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Furostane-Type Steroidal Saponins from the Roots of Chlorophytum borivilianum

✍ Scribed by Debabrata Acharya; Anne-Claire Mitaine-Offer; Nutan Kaushik; Tomofumi Miyamoto; Thomas Paululat; Marie-Aleth Lacaille-Dubois


Publisher
John Wiley and Sons
Year
2008
Tongue
German
Weight
193 KB
Volume
91
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Four new furostanol steroid saponins, borivilianosides A–D (14, resp.), corresponding to (3__β__,5__α__,22__R__,25__R__)‐26‐(β‐D‐glucopyranosyloxy)‐22‐hydroxyfurostan‐3‐yl Oβ‐D‐xylopyranosyl‐(1→3)‐Oβ‐D‐glucopyranosyl‐(1→4)‐O‐[α‐L‐rhamnopyranosyl‐(1→2)]‐β‐D‐galactopyranoside (1), (3__β__,5__α__,22__R__,25__R__)‐ 26‐(β‐D‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl Oβ‐D‐xylopyranosyl‐(1→3)‐Oβ‐D‐glucopyranosyl‐(1→4)‐O‐[α‐L‐rhamnopyranosyl‐(1→2)]‐β‐D‐galactopyranoside (2), (3__β__,5__α__,22__R__,25__R__)‐26‐(β‐D‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl Oβ‐D‐xylopyranosyl‐(1→3)‐O‐[β‐D‐glucopyranosyl‐(1→2)]‐Oβ‐D‐glucopyranosyl‐(1→4)‐β‐D‐galactopyranoside (3), and (3__β__,5__α__,25__R__)‐26‐(β‐D‐glucopyranosyloxy)furost‐20(22)‐en‐3‐yl Oβ‐D‐xylopyranosyl‐(1→3)‐O‐[β‐D‐glucopyranosyl‐(1→2)]‐Oβ‐D‐glucopyranosyl‐(1→4)‐β‐D‐galactopyranoside (4), together with the known tribuluside A and (3__β__,5__α__,22__R__,25__R__)‐26‐(β‐D‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl Oβ‐D‐xylopyranosyl‐(1→2)‐O‐[β‐D‐xylopyranosyl‐(1→3)]‐Oβ‐D‐glucopyranosyl‐(1→4)‐O‐[α‐L‐rhamnopyranosyl‐(1→2)]‐β‐D‐galactopyranoside were isolated from the dried roots of Chlorophytum borivilianum Sant and Fern. Their structures were elucidated by 2D‐NMR analyses (COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry.


📜 SIMILAR VOLUMES


Starfish saponins, part 8. Structure of
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NEARLY twenty years ago, Marker et al. (1) suggested that the true naturally occurring steroidal saponins synthesized by plants might have an open side chain moiety in which ring closure to the spiroketal structure encountered in the corresponding sapogenins is prevented by conjugation of the hydrox