Synthesis of novel carbazole hydrazine-carbothioamide scaffold as potent antioxidant, anticancer and antimicrobial agents

• DOI: 10.1186/s13065-024-01207-1
• Publication Date: 2024-05-21T17:01:52Z
• Authors: İrfan Çapan; Mohammed Hawash; Mohammed T. Qaoud; Levent Gülüm; Ezgi Nurdan Yenil...; Kezban Uçar Çifci; Bekir Sıtkı Çevrimli; Yusuf Sert; Süleyman Servi; İrfan Koca; Yusuf Tutar
• Keywords: Carbazole; Hydrazine (antidepressant)

Abstract Background Carbazole-based molecules containing thiosemicarbazide functional groups are recognized for their diverse biological activities, particularly in enhancing therapeutic anticancer effects through inhibiting crucial pathways. These derivatives also exhibit noteworthy antioxidant properties. Objectives This study aims to synthesize, characterize, and evaluate the activities of 18 novel carbazole derivatives. Methods The radical scavenging capabilities compounds were assessed using 2,2-diphenyl-1-picrylhydrazyl assay. Antiproliferative evaluated on MCF-7 cancer cell lines viability assays. Additionally, modulation PI3K/Akt/mTOR pathway, apoptosis/necrosis induction, cycle analysis conducted most promising agents. Results nine showed potent with IC 50 values lower than positive control acarbose, 4 h 4y exhibiting highest potency (IC 0.73 0.38 µM, respectively). Furthermore, 4o 4r displayed significant effects, 2.02 4.99 respectively. Compound , particular, exhibited activity by targeting signaling tumor survival, inducing apoptosis, causing arrest lines. compound was antimicrobial against S. aureus E. coli, antifungal effect C. albicans. Its potential overcome drug resistance this pathway inhibition highlights its promise as an agent. Molecular docking simulations supported these findings, revealing favorable binding profiles interactions within active sites enzymes PI3K, AKT1, mTOR. Moreover, assessing druggability newly synthesized demonstrated optimal physicochemical properties, further endorsing candidates.