Concise synthesis and biological evaluation of 2-Aryl-3-Anilinobenzo[b]thiophene derivatives as potent apoptosis-inducing agents was written by Romagnoli, Romeo;Preti, Delia;Hamel, Ernest;Bortolozzi, Roberta;Viola, Giampietro;Brancale, Andrea;Ferla, Salvatore;Morciano, Giampaolo;Pinton, Paolo. And the article was included in Bioorganic Chemistry in 2021.Formula: C9H8OS This article mentions the following:
Many clin. used agents active in cancer chemotherapy exert their activity through the induction of cell death (apoptosis) by targeting microtubules, altering protein function or inhibiting DNA synthesis. The benzo[b]thiophene scaffold holds a pivotal place as a pharmacophore for the development of anticancer agents, and, in addition, this scaffold has many pharmacol. activities. In the present study, a new series of 2-aryl-3-(3,4,5-trimethoxyanilino)-6-methoxybenzo[b]thiophenes I (R =H, 4-F, 4-CH3 etc) are synthesized and the structure-activity relationship was examined by modification of the aryl group at its 2-position with electron-withdrawing (F) or electron-releasing (alkyl and alkoxy) groups. Authors found that small substituents, such as fluorine or Me, could be placed in the para-position of the 2-Ph ring, and these modifications only slightly reduced antiproliferative activity relative to the unsubstituted 2-Ph analog. Compounds I (R = H) and I (R = 4-F) exhibited the greatest antiproliferative activity among the tested compounds The treatment of both Caco2 (not metastatic) and HCT-116 (metastatic) colon carcinoma cells with I (R = H) and I (R = 4-F) triggered a significant induction of apoptosis. The same effect was not observed with non-transformed colon 841 CoN cells. A potential addnl. effect during mitosis for compound I (R = H) in metastatic cells and compound I (R = 4-F) in non-metastatic cells was also observed In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Formula: C9H8OS).
6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Formula: C9H8OS
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem