Steroidal glycosides from the Vietnamese cultivar Cordyline fruticosa “Fairchild red”

Abstract

A phytochemical study of Cordyline fruticosa “Fairchild red” (Asparagaceae) from Vietnam, led to the isolation of fourteen steroidal glycosides, including twelve previously undescribed along with two known ones. Ten compounds were obtained by successive solid/liquid chromatographic methods from an aqueous-ethanolic extract of the roots, and four from the aerial parts. Their structures were elucidated mainly by spectroscopic analysis 2D NMR and mass spectroscopy (ESI-MS), as spirostanol glycosides, 5α-spirost-25(27)-ene-1β,3β,4α-triol 1-O-β-D-fucopyranoside, 5α-spirost-(25)27-ene-1β,3β,4α-triol 1-O-β-D-xylopyranoside, 5α-spirost-(25)27-ene-1β,3β,4α-triol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside, 5α-spirost-(25)27-ene-1β,3β,4α-triol 1-O-α-L-rhamnopyranosyl-(1 → 2)-(4-O-sulfo)-β-D-fucopyranoside, 5α-spirost-25(27)-ene-1β,3β-diol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside, and 5α-spirost-25(27)-ene-1β,3β-diol 1-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranoside. Furostanol glycosides were also isolated as 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,4α,22α,26-pentol 1-O-β-D-fucopyranoside, 26-O-β-D-glucopyranosyl-22α-methoxy-5α-furost-(25)27-ene-1β,3β,4α,26-tetrol 1-O-β-D-fucopyranoside, 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,22α,26-tetrol 1-O-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,22α,26-tetrol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,22α,26-tetrol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside, and 26-O-β-D-glucopyranosyl-22α-methoxy-5α-furost-(25)27-ene-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside. All the isolated compounds were further evaluated for their cytotoxicity against 4T1 cell line, from a mouse mammary gland tissue, using MTS method.