Synthesis, Characterization and Biological Evaluation of Indole Derivatives Bearing Benzimidazole/Benzothiazole Moiety

Abstract

Objective: The present work deals with the synthesis and characterization of biologically active new indole derivatives viz., 2-((1H-benzo[d]imidazol-2-yl)thio)-N-(4-(3-(1H-indol-3-yl)acryloyl)phenyl)acetamide 6a-d, N-(4-(3-(1H-indol-3-yl)acryloyl)phenyl)-2-((5-methoxy-1H-benzo[d]imidazol-2-yl)thio)acetamide 7a-d and N-(4-(3-(1H-indol-3-yl)acryloyl)phenyl)-2-(benzo[d]thiazol-2-ylthio)acetamide 8a-d.Methods: All these newly synthesized compounds were screened for their in vitro antimicrobial activity by an agar plate diffusion method, antioxidant activities: like 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging activity (RSA), ferric ions (Fe3+) reducing antioxidant power (FRAP), ferrous (Fe2+) metal ion chelating activity.Results: The structures of all the newly synthesized compounds were characterized by their IR, 1HNMR, mass spectral studies and elemental analysis. Compounds 6b, 7a, 7b, 8a and 8b exhibited good radical scavenging activity (RSA) at a concentration 100 µg/ml, compounds 7b, 7c, 7d and 8b displayed good ferric ions (Fe3+) reducing antioxidant power (FRAP) at a concentration 100 µg/ml, compounds 7b, 7d, 8b and 8d showed good ferrous (Fe2+) ion metal chelating activity. Compounds 7d and 8d exhibited good activity against all the screened bacteria and fungi.Conclusion: The synthesised compounds 7d having methoxy group at 5 positions of benzimidazoles ring, bromo group at 5 positions of indole ring, and 8d having bromo group at position 5 of indole ring, both the compounds have exhibited potent antimicrobial activity. Some compounds have shown very good antioxidant activity.

Skin Damages—Structure Activity Relationship of Benzimidazole Derivatives Bearing a 5-Membered Ring System

“…Moreover, five membered-rings fused with benzene moiety attracted the attention of medicinal chemists especially benzimidazoles due to their diverse biological activities including antitumor [ 8 , 9 , 10 , 11 , 12 ], antifungal [ 13 ], anthelmintics [ 14 ], anti-inflammatory [ 15 ], analgesics [ 16 ] and antiviral [ 17 ]. Compounds belonging to this class of heterocycles are considered privileged due to their broad spectrum pharmacological activities [ 18 ].…”

NaOH/PEG-400: An eloquent system for the synthesis of new thienyl benzo[b]1,4-diazepines

“…They are widely used as antidepressants, anticonvulsant, analgesic, hypnotic, and sedative [1]. This compound possesses antimicrobial [2], antioxidant [3], and anticancer activity [4]. It acts as an inhibitor of respiratory syncytial virus [5].…”

Design, Synthesis of Biologically Active Heterocycles Containing Indol- Thiazolyl- Thiazolidinone Derivatives

“…However, based on the wide spectrum of biological profile of indole, thiazole, and thiazolidin-4-one and their derivatives increasing importance in the pharmaceutical and biological field. Hence, linked heterocycles containing indole, thiazole, and thiazolidinone have been synthesized and in continuation of our ongoing research on biologically active heterocycles [31][32][33][34][35][36][37][38], these observations encourage us to design drug strategy to synthesize several indole derivative possessing thiazole and thiazolidin-4-one moieties at 3-position of indole ring in a single molecular framework with potential antimicrobial activity.…”