A Thiophene Derivative, 2‐Bromo‐5‐(2‐(methylthio)phenyl)thiophene, Has Effective Anticancer Potential with Other Biological Properties

• Published in: ChemistrySelect (Weinheim) Vol. 7; no. 15
• Main Authors: Yılmaz, Can, Othman Pirdawid, Ahmed, Fidan Babat, Ceylan, Konuş, Metin, Çetin, Doğan, Kıvrak, Arif, Algso, Muheb A. S., Arslan, Şevki, Mutlu, Doğukan, Otur, Çiğdem, Kurt Kızıldoğan, Aslıhan
• Format: Journal Article
• Language: English
• Published: 21.04.2022
• Subjects: anticancer activity; apoptosis; biological activity; GST inhibition; heteroaromatic compounds
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202200784

Thiophene derivatives are studied intensively due to their anticancer, antimicrobial, antioxidant and some other clinically important properties. In this study, the biological properties of a new thiophene derivative, so called BMPT, with a moderate drug score of 0.29 were tested. BMPT showed selective cytotoxicity for LnCap, HepG2 and Caco‐2 cancer cell lines with EC50 values of 138.573 μM, 185.931 μM, and 108.657 μM, respectively, but not on the control cell line HEK293. The increased expressions were detected for caspase3, caspase8, caspase9 and Bax; but Bcl‐2 expressions were decreased at cancer cell lines. BMPT decreased the total thiol content and total GST activities at HepG2 47 % and 40 %, respectively, and, molecular docking supported inhibitory models for GSTP1‐1, GSTA1‐1 and GSTM2‐2 were mixed, uncompetitive and uncompetitive, respectively. BMPT also showed potent antibacterial activity against Staphylococcus aureus. Related with its selective inhibition on GST activities, BMPT is proposed to have significant apoptotic effect leaded by changes, especially, in caspase 3, Bcl‐2 and Bax expressions. A novel 2‐bromo‐5‐(2‐(methylthio)phenyl)thiophene compound generated selective cytotoxicity on LnCap, Caco‐2 and HepG2 lines but not on the control cell line HEK293. This derivative is proposed to have regulatory and/or rousing outcomes in apoptosis signaling pathways via changes in caspase3, Bcl‐2 and Bax expressions related with GSH pool and GST activities. It has antibacterial activity against S.aureus, too.