Natural Product-Based 1,2,3-Triazole/Sulfonate Analogues as Potential Chemotherapeutic Agents for Bacterial Infections

ACS Omega
Babita AnejaMohammad Abid

Abstract

Despite the vast availability of antibiotics, bacterial infections remain a leading cause of death worldwide. In an effort to enhance the armamentarium against resistant bacterial strains, 1,2,3-triazole (5a-x) and sulfonate (7a-j) analogues of natural bioactive precursors were designed and synthesized. Preliminary screening against two Gram-positive (Streptococcus pneumoniae and Enterococcus faecalis) and four Gram-negative bacterial strains (Pseudomonas aeruginosa, Salmonella enterica, Klebsiella pneumoniae, and Escherichia coli) was performed to assess the potency of these analogues as antibacterial agents. Among all triazole analogues, 5e (derived from carvacrol) and 5u (derived from 2-hydroxy 1,4-naphthoquinone) bearing carboxylic acid functionality emerged as potent antibacterial agents against S. pneumoniae (IC50: 62.53 and 39.33 μg/mL), E. faecalis (IC50: 36.66 and 61.09 μg/mL), and E. coli (IC50: 15.28 and 22.57 μg/mL). Furthermore, 5e and 5u also demonstrated moderate efficacy against multidrug-resistant E. coli strains and were therefore selected for further biological studies. Compound 5e in combination with ciprofloxacin displayed a synergistic effect on multidrug-resistant E. coli MRA11 and MRC17 strains, whereas ...Continue Reading

References

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Citations

May 15, 2020·Journal of Asian Natural Products Research·Gen-Qiang ChenXiao-Min Lin
Dec 5, 2018·European Journal of Medicinal Chemistry·Phool HasanMohammad Abid
Dec 15, 2020·Chemosphere·Laura Moya-AndéricoEduard Torrents
Jan 4, 2021·European Journal of Medicinal Chemistry·Sumit KumarVipan Kumar
Jun 26, 2021·Journal of Enzyme Inhibition and Medicinal Chemistry·Hong-Yan GuoZhe-Shan Quan
Jul 8, 2021·Anais Da Academia Brasileira De Ciências·Josefa A DA Cunha LimaJuliano C R Freitas
Nov 16, 2021·Journal of Medicinal Chemistry·Angélica Rocha JoaquimSaulo Fernandes de Andrade

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Datasets Mentioned

BETA
MRAE26
MRAE32
MRAE33
MRAE44

Methods Mentioned

BETA
X-ray
Assay
column chromatography
NMR
silica gel chromatography
ELISA

Software Mentioned

SMN
SHELXT
2014
Denzo
COLLECT
Schrödinger
SADABS
QikProp
APEX2
SAINT

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