Synthesis And Antitumor Activity Of Olea - 9 (11) - Ene - 29 - Amide Compounds

Pentacyclic triterpenoids are a profound family with a variety of biological activities including of antivirus, antibacterial, anti-inflammatory and antitumor properties. Recently years, many scientists are very interested in their antitumor properties and hope to discovery novel anti-tumor agent.Glycyrrhetinic acid is one of pentacyclic triterpenoids which have antitumor activity. It can exhibit antitumor activity by inducing cell apoptosis.Taking glycyrrhetinic acid as leading compound, twenty-four glycyrrhetinic acid derivatives were obtained by changing 11-oxo-12(13)-ene into 9(11)-ene of ring C and modifying 29-carboxyl group and ring A. They are 3-hydroxy-olean-9-ene-29-oic acid amides,3-oxo-olean-9-ene-29-oic acid amides, 3-acetyloxy-olean-9-ene-29-oic acid amides, and 2,3-bisubstitutes-olean-9-ene-29-oic acid methyl ester compounds.The structures of these derivatives were confirmed by the application of 1H-NMR,13C-NMR,IR and LC-MS.The growth inhibition ability of the target compounds were tested in PC-3 by MMC method. Some target compounds showed potent antitumor activity comparing with 18β-glycyrrhetinic acid, and CTX15,CTX18,CTX23,CTX24 are worthy to investigate further, which have significant growth inhibition with GI50<20μM.