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β -Cyclodextrin Catalyzed, One-Pot Multicomponent Synthesis and Antimicrobial Potential of N-Aminopolyhydroquinoline Derivatives.

Authors :
Garg S
Kaur M
Bhowmik PK
Sohal HS
Husain FM
Han H
Source :
Molecules (Basel, Switzerland) [Molecules] 2024 Sep 30; Vol. 29 (19). Date of Electronic Publication: 2024 Sep 30.
Publication Year :
2024

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.

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