Synthesis and In Vitro Antimicrobial SAR of Benzyl and Phenyl Guanidine and Aminoguanidine Hydrazone Derivatives

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2023 Jan 8

PMID 36615201

Authors

Wolfgang Dohle

Xiangdong Su

Yamni Nigam

Edward Dudley

Barry V L Potter

Affiliations

Soon will be listed here.

Abstract

A series of benzyl, phenyl guanidine, and aminoguandine hydrazone derivatives was designed and in vitro antibacterial activities against two different bacterial strains ( and ) were determined. Several compounds showed potent inhibitory activity against the bacterial strains evaluated, with minimal inhibitory concentration (MIC) values in the low µg/mL range. Of all guanidine derivatives, 3-[2-chloro-3-(trifluoromethyl)]-benzyloxy derivative showed the best potency with MICs of 0.5 µg/mL () and 1 µg/mL (), respectively. Several aminoguanidine hydrazone derivatives also showed good overall activity. Compounds , , and - displayed MICs of 4 µg/mL against both and . In the aminoguanidine hydrazone series, 3-(4-trifluoromethyl)-benzyloxy derivative showed the best potency against (MIC 1 µg/mL) but was far less active against (MIC 16 µg/mL). Compound and the -substituted derivative also showed promising results against two strains of methicillin-resistant (MRSA). These results provide new and potent structural leads for further antibiotic optimisation strategies.

Citing Articles

Metabolite Identification of Isopropoxy Benzene Guanidine in Rat Liver Microsomes by Using UHPLC-Q-TOF-MS/MS.

Lu Y, Zhang W, Zhang Y, Wu S, Ma M, Peng X Int J Mol Sci. 2023; 24(8).

PMID: 37108473 PMC: 10138866. DOI: 10.3390/ijms24087313.

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