Synthesis of polycarpine, a cytotoxic sulfur-containing alkaloid from the ascidian Polycarpa aurata, and related compounds

Synthesis and Antibacterial Activity of Bis[2-amino-4-phenyl-5-thiazolyl] Disulfides

“…This class of compounds got a great deal of attention due to their higher sulphur contents 11) and diverse biological activities such as anti-tumor, 12) anti-cancer, raussarcoma and avian myeloblastoma viruses reverse transcriptase inhibition activity and rat brain Na ϩ , K ϩ -ATPase activities. 13) Some of these have been found active in inducing apoptosis in JB 6 cells through P53-and caspase 3-dependant pathways 14) and in inhibiting inosine monophosphate dehydrogenase (IMPDH). 15,16) Keeping in view the antimicrobial properties of the compounds having aminothiazole moiety such as Sulphathiazole ® and Thiabendazole…”

Marine Alkaloid Polycarpine and Its Synthetic Derivative Dimethylpolycarpine Induce Apoptosis in JB6 Cells Through p53- and Caspase 3-Dependent Pathways

“…Later, polycarpine and its derivative, dimethylpolycarpine (Fig. 1B), were obtained by total chemical synthesis with good yields (6). Compounds belonging to this group were previously studied at the National Cancer Institute using the panel of human tumor cell lines, and some of these compounds, including polycarpine, demonstrated potent antitumor properties in vitro (6).…”

“…1B), were obtained by total chemical synthesis with good yields (6). Compounds belonging to this group were previously studied at the National Cancer Institute using the panel of human tumor cell lines, and some of these compounds, including polycarpine, demonstrated potent antitumor properties in vitro (6). Polycarpine also showed significant anticancer activity in vivo against P388 murine leukemia, L1210 leukemia and carcinoma Ehrlich (6).…”

“…Compounds belonging to this group were previously studied at the National Cancer Institute using the panel of human tumor cell lines, and some of these compounds, including polycarpine, demonstrated potent antitumor properties in vitro (6). Polycarpine also showed significant anticancer activity in vivo against P388 murine leukemia, L1210 leukemia and carcinoma Ehrlich (6). In in vitro assays, polycarpine demonstrated strong inhibition of Raus sarcoma and avian myeloblastoma viruses reverse transcriptase activities, and also rat brain Na + ,K + -ATPase activity (6).…”

Synthesis of Bis(2,4-diarylimidazol-5-yl) Diselenides from N-Benzylbenzimidoyl Isoselenocyanates

“…On the other hand, bis(imidazol-2-yl) disulfides have been used as an auxiliary in cyclizations to give macrolides [37] and have also been found to be effective against certain cancer cell lines [38]. Recently, the highly cytotoxic imidazol-5-yl disulfide polycarpine was isolated from the Pacific Ocean ascidians Polycarpa aurata and Polycarpa clavata [39], and the synthesis of the compound was carried out [40]. Furthermore, as mimics of glutathione peroxidase, the antioxidant activity of aryl diselenides with substituents containing N-or O-atoms in the proximity of the Se-atom is of current interest [41].…”