title: Design, synthesis, antimicrobial evaluation and molecular docking studies of some new 2,3-dihydrothiazoles and 4-thiazolidinones containing sulfisoxazole.
abstract: Microbial resistance to the available drugs poses a serious threat in modern medicine. We report the design, synthesis and in vitro antimicrobial evaluation of new functionalized 2,3-dihydrothiazoles and 4-thiazolidinones tagged with sulfisoxazole moiety. Compound 8d was most active against Bacillis subtilis (MIC, 0.007 µg/mL). Moreover, compounds 7c-d and 8c displayed significant activities against B. subtilis and Streptococcus pneumoniae (MIC, 0.03-0.06 µg/mL and 0.06-0.12 µg/mL versus ampicillin 0.24 µg/mL and 0.12 µg/mL; respectively). Compounds 7a and 7c-d were highly potent against Escherichia coli (MIC, 0.49-0.98 µg/mL versus gentamycin 1.95 µg/mL). On the other hand, compounds 7e and 9c were fourfolds more active than amphotericin B against Syncephalastrum racemosum. Molecular docking studies showed that the synthesized compounds could act as inhibitors for the dihydropteroate synthase enzyme (DHPS). This study is a platform for the future design of more potent antimicrobial agents.
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Helwan University , Helwan , Cairo , Egypt .
authors: Tamer
authors: T
authors: Nasr
authors: b Department of Chemistry, Faculty of Science , Mansoura University , Mansoura , Egypt .|c Department of Chemistry, Faculty of Science , King Khalid University , Abha , Saudi Arabia , and.
authors: Samir
authors: S
authors: Bondock
authors: d BioMed X Innovation Center , Im Neuenheimer Feld 583 , Heidelberg , Germany.
authors: Sameh
authors: S
authors: Eid
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001665:Binding Sites; D060326:Chemistry Techniques, Synthetic; D004094:Dihydropteroate Synthase / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism; D015195:Drug Design; D004353:Drug Evaluation, Preclinical / Q000379:methods; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D062105:Molecular Docking Simulation; D013329:Structure-Activity Relationship; D013444:Sulfisoxazole / Q000737:chemistry; D013844:Thiazoles / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000890:Anti-Infective Agents; D004791:Enzyme Inhibitors; D013844:Thiazoles; C043106:2,3-dihydrothiazole; D013444:Sulfisoxazole; D004094:Dihydropteroate Synthase
keywords: Antimicrobial agents; molecular docking; sulfonamide; thiazole