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ID: ALA3351855
Journal: Bioorg Med Chem Lett
Title: Synthesis and biological evaluation of (-)-6-O-desmethylcryptopleurine and analogs.
Authors: Liéby-Muller F, Marion F, Schmitt P, Annereau JP, Kruczynski A, Guilbaud N, Bailly C.
Abstract: (-)-Cryptopleurine 1 is one of the most potent anti-proliferative member of the phenanthroquinolizidine class of alkaloids. We report here the synthesis of (-)-6-O-desmethylcryptopleurine (-)-2 and (-)-6-O-desmethyl-(15R)-hydroxycryptopleurine (-)-4 in their enantiomerically enriched form through a convergent synthetic route, where the chirality is introduced by the use of commercially available (R)-methyl piperidine-2-carboxylate hydrochloride 17. Anti-proliferative activities of these compounds were evaluated on a panel of four cancer cell lines, revealing that compounds (-)-2 and (-)-4 are potent cytotoxic compared to cryptopleurine.
CiteXplore: 25499434