Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Structures and Antiproliferative Activity of Saponins from Sechium pittieri and S. talamancense
Victor H. CASTROErick EAMIREZGerardo A. MORAYukiko IWASETsuneatsu NAGAOHikaru OKABEHisashi MATSUNAGAMitsuo KATANOMasato MORI
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JOURNAL FREE ACCESS

1997 Volume 45 Issue 2 Pages 349-358

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Abstract
Six bisdesmosidic bayogenin saponins, named tacacosides A1, A2, B1, B2, B3 and C, were isolated from the fruit and aerial parts of Sechium pittieri (COGN.) C. KEFFREY and S. talamancense (WUNDERLIN) C. JEFFREY, Costa Rican cucurbitaceae plants. Their structures were elucidated based on spectral and chemical evidence as follows. Tacacoside A1 : 3-O-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl]bayogenin 28-O-{α-L-rhamnopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-β-D-apiofuranaosyl-(1→3)]-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl} ester, tacacoside A2 : 3-O-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl]bayogenin 28-O-{α-L-rhamnopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-[β-D-xylopyranosyl-(1→3)]-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl} ester, tacacoside B1 : 3-O-[β-D-glucopyranosyl]bayogenin 28-O-{α-L-rhamnopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-[β-D-apiofuranosyl-(1→3)]-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl} ester, tacacoside B2 : 3-O-[β-D-glucopyranosyl]bayogenin 28-O-{α-L-rhamnopyranosyl-(1→3)-β-X-xylopyranosyl-(1→4)-[β-D-xylopyranosyl-(1→3)]-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl} ester, tacacoside B3 : 3-O-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl]bayogenin 28-O-[α-L-rhamnopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl] ester, and tacacoside C : 3-O-[β-D-glucopyranosyl]bayogenin 28-O-[α-L-rhamnopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl] ester. These saponins showed moderate antiproliferative activity (ED50 : 10-74μg/ml) against MK-1, HeLa and B16F10 cells.
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© The Pharmaceutical Society of Japan
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