Synthesis and biological evaluation of newer 1,3,4-oxadiazoles incorporated with benzothiazepine and benzodiazepine moieties.
A series of thiazepines and diazepines having 1,3,4-oxadiazole moiety were synthesized, and they were analyzed for their in vitro antimicrobial activity against several bacteria (Staphylococcus aureus, Staphylococcus pyogenes, Escherichia coli, and Pseudomonas aeruginosa) and fungi (Candida albicans, Aspergillus niger, and Aspergillus Clavatus) and protozoa (Entamoeba histolytica, Giardia lamblia, Trypanosoma cruzi and Leishmania mexicana). Few of the selected compounds were tested for their antitubercular activity. However, it was noticed that the potency of final analogs against each strain placed reliance on the type of substituent present on aryl ring of oxadiazole as well as presence of thiophene, pyridine, and furan at benzothiazepines and benzodiazepines. The biological screening identified that some of the compounds were found to possess good antimicrobial and antitubercular (62.5-100 μg/mL of MIC) activity.
Organic Research Laboratory, Department of Chemistry, Veer Narmad South Gujarat University, Udhana-Magdalla Road, Surat-395 007, Gujarat, India, E-mail: drnavinbpatel@gmail.com.
Patel
P
Navin
Organic Research Laboratory, Department of Chemistry, Veer Narmad South Gujarat University, Udhana-Magdalla Road, Surat-395 007, Gujarat, India.
Patel
P
Sarvil
Organic Research Laboratory, Department of Chemistry, Veer Narmad South Gujarat University, Udhana-Magdalla Road, Surat-395 007, Gujarat, India.
Purohit
P
Amit
Department of Chemistry, Faculty of Science, The M.S. University of Baroda, Vadodara-390 002, Gujarat, India.
Patel
P
Divyesh
Microcare Laboratory and Tuberculosis Diagnosis and Research Center, Surat, India.
Rajani
R
Dhansukh
Unidad Medica de Alta Especialidad, Instituto Mexicano del Seguro Social, Merida 97150, México.
Rosa
R
Moo-Puc
Centro de Biotecnología Genómica, Instituto Politécnico Nacional, Reynosa 88710, México.
Gildardo
G
Rivera
D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001230:Aspergillus / Q000187:drug effects / Q000254:growth & development; D001234:Aspergillus niger / Q000187:drug effects / Q000254:growth & development; D001381:Azepines / Q000138:chemical synthesis* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects / Q000254:growth & development; D004748:Entamoeba histolytica / Q000187:drug effects / Q000254:growth & development; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D016829:Giardia lamblia / Q000187:drug effects / Q000254:growth & development; D007894:Leishmania mexicana / Q000187:drug effects / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects / Q000254:growth & development; D013210:Staphylococcus / Q000187:drug effects / Q000254:growth & development; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D013329:Structure-Activity Relationship; D013841:Thiazepines / Q000138:chemical synthesis* / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects / Q000254:growth & development
D000890:Anti-Infective Agents; D001381:Azepines; D010069:Oxadiazoles; D013841:Thiazepines