A new bioactive steroidal saponin, furcreastatin, from the plant Furcraea foetida
2000
Itabashi, M. | Segawa, K. | Ikeda, Y. | Kondo, S. | Naganawa, H. | Koyano, T. | Umezawa, K.
Microbial and plant secondary metabolites were screened for compounds that are selectively cytotoxic to mutant p53-expressing mouse fibroblasts. As a result, furcreastatin, a novel steroidal saponin, was isolated from an EtOH extract of the leaves of Furcraea foetida. Furcreastatin consisted of hecogenin as the aglycone and a hexasaccharide containing D-galactose, L-rhamnose and four D-glucose residues. The structure was determined to be (3beta, 5alpha, 25R)-3-hydroxyspirostan-12-one 3-O-[alpha-L-Rhap-(1 leads to 4)-beta-D-Glcp-(1 leads to 3)-(beta-D-Glcp-(1 leads to 3)-beta-D-Glcp-(1 leads to 2))-beta-D-Glcp-(1 leads to 4)-beta-D-Galp] by extensive NMR spectroscopic studies. Furcreastatin decreased the viability of mutant p53-overexpressing cells with an ED50 of 4.0 microgram/mL, and decreased that of the parental cell-line with an ED50 of 9.6 microgram/mL.
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