the new compounds were elucidated by extensive spectroscopic methods including NMR spectroscopy and mass spectrometry. The two new compounds (1, 6) were assayed for antibacterial activity against four tested bacteria lines. Graphical Abstract Electronic supplementary material The online version of this article (doi:10.1007/s13659-015-0052-8) contains supplementary material, which is available to authorized users.
- Published
- 2015
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30. Two new triterpenoids from fruiting bodies of fungusGanoderma lucidum
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Zhen-Zhu Zhao, He-Ping Chen, Ji-Kai Liu, Zheng-Hui Li, Ze-Jun Dong, Bao-Kai Cui, Rong-Hua Yin, and Tao Feng
- Subjects
Antifungal ,China ,medicine.drug_class ,Pharmaceutical Science ,HL-60 Cells ,Microbial Sensitivity Tests ,Fungus ,Lanostane ,Analytical Chemistry ,chemistry.chemical_compound ,Triterpenoid ,Candida albicans ,Drug Discovery ,Botany ,medicine ,Humans ,Fruiting Bodies, Fungal ,Nuclear Magnetic Resonance, Biomolecular ,Ganoderma lucidum ,Pharmacology ,Molecular Structure ,biology ,Chemistry ,Organic Chemistry ,Ganoderma ,General Medicine ,biology.organism_classification ,Triterpenes ,Complementary and alternative medicine ,Biochemistry ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Human cancer - Abstract
Two new triterpenoids, (24E)-9α,11α-epoxy-3β-hydroxylanosta-7,24-dien-26-al (1) and (22Z,24Z)-13-hydroxy-3-oxo-14(13 → 12)abeo-lanosta-8,22,24-trien-26,23-olide (2) were isolated from dried fruiting bodies of fungus Ganoderma lucidum. The structures of these two new compounds were elucidated on the basis of extensive spectroscopic analyses. Compound 1 possessed a lanostane skeleton, while compound 2 was based on a rare 14 (13 → 12)abeo-lanostane skeleton with a 26,23-olide moiety. Both of them were evaluated for their antifungal and cytotoxic activities. Neither of them displayed obvious inhibition on Candida albicans and five human cancer cell lines.
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- 2015
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31. Miscellaneous lanostane triterpenoids with cytotoxicities from fruiting bodies of the basidiomycete Stereum sp
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Zhen-Zhu Zhao, Shuai-Bing Zhang, Lin Chen, Ji-Kai Liu, He-Ping Chen, Yang Tang, Zheng-Hui Li, Ying Huang, Masahiko Isaka, Tao Feng, and Jian-Neng Yao
- Subjects
Stereochemistry ,01 natural sciences ,Lanostane ,chemistry.chemical_compound ,Cell Line, Tumor ,Drug Discovery ,Cytotoxic T cell ,Humans ,Fruiting Bodies, Fungal ,Cytotoxicity ,Pharmacology ,biology ,Molecular Structure ,010405 organic chemistry ,Ganoderma ,General Medicine ,biology.organism_classification ,In vitro ,Triterpenes ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry ,Stereum sp ,Cell culture ,Steroids ,Stereum ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Ten new highly oxygenated lanostane triterpenoids, stereinones A–J (1–10), were isolated from the fruiting bodies of the basidiomycete Stereum sp. Compounds 3 and 4 are structurally characterized as intact lanostane-type triterpenoids containing unusual 1,2-diketone functionality at C-11 and C-12, while compound 10 is a 24-methylene-lanostane. The structures of these new compounds were established based on detailed 1D and 2D NMR spectroscopic analyses, along with quantum chemical NMR calculations. All isolates were evaluated for their in vitro cytotoxicities against five human tumor cell lines (including HL-60, A-549, SMMC-7721, MCF-7, and SW480 cell lines). Compound 4 showed moderate cytotoxic activities against tumor cell lines SMMC-7721 and SW480 with IC50 values of 9.1 and 9.8 μM, respectively.
- Published
- 2017
32. Terpenoids from the mushroom-associated fungus Montagnula donacina
- Author
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Ji-Kai Liu, He-Ping Chen, Kuan Zhao, Ling Zhang, Xue Bai, and Zhen-Zhu Zhao
- Subjects
Staphylococcus aureus ,Stereochemistry ,Molecular Conformation ,Plant Science ,Fungus ,Microbial Sensitivity Tests ,Horticulture ,medicine.disease_cause ,01 natural sciences ,Biochemistry ,chemistry.chemical_compound ,Structure-Activity Relationship ,medicine ,Molecular Biology ,Benzoic acid ,Mushroom ,biology ,Dose-Response Relationship, Drug ,010405 organic chemistry ,Terpenes ,Basidiomycota ,General Medicine ,biology.organism_classification ,Terpenoid ,0104 chemical sciences ,Anti-Bacterial Agents ,Edible mushroom ,010404 medicinal & biomolecular chemistry ,Montagnula ,chemistry ,Antibacterial activity ,Agaricales - Abstract
Molecular identification suggested an edible mushroom, which was previously named as Craterellus odoratus should be revised as Montagnula donacina. A chemical re-investigation of the culture broth of this fungus resulted in the isolation of four rare tetracyclic bergamotane-type sesquiterpenoids, namely donacinolides A and B, donacinoic acids A and B, and three cadinane-type ones, namely donacinols A–C and a meroterpenoid (Z)-4-hydroxy-3-(3-hydroxy-3-methylbut-1-en-1-yl)benzoic acid. Their structures were established via extensive spectroscopic methods, single crystal X-ray diffraction analysis, and computational methods. (Z)-4-Hydroxy-3-(3-hydroxy-3-methylbut-1-en-1-yl)benzoic acid showed antibacterial activity against Staphylococcus aureus.
- Published
- 2017
33. Tremulane sesquiterpenes from cultures of the fungus Phellinus igniarius and their vascular-relaxing activities
- Author
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Rong-Hua Yin, Zhen-Zhu Zhao, He-Ping Chen, Xia Yin, Tao Feng, Ji-Kai Liu, Xu Ji, Zheng-Hui Li, and Ze-Jun Dong
- Subjects
Traditional medicine ,biology ,Chemistry ,Stereochemistry ,Plant Science ,Fungus ,biology.organism_classification ,Biochemistry ,Nmr data ,Phytochemical ,medicine ,medicine.symptom ,Agronomy and Crop Science ,Vasoconstriction ,Phellinus igniarius ,Biotechnology - Abstract
Five new tremulane sesquiterpenes (1-5), together with seven known ones (6-12), were isolated from cultures of the fungus Phellinus igniarius. The new compounds were established as 6 beta, 11,12-trihydroxytremul- 1(10)-ene (1), 11,12-dihydroxyl-7 beta-peroxy-hydroxyl-tremul-1(10)-ene (2), 6 beta, 12-dihydroxytremulene (3), 10 beta, 12-dihydroxy-tremulene (4), and 12,15-dihydroxy-tremulene (5) on the basis of their MS and NMR data. Compounds 1-6 were evaluated for their vascular-relaxing activities. In preliminary in vitro assays, at 3 x 10(-4) M, they showed vascular-relaxing activities against phenylephrine-induced vasoconstriction with relaxing rates of 29.9%, 39.9%, 48.5%, 78.7%, 32.3%, and 59.3%, respectively. In addition, compounds 1, 4, and 6 exhibited different levels of vascular-relaxing activities against KCl-induced vasoconstriction with relaxing rates of 31.3%, 57.7%, and 14.0%, as compared with the blank control. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
- Published
- 2014
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34. Four new sesquiterpenoids from fruiting bodies of the fungus Inonotus rickii
- Author
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Ji-Kai Liu, Tao Feng, Wen-Bin Dong, He-Ping Chen, Ze-Jun Dong, Zheng-Hui Li, Yan Li, and Xia Yin
- Subjects
China ,Pharmaceutical Science ,Antineoplastic Agents ,Fungus ,Analytical Chemistry ,Inhibitory Concentration 50 ,Drug Discovery ,Botany ,Humans ,Fruiting Bodies, Fungal ,Inonotus rickii ,Nuclear Magnetic Resonance, Biomolecular ,Polycyclic Sesquiterpenes ,Pharmacology ,Mushroom ,Molecular Structure ,biology ,Chemistry ,Organic Chemistry ,General Medicine ,Inonotic acid B ,biology.organism_classification ,Human colon cancer ,Complementary and alternative medicine ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Agaricales ,Sesquiterpenes - Abstract
Three new bisabolane sesquiterpenoids, inonotic acid A (1), 3-O-formyl inonotic acid A (2), inonotic acid B (3), and one new drimane sesquiterpenoid 3α,6β-dihydroxycinnamolide (4), were isolated from the fruiting bodies of mushroom Inonotus rickii. Their structures were elucidated by means of extensive spectroscopic methods. Compound 4 had moderate inhibitory activity on human colon cancer SW480 (IC50 = 20.4 μmol).
- Published
- 2014
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35. Ochracines A-E, chamigrane-related norsesquiterpene derivatives from the basidiomycete Steccherinum ochraceum HFG119
- Author
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Ji-Kai Liu, He-Ping Chen, Zhen-Zhu Zhao, Weisheng Feng, Xu-Bo Liang, Ying-Ying Si, and Gui-Min Xue
- Subjects
Pharmacology ,Steccherinum ochraceum ,China ,Molecular Structure ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Absolute configuration ,General Medicine ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Cell Line, Tumor ,Drug Discovery ,Humans ,Polyporales ,Cytotoxicity ,Nuclear Magnetic Resonance, Biomolecular ,Sesquiterpenes ,Human cancer - Abstract
Ochracines A-E, five previously undescribed norsesquiterpenes featured by unusual scaffolds biogenetically related to chamigrane, were isolated from the cultures of Steccherinum ochraceum. Ochracines A (1) and B (2) represent the first examples of norsesquiterpenes with an unprecedented 1,2-6,7-diseco-1,8-cyclochamigrane scaffold. Ochracines C-D (3–5) possess an unusual 1,2-6,7-diseco-chamigrane skeleton. Their structures were elucidated by analysis of spectroscopic data. The absolute configuration of ochracine A (1), and the relative configuration of ochracine B (2) were determined by ECD and/or NMR calculations. The biosynthetic pathways for the norsesquiterpenes were proposed. All isolates were evaluated for their cytotoxicity against the five human cancer cell lines HL-60, SMMC-7721, A549, MCF-7, and SW-480.
- Published
- 2019
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36. Four New Sesquiterpenoids from Cultures of the Fungus Phellinidium sulphurascens
- Author
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Zhen-Zhu Zhao, Ji-Kai Liu, He-Ping Chen, Tao Feng, Zheng-Hui Li, and Ze-Jun Dong
- Subjects
Pharmacology ,Drimane ,Traditional medicine ,Phellinidium sulphurascens ,Organic Chemistry ,Pharmacology toxicology ,Plant Science ,Fungus ,Biology ,Toxicology ,biology.organism_classification ,Bioinformatics ,Biochemistry ,7,10-Epoxy-2,6,10-trimethyldodeca-2,11-diene ,Analytical Chemistry ,Plant biochemistry ,Original Article ,Food Science - Abstract
Four new sesquiterpenoids, namely 12-hydroxy-3-oxodrimenol (1), 11-hydroxyacetoxydrim-7-en-3β-ol (2), 2,6-dimethyl-7,10-epoxy-10-hydroxymethyldodeca-2,11-dien-6-ol (3), and 7,10-epoxy-2,6,10-trimethyldodeca-2,11-diene-4,6-diol (4), along with fourteen known compounds, were isolated from the cultures of Phellinidium sulphurascens. The structures of compounds 1–4 were established on the basis of extensive spectroscopic analysis. All of them were evaluated for their cytotoxic activities. Electronic supplementary material The online version of this article (doi:10.1007/s13659-014-0047-x) contains supplementary material, which is available to authorized users.
- Published
- 2014
37. [Untitled]
- Author
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He Ping Chen and R. Malcolm Brown
- Subjects
Enzyme complex ,Polymers and Plastics ,ATP synthase ,biology ,biology.organism_classification ,Homology (biology) ,Conserved sequence ,chemistry.chemical_compound ,chemistry ,Biochemistry ,Cellulose synthase complex ,biology.protein ,Cellulose ,Acetobacter ,Bacteria - Abstract
Antibodies (anti-83 and anti-93) against the cellulose synthase complex from A. xylinum ATCC 53582 have been employed to study the evolutionary conservation of this enzyme complex among various A. xylinum strains, selected species of other cellulose- producing bacteria, algae, and vascular plants. Of the 18 A. xylinum strains examined, the 83 Kd polypeptide clearly is detected only in 4 strains while the 93 Kd polypeptide is observed in all 18 strains. Assuming that the revised acsAB gene (Saxena et al., 1994) encoding the 83 and 93 Kd polypeptides as a single polypeptide holds true for all A. xylinum strains, it is proposed that the cellulose synthase is conserved in A. xylinum but with varying degrees of homology. An unknown regulatory mechanism causing the degradation of the 83 Kd polypeptide in response to agitated culturing conditions has been suggested to explain the absence of the 83 Kd polypeptide in most of the Acetobacter strains examined. A. xylinum cellulose synthase appears to be conserved in phylogenetically related Rhizobium and Agrobacterium species, but not in algae and plants.
- Published
- 1998
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38. The antiangiogenic activity of Kushecarpin D, a novel flavonoid isolated from Sophora flavescens Ait
- Author
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Chun-Ming Wang, He-Ping Chen, Li-Ping Pu, Cheng-Shan Yuan, Qing-Xiang Gao, Mei-Ai Cao, and Xiu-Li Zhang
- Subjects
Cell cycle checkpoint ,Stereochemistry ,Angiogenesis Inhibitors ,Apoptosis ,Biology ,Plant Roots ,General Biochemistry, Genetics and Molecular Biology ,Cell Movement ,Cell Adhesion ,Human Umbilical Vein Endothelial Cells ,Humans ,Benzopyrans ,General Pharmacology, Toxicology and Pharmaceutics ,Cell adhesion ,Benzofurans ,Cell Proliferation ,Tube formation ,Flavonoids ,Sophora flavescens ,Cell growth ,Cell Cycle ,General Medicine ,Cell cycle ,biology.organism_classification ,Catalase ,Molecular biology ,Human umbilical vein endothelial cell ,Reactive Oxygen Species ,Sophora ,Drugs, Chinese Herbal - Abstract
Aims: Kushecarpin D (KD) is a novel flavonoid isolated from the traditional Chinese herbal medicine Kushen (the dried root of Sophora flavescens Ait). As part of our continuous effort to explore Chinese traditional medicinal herbs and to identify novel natural anticancer products, the antiangiogenic properties of MD were examined in vitro using a human umbilical vein endothelial cell line (ECV304). Main methods: The SRB and Trypan Blue exclusion assays were used to evaluate the effect of KD on cell proliferation. The antiangiogenic activities of MD were evaluated through studies of cell migration, cell adhesion, and tube formation. DCFH-DA and DHE fluorescent assays were used to detect the reactive oxygen species (ROS) levels. Catalase activity was detected using the colorimetric ammonium molybdate method. Cell cycle and apoptosis were measured using flow cytometry and the Hoechst 33258 staining assay. Key findings: The results indicated that KD showed antiangiogenic activity via inhibitory effects on cell proliferation, cell migration, cell adhesion, and tube formation. ROS levels were down-regulated and catalase activity was up-regulated after treatment with MD. The cell cycle was arrested at the G2/M phase, while no apoptosis was observed using the Hoechst 33258 staining assay or following the flow cytometric analysis of the sub-G1 proportion. Significance: The antiangiogenic properties of KD, in combination with its anti-proliferative effect and ability to induce cell cycle arrest without inducing apoptosis, make it a good candidate for development as antitumor agent. However, further studies are essential to elucidate its mechanism of action. (C) 2013 Elsevier Inc. All rights reserved.
- Published
- 2013
39. Immunochemical studies of the cellulose synthase complex inAcetobacter xylinum
- Author
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R. Malcolm Brown and He Ping Chen
- Subjects
Polymers and Plastics ,biology ,ATP synthase ,Trypsin ,biology.organism_classification ,Molecular biology ,Enzyme assay ,Gene product ,chemistry.chemical_compound ,chemistry ,Biochemistry ,Cellulose synthase complex ,medicine ,biology.protein ,Bioorganic chemistry ,Cellulose ,Acetobacter ,medicine.drug - Abstract
An immunochemical method was used to analyse the 83 and 93 Kd polypeptides of cellulose synthase from Acetobacter xylinum.Polyclonal antibodies were raised against the LDS-PAGE-fractionated 83 and 93 Kd polypeptides isolated from A. xylinum.Using these antibodies, the 83 and 93 Kd polypeptides were localized in the different fractions during purification of cellulose synthase, and the ratio of these two polypeptides was determined to be 1∶1. A differential solubilization of the 83 and 93 Kd polypeptides from the cell strongly suggested that the mechanism by which these two polypeptides originate from a single acsAB gene product (Saxena et al.,1994) must be via a post-translational cleavage. The results of trypsin treatment of the membrane fraction used in the purification of cellulose synthase were analysed to determine the fate of these two polypeptides and their relationship to the enzyme activity.
- Published
- 1996
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40. Six New Vibralactone Derivatives from Cultures of the Fungus Boreostereum vibrans
- Author
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Xia Yin, Ji-Kai Liu, Rong-Hua Yin, Tao Feng, Zhen-Zhu Zhao, Zheng-Hui Li, Kun Wei, and He-Ping Chen
- Subjects
Pharmacology ,Boreostereum vibrans ,biology ,Chemistry ,Stereochemistry ,Organic Chemistry ,Pharmacology toxicology ,Plant Science ,Fungus ,Toxicology ,biology.organism_classification ,Bioinformatics ,Biochemistry ,Analytical Chemistry ,Vibralactone ,Plant biochemistry ,Original Article ,Cultural broth ,Food Science ,Vibralactone derivatives - Abstract
Phytochemical reinvestigation on the cultural broth of Boreostereum vibrans led to the isolation of six new vibralactone derivatives, vibralactone N (1), vibralactone O (2), vibralactone P (3), 10-lactyl vibralactone G (4), (3S*, 4R*)-6-acetoxymethyl-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol (5), vibralactone Q (6). Their structures were elucidated by extensive spectroscopic methods.
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