Abstract

Synthesis and Pharmacological Evaluation of Tricyclic Carbazole Annulated with Substituted Benzothiazole-2-Amine Under Microwave Irradiation

Highlights

  • Tricyclic carbazole nucleus is an integral part of naturally occurring alkaloids and synthetic derivatives, possessing various biological activities such as antiviral [1] antibacterial [2] antimicrobial [3] anti-inflammatory [4] antifungal, antiprotozoological [5] antioxidant [6] antidiarrhoeal [7] anticancer [8] etc

  • Development of microwave assisted organic synthesis (MAOS) methods for synthesis of a novel series of N-Mannich bases of carbazole annulled with substituted benzothiazole-2-amine with carbazole and aldehyde derivatives has been presented

  • The development of newer compounds with enhanced activity of carbazole nucleus is constantly under investigation due to their high affinity towards DNA. This high affinity is based on their intercalation property in the minor groove of DNA, which is attributed to the secondary amine (˃NH) group of carbazole moiety [11,12] In recent research, the development of N-Mannich bases of heterocyclic moieties significantly become important due to the rendering of molecule aqueous solubility when transferred to the ammonium salt [13]

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Summary

Introduction

Tricyclic carbazole nucleus is an integral part of naturally occurring alkaloids and synthetic derivatives, possessing various biological activities such as antiviral [1] antibacterial [2] antimicrobial [3] anti-inflammatory [4] antifungal, antiprotozoological [5] antioxidant [6] antidiarrhoeal [7] anticancer [8] etc. The derivatization of carbazole derivatives, especially with fused heterocyclic compounds has attained a significant attention in search of newer antimicrobial molecules and anticancer with an enhanced pharmacological activity using bio-isosteric replacements [9,10]. The development of newer compounds with enhanced activity of carbazole nucleus is constantly under investigation due to their high affinity towards DNA. The N-Mannich bases are the compounds with powerful bond between carbon atoms having wide application to prepare diverse amino alkyl derivatives involving the condensation of active hydrogen containing molecules with aldehyde and primary or secondary amine [14]. The existing literature suggested the synthesis of N-Mannich bases derived from different heterocyclic moieties i.e. carbazole, triazole, benzimidazole possessing wide spectrum pharmacological activities [15,16,17,18]

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