Synthesis, structural characterization, molecular docking study, biological activity of carbon monoxide release molecules as potent antitumor agents was written by Liu, Hua-Peng;Liao, Yuan;Ren, Ming-Zhe;Quan, Zheng-Jun;Wang, Xi-Cun. And the article was included in Bioorganic Chemistry in 2021.Category: tetrahydropyran This article mentions the following:
In this study, two series of novel carbon monoxide-releasing mols. (CO-RMs) containing Co were designed and synthesized. The synthesized complexes were characterized by IR, ESI-MS, 1H NMR and 13C NMR spectroscopies. The antitumor activity of all complexes on HepG2 cells, Hela cells and MDA-MB-231 cells were assayed by MTT. IC50 values of complexes 1–13 were 4.7-548.6渭M. Among these complexes, complex 1 was presented with a high selectivity to HepG2 cells (IC50 = 4.7 卤 0.76渭M). Compared with iCORM (inactive CORM), CORM (complex 1) showed a remarkable activity against tumor cells owing to co-effect of CO and the ligand of COX-2 inhibitor. In addition, complex 1 increased ROS in mitochondria and caused a decrease of dose-dependent mitochondrial membrane potential against HepG2 cells. Complex 1 down-regulated the expression of COX-2 protein in western blot anal. The mol. docking study suggested that the complex 1 formed a hydrogen bond with amino acid R120 in the active site of the Human cyclooxygenase-2 (COX-2). Therefore, the complex 1 could induce apoptosis of HepG2 cells through targeting COX-2 and mitochondria pathways, and it maybe a potential therapeutic agent for cancer. In the experiment, the researchers used many compounds, for example, 2-(1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid (cas: 41340-25-4Category: tetrahydropyran).
2-(1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid (cas: 41340-25-4) belongs to tetrahydropyran derivatives. Tetrahydropyran is a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Category: tetrahydropyran
Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics