In vitro antitumor and antiviral activities of new benzothiazole and 1,3,4-oxadiazole-2-thione derivatives

Abstract

A series of new benzothiazole derivatives 6a-h have been synthesized, in five steps, from substituted phenols via the 1,3,4-oxadiazole-2-thiones 5a-h. The in vitro antitumor activity of the compounds obtained was investigated and the benzothiazol derivatives 6d and 6e showed strong effects on leukaemia cell lines CCRF-CEM (CC50=12+/-2 micromol L(-1), 8+/-1 micromol L(-1), respectively). These compounds are leading candidates for further development. The title compounds were tested against representatives of several virus families containing single stranded RNA genomes, either positive-sense (ssRNA+), or negativesense (RNA-), and against double-stranded RNA genomes (dsRNA), as well as some Flaviviridae viruses

New Aryl-1,3-thiazole-4-carbohydrazides, Their 1,3,4-Oxadiazole-2- thione, 1,2,4-Triazole, Isatin-3-ylidene and Carboxamide Derivatives. Synthesis and Anti-HIV Activity

“…Thiazolidene benzenesulfonamides have inhibited HIV-1 replication and exhibited potent activity against the WT and Y181C RT and to a lesser extent against the K103N RT [16]. Moreover, thiazoles serve as important pharmacodynamic nuclei, and their incorporation in different heterocyclic scaffolds results in varied biological activities such as antitumor [17], anticonvulsant [18], antimicrobial [19 -22], anti-inflammatory [23], antiprotozoal [24], and antityrosinase [25]. Furthermore, some amino acid derivatives such as the lysyl amide prodrug of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole [26], amino acid derivatives of paclitaxol [27], pyroglutamic acid [28], cysteine-modifying agents [29], and isoquinoline carboxylic acid derivatives [30] were reported as potential HIV protease inhibitors [31].…”

4-Ethoxybenzohydrazide

“…They have been employed as synthetic precursors for a number of hetero-cyclic compounds such as oxadiazoles, triazoles and thiadiazoles (Zia et al, 2012;Syed et al, 2011;Akhtar et al, 2010;Akhtar, Hameed, Al-Masoudi et al, 2008;Akhtar, Hameed, Khan et al, 2008;Khan, Akhtar et al , 2010;Khan, Hameed et al , 2010;Serwar et al, 2009;Zahid et al, 2009). The title compound (1) was synthesized as an intermediate for its subsequent conversion to 1,2,4-triazoles and 1,3,4-thiadiazoles in order to explore their potential as antibacterial or antifungal agents or urease inhibitors.…”

Amino acid derivatives. Part 6. New analogues of the angiotensin-converting enzyme 'Captopril'. Synthesis and anti-HIV activity

“…In continuation for our attempts in searching for new anti-HIV agents, [15][16][17][18][19][20][21][22][23] and on the basis of above promising biological results, we considered benzimidazoles and their analogs particularly interesting to optimize the synthetic approaches to our antiviral agents. In this study, the angiotensin-converting enzyme (ACE) inhibitor 'captopril' 24 has been selected as a main backbone for the synthesis of new benzimidazole, benzothiazole derivatives and their analogs as well as the thioether-captopril analogs, utilizing microwave irradiation method.…”