Synthesis, Molecular Docking of Phenolic Amides and 2, 3 Diphenylacrylamide; Active Against Acid Fast Bacteria

Abstract A novel classes of hybrid molecules were synthesized where substituted phenolic acids and substituted 2, 3 diphenylacrylic acids (combretastatin analogue) were linked with phenastatin analogue through an amide linkage, respectively. In vitro study revealed that the novel amides (E)‐3‐(3,4‐dihydroxyphenyl)‐N‐(4‐(2,3,4‐ trimethoxybenzoyl) phenyl)acrylamide (9), 3,4,5‐trihydroxy‐N‐(4‐(2,3,4‐trimethoxybenzoyl) phenyl)benzamide (14), and (E)‐2,3‐bis(4‐hydroxyphenyl)‐N‐(4‐(2,3,4‐trimethoxybenzoyl)phenyl)acrylamide (20) were active against M . smegmatis with MIC value less than 50 µg mL −1 , and a docking study showed those specific molecules were interacting with various amino acid residues of FabG4 of MTb . These novel amides might be useful for developing an alternative antibacterial agent which could control secondary infection, after a details SAR study.

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Journal
ChemistrySelect
Published
2025-05-01
DOI
https://doi.org/10.1002/slct.202404930
Primary Topic
Synthesis and biological activity
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis, Molecular Docking of Phenolic Amides and 2, 3 Diphenylacrylamide; Active Against Acid Fast Bacteria

Ahindra Nag, Avinash Sonawane, Himadri Sekhar Maity, Sharmi Ganguly et al.
ChemistrySelect
Synthesis and biological activity
article

Synthesis, Molecular Docking of Phenolic Amides and 2, 3 Diphenylacrylamide; Active Against Acid Fast Bacteria

Ahindra Nag, Avinash Sonawane, Himadri Sekhar Maity, Sharmi Ganguly, Kaushik Misra
article en

Abstract

Abstract A novel classes of hybrid molecules were synthesized where substituted phenolic acids and substituted 2, 3 diphenylacrylic acids (combretastatin analogue) were linked with phenastatin analogue through an amide linkage, respectively. In vitro study revealed that the novel amides (E)‐3‐(3,4‐dihydroxyphenyl)‐N‐(4‐(2,3,4‐ trimethoxybenzoyl) phenyl)acrylamide (9), 3,4,5‐trihydroxy‐N‐(4‐(2,3,4‐trimethoxybenzoyl) phenyl)benzamide (14), and (E)‐2,3‐bis(4‐hydroxyphenyl)‐N‐(4‐(2,3,4‐trimethoxybenzoyl)phenyl)acrylamide (20) were active against M . smegmatis with MIC value less than 50 µg mL −1 , and a docking study showed those specific molecules were interacting with various amino acid residues of FabG4 of MTb . These novel amides might be useful for developing an alternative antibacterial agent which could control secondary infection, after a details SAR study.

ChemistrySelectVol. 10(17)
Indian Institute of Technology Kharagpur (IN), KPR Institute of Engineering and Technology (IN), Indian Institute of Technology Indore (IN)
Indian Institute of Technology Kharagpur
Openalex Percentile: Top 93%
Synthesis and biological activity
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