Synthesis, antimicrobial properties and in silico studies of aryloxyacetic acid derivatives with hydrazone or thiazolidine-4-one scaffold

Autor: Sevil Şenkardeş, Didem Kart, Bilge Bebek, Miyase Gözde Gündüz, Ş Güniz Küçükgüzel
Přispěvatelé: ŞENKARDEŞ S., KART D., Bebek B., GÜNDÜZ M. G. , Kucukguzel S. G., Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Maltepe, Marmara University
Rok vydání: 2022
Předmět:
Cancer Research
Aging
Clinical Biochemistry
Temel Tıp Bilimleri
Biophysics
Life Sciences (LIFE)
Molecular Biology and Genetics
Genel Biyokimya
Genetik ve Moleküler Biyoloji
Sağlık Bilimleri
Biyofizik
Fundamental Medical Sciences
Biochemistry
BIOLOGY & BIOCHEMISTRY
Biochemistry
Genetics and Molecular Biology (miscellaneous)
General Biochemistry
Genetics and Molecular Biology
Structural Biology
Biyokimya
BİYOKİMYA VE MOLEKÜLER BİYOLOJİ
Yaşlanma
Yaşam Bilimleri
Health Sciences
Drug Discovery
Biyoloji ve Biyokimya
Cytogenetic
Molecular Biology
Moleküler Biyoloji ve Genetik
BİYOFİZİK
İlaç Keşfi
Moleküler Biyoloji
Temel Bilimler
Yapısal Biyoloji
Biochemistry (medical)
Life Sciences
Biyokimya (tıbbi)
General Medicine
Biyokimya
Genetik ve Moleküler Biyoloji (çeşitli)
Tıp
MOLECULAR BIOLOGY & GENETICS
Klinik Biyokimya
Yaşam Bilimleri (LIFE)
Medicine
Natural Sciences
BIOCHEMISTRY & MOLECULAR BIOLOGY
Sitogenetik
Kanser Araştırmaları
Zdroj: Journal of Biomolecular Structure and Dynamics. :1-12
ISSN: 1538-0254
0739-1102
DOI: 10.1080/07391102.2022.2121761
Popis: In this work, twenty hydrazide-hydrazone and 4-thiazolidinone derivatives were synthesized starting from m-cresol. Antimicrobial evaluation was carried out by microdilution method against Enterococcus faecalis and Staphylococcus aureus as Gram-positive bacteria and Escherichia coli and Pseudomonas aeruginosa as Gram-negative bacteria, and three pathogenic fungi Candida albicans, Candida parapsilosis and Candida krusei. Some compounds possessed considerable antimicrobial properties against the tested microorganisms, particularly against E. coli. 4-Thiazolidinones containing 3-methoxyphenyl and 3,5-dichlorophenyl moieties (4h and 4i) were found to be the most active derivatives with MICs of 2 μg/mL against E. coli. N'-[(3,5-dichlorophenyl)methylidene]-2-(3-methylphenoxy)acetohydrazide (3i) also displayed antifungal activity against Candida krusei that was comparable to fluconazole. Calculated drug-likeness and ADMET parameters of the most active compounds confirmed their potential as antimicrobial drug candidates. Molecular docking investigations were carried out in the thiamine diphosphate-binding site of pyruvate dehydrogenase multienzyme complex E1 component (PDHc-E1) to clarify the potential antibacterial mechanism against E. coli. The results showed the potential and importance of developing new hydrazones and 4-thiazolidinones that would be effective against microbial strains. Communicated by Ramaswamy H. Sarma
Databáze: OpenAIRE
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