Synthesis of Novel Thiophene, Thiazole and Coumarin Derivatives Based on Benzimidazole Nucleus and Their Cytotoxicity and Toxicity Evaluations

Abstract

The reactivity of compounds 2-(1-(2-chloroacetyl)-1H-benzo[d]imidazol-2-yl)acetonitrile 2 and 3-(1-(2-chloroacetyl)-1H-benzo[d]imidazol-2-yl)-2H-chromen-2-one 8 towards different chemical reagents were studied and a series of novel benzimidazole derivatives were obtained (2-6a-d and 8-12a-d). Moreover, in vitro growth inhibitory effect of the newly synthesized compounds were evaluated in term of [IC µM] against the six cancer cell lines, human lung carcinoma (A549), lung cancer (H460), human colorectal (HT29), gasteric cancer cell (MKN-45), glioma cell line (U87MG) and cellosaurus cell line (SMMC-7721) where foretinib was used as standard reference. The results showed that compounds 2 (only for A549 cell line), 3a, 4, 6c, 6d, 8, 9a, 9e and 9f were the most active compounds towards the six cancer cell lines. On the other hand, the toxicity of these most potent compounds against shrimp larvae indicated that compounds 3a, 4, 6d, 9e and 9f were non toxic while compounds 6c and 8 were very toxic and compounds 2 and 9a were harmful against the tested organisms.

<p>Pyridine azo disperse dye derivatives and their selenium nanoparticles (SeNPs): synthesis, fastness properties, and antimicrobial evaluations</p>

“…It has been found that many metal or metal oxide nanoparticles have many important applications as biologically active systems especially as antimicrobial agents 35–42. We report herein as continuation to our interest in the design of bioactive heterocyclic compounds,43–48 the preparation of novel dihydropyridinone disperse azo dyes derivatives with their SeNPs and their application as disperse dyes for the dyeing of nylon 66. The fastness properties and the antimicrobial activities of these dyes were also studied.…”

Synthetic approaches to 2-aryl/hetaryl- and 2-(hetaryl)ylidene derivatives of fluorinated 1,3-benzothiazin-4-ones

“…Procedure for toluene solution of 2,6-difluoro-3-nitrobenzoylchloride 3 was reported [8]. 2-Benzoylmethylbenzimidazole was prepared from 2-methylbenzimidazole [5], 2-cyanomethyl-benzimidazole was synthesized by condensation of ethyl cyanoacetate with o-phenylenediamine [10]. Thioamides 11 were prepared by the addition of hydrogen sulfide to the corresponding nitriles [11].…”

“…HH(45), 77 (71), 51(10).Found, %: C 60.03; H 2.83; N 12.20. С 23 H 13 FN 4 O 4 S. Calculated, %: C 60.00; H 2.85; N 12.17.…”

Imidazoles as Potential Anticancer Agents: An Update on Recent Studies

“…The in vitro antitumor potency of a new series of benzimidazole-quinolinone derivatives was evaluated against HepG2, SKOV3, NCI-H460, and BEL-7404 cancer cell lines along with the toxicity of these molecules against the HL-7702 normal human liver cell line [179]. Novel N1, C2-substituted benzimidazoles were synthesized by Mohareb et al and screened against A549, H460, HT29, MKN-45, U87MG, and SMMC-7721 cancer cell lines [180]. The most potent compounds in this series exhibited IC 50 values in the range between 0.2-4.0 µM against all cancer cell lines tested, while compounds 202-206 were non-toxic when tested against shrimp larvae.…”