In:
Anti-Cancer Agents in Medicinal Chemistry, Bentham Science Publishers Ltd., Vol. 23, No. 12 ( 2023-07-10), p. 1429-1446
Abstract:
2-Amino thiophene derivatives are important compounds not only for their uses in many
heterocyclic reactions but also due to their wide range of pharmaceutical and biological activities. Objective: The aim of this work was to explore a number of new heterocyclic derivatives, studying their inhibitions
toward cancer cell lines and studying their structure activity relation ship. Methods: Alkylation of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile was achieved through its reaction with chloroacetone and 2-bromo-1-(4-aryl)ethanone derivatives to give compounds 3 and 11a-c. The produced compoumds
were subjected to further heterocylization reactions and cytotoxic evaluation against the three cancer cell lines MCF-7, NCI-H460 and SF-268, together with the normal cell line WI 38. Further evaluations were obtained through
studying their inhibitions against cancer cell lines classified according to the disease. Anticancer screening against hepatocellular carcinoma HepG2 and cervical carcinoma HeLa cell lines for all compounds together with the molecular
docking of 12c, 12d, 12e and 12f were studied. Results: Anti-proliferative evaluations and inhibitions for all of the synthesized compounds showed that many compounds
exhibited high inhibitions. Conclusion: Toward the three cancer cell lines, compounds 3, 5a, 7a, 9a, 9b, 11b, 12b, 12d, 12e, 12f, 14c, 14e, 14f,
15e, 15f, 16e, 16f, 17c, 18b, 22a and 22c were the most cytotoxic compounds. The high activities of some compounds were attributed to the presence of the electronegative CN and or Cl groups within the molecule. Most of the tested
compounds exhibited inhibitions higher than the reference doxorubicin toward hepatocellular carcinoma HepG2 and cervical carcinoma HeLa cell lines. The score of binding energy of compounds 12c, 12d, 12e and 12f was close to the
reference Foretinib which appeared through the molecular docking results of such compounds.
Type of Medium:
Online Resource
ISSN:
1871-5206
DOI:
10.2174/1871520623666230316103419
Language:
English
Publisher:
Bentham Science Publishers Ltd.
Publication Date:
2023
SSG:
15,3
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