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New cytotoxic steroidal saponins from Cestrum parqui

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Abstract Two new steroidal saponins, 25(R)-3β [( O -β- d -glucopyranosyl-(1 → 3)-β- d -glucopyranosyl-(1 → 2)- O -[β- d -xylopyranosyl-(1 → 3)- O -β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)oxy]-5α, 15β, 22 R , 25 R -spirostan-3,15-diol… Click to show full abstract

Abstract Two new steroidal saponins, 25(R)-3β [( O -β- d -glucopyranosyl-(1 → 3)-β- d -glucopyranosyl-(1 → 2)- O -[β- d -xylopyranosyl-(1 → 3)- O -β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)oxy]-5α, 15β, 22 R , 25 R -spirostan-3,15-diol ( 1, named parquispiroside ) and 25 R -26-[(β- d -glucopyranosyl)Oxy]-(3β [( O -β- d -glucopyranosyl-(1 → 3)-β- d -glucopyranosyl-(1 → 2)- O -[β- d -xylopyranosyl-(1 → 3)- O -β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)oxy], 5α, 15β, 22 R , 25 R )-furostane-3,15,22-triol ( 2, named parquifuroside ), along with the known saponins, capsicoside D ( 3 ) and 22-OMe-capsicoside D ( 4 ) and the known glycoside, benzyl primeveroside ( 5 ), were isolated from the leaves of Cestrum parqui . The structures of these compounds were elucidated by careful analysis of 1D and 2D NMR spectra and ESIMS data. Parquispiroside ( 1 ) exhibited moderate inhibition of Hela, HepG2, U87, and MCF7 cell lines with IC 50 values in the range of 3.3–14.1 μM.

Keywords: steroidal saponins; new cytotoxic; cestrum parqui; cytotoxic steroidal; glucopyranosyl

Journal Title: Phytochemistry Letters
Year Published: 2017

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