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β -Cyclodextrin Catalyzed, One-Pot Multicomponent Synthesis and Antimicrobial Potential of N-Aminopolyhydroquinoline Derivatives.
- Source :
-
Molecules (Basel, Switzerland) [Molecules] 2024 Sep 30; Vol. 29 (19). Date of Electronic Publication: 2024 Sep 30. - Publication Year :
- 2024
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Abstract
- In the present report, we have described the synthesis of N-aminopolyhydroquinoline (N-PHQ) derivatives using highly efficient β -cyclodextrin ( β -CD) as a catalyst by the Hantzsch condensation of substituted aromatic aldehydes, dimedone, and hydrazine hydrate in one pot. The reactions were completed in a shorter time without the generation of any other byproduct. The synthesized N-PHQs were washed thoroughly with distilled water and recrystallized with ethanol to get highly purified products (as crystals). The structure of the synthesized N-PHQs was established by using advanced spectroscopic techniques like FT-IR, NMR ( <superscript>1</superscript> H, <superscript>13</superscript> C, DEPT, COSY, and HSQC), ESI-MS, and Elemental Analyzer. The N-PHQs derivatives demonstrated moderate to excellent resistance against the tested strains (both fungal as well as bacterial). The presence of polar groups, which are able to form H-bonds, attached to the phenyl ring like -NO <subscript>2</subscript> ( 4b and 4c) , and -OMe ( 4i, 4j, and 4k ) exhibits excellent activity, which is comparable to standard drugs, amoxicillin and fluconazole.
- Subjects :
- Catalysis
Molecular Structure
Quinolines chemistry
Quinolines chemical synthesis
Quinolines pharmacology
Fungi drug effects
Bacteria drug effects
Anti-Bacterial Agents pharmacology
Anti-Bacterial Agents chemistry
Anti-Bacterial Agents chemical synthesis
beta-Cyclodextrins chemistry
beta-Cyclodextrins chemical synthesis
Anti-Infective Agents pharmacology
Anti-Infective Agents chemistry
Anti-Infective Agents chemical synthesis
Microbial Sensitivity Tests
Subjects
Details
- Language :
- English
- ISSN :
- 1420-3049
- Volume :
- 29
- Issue :
- 19
- Database :
- MEDLINE
- Journal :
- Molecules (Basel, Switzerland)
- Publication Type :
- Academic Journal
- Accession number :
- 39407584
- Full Text :
- https://doi.org/10.3390/molecules29194655