Furostane-type steroidal saponins from the roots of Chlorophytum borivilianum

Debabrata Acharya, Anne Claire Mitaine-Offer, Nutan Kaushik, Tomofumi Miyamoto, Thomas Paululat, Marie Aleth Lacaille-Dubois

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Four new furostanol steroid saponins, borivilianosides A-D (1-4, resp.), corresponding to (3β,5α,22R,25R)-26-(β-D-glucopyranosyloxy)-22- hydroxyfurostan-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-β-D- glucopyranosyl-(1 → 4)-O-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-galactopyranoside (1), (3β,5α,22R,25R)-26-(β-D- glucopyranosyloxy)-22-methoxyfurostan-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-β-D-glucopyranosyl-(1 → 4)-O-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-galactopyranoside (2), (3β,5α,22R,25R)-26-(β-D- glucopyranosyloxy)-22-methoxyfurostan-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-[β-D-glucopyranosyl-(1 → 2)]-O-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranoside (3), and (3β,5α,25R)-26-(β-D- glucopyranosyloxy)furost-20(22)-en-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-[β-D-glucopyranosyl-(1 → 2)]-O-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranoside (4), together with the known tribuluside A and (3β,5α,22R,25R)-26-(β-D-glucopyranosyloxy)-22-methoxyfurostan-3- yl O-β-D-xylopyranosyl-(1 → 2)-O-[β-D-xylopyranosyl-(1 → 3)]-O-β-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.

Original languageEnglish
Pages (from-to)2262-2269
Number of pages8
JournalHelvetica Chimica Acta
Volume91
Issue number12
DOIs
Publication statusPublished - Dec 1 2008

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steroids
Saponins
Galactose
Mass spectrometry
mass spectroscopy
Nuclear magnetic resonance
nuclear magnetic resonance
Mass Spectrometry
Steroids

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Biochemistry
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Acharya, D., Mitaine-Offer, A. C., Kaushik, N., Miyamoto, T., Paululat, T., & Lacaille-Dubois, M. A. (2008). Furostane-type steroidal saponins from the roots of Chlorophytum borivilianum. Helvetica Chimica Acta, 91(12), 2262-2269. https://doi.org/10.1002/hlca.200890246

Furostane-type steroidal saponins from the roots of Chlorophytum borivilianum. / Acharya, Debabrata; Mitaine-Offer, Anne Claire; Kaushik, Nutan; Miyamoto, Tomofumi; Paululat, Thomas; Lacaille-Dubois, Marie Aleth.

In: Helvetica Chimica Acta, Vol. 91, No. 12, 01.12.2008, p. 2262-2269.

Research output: Contribution to journalArticle

Acharya, D, Mitaine-Offer, AC, Kaushik, N, Miyamoto, T, Paululat, T & Lacaille-Dubois, MA 2008, 'Furostane-type steroidal saponins from the roots of Chlorophytum borivilianum', Helvetica Chimica Acta, vol. 91, no. 12, pp. 2262-2269. https://doi.org/10.1002/hlca.200890246
Acharya D, Mitaine-Offer AC, Kaushik N, Miyamoto T, Paululat T, Lacaille-Dubois MA. Furostane-type steroidal saponins from the roots of Chlorophytum borivilianum. Helvetica Chimica Acta. 2008 Dec 1;91(12):2262-2269. https://doi.org/10.1002/hlca.200890246
Acharya, Debabrata ; Mitaine-Offer, Anne Claire ; Kaushik, Nutan ; Miyamoto, Tomofumi ; Paululat, Thomas ; Lacaille-Dubois, Marie Aleth. / Furostane-type steroidal saponins from the roots of Chlorophytum borivilianum. In: Helvetica Chimica Acta. 2008 ; Vol. 91, No. 12. pp. 2262-2269.
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abstract = "Four new furostanol steroid saponins, borivilianosides A-D (1-4, resp.), corresponding to (3β,5α,22R,25R)-26-(β-D-glucopyranosyloxy)-22- hydroxyfurostan-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-β-D- glucopyranosyl-(1 → 4)-O-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-galactopyranoside (1), (3β,5α,22R,25R)-26-(β-D- glucopyranosyloxy)-22-methoxyfurostan-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-β-D-glucopyranosyl-(1 → 4)-O-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-galactopyranoside (2), (3β,5α,22R,25R)-26-(β-D- glucopyranosyloxy)-22-methoxyfurostan-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-[β-D-glucopyranosyl-(1 → 2)]-O-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranoside (3), and (3β,5α,25R)-26-(β-D- glucopyranosyloxy)furost-20(22)-en-3-yl O-β-D-xylopyranosyl-(1 → 3)-O-[β-D-glucopyranosyl-(1 → 2)]-O-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranoside (4), together with the known tribuluside A and (3β,5α,22R,25R)-26-(β-D-glucopyranosyloxy)-22-methoxyfurostan-3- yl O-β-D-xylopyranosyl-(1 → 2)-O-[β-D-xylopyranosyl-(1 → 3)]-O-β-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.",
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