Steroidal saponins from the fruits of Solanum torvum

Alida Pérez Colmenares, Luis B. Rojas, Anne Claire Mitaine-Offer, Laurent Pouységu, Stéphane Quideau, Tomofumi Miyamoto, Chiaki Tanaka, Thomas Paululat, Alfredo Usubillaga, Marie Aleth Lacaille-Dubois

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Abstract

Seven steroidal glycosides have been isolated from the fruits of Solanum torvum Swartz. Their structures were established by 2D NMR spectroscopic techniques (1H,1H-COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as (25S)-26-(β-d-glucopyranosyloxy)-3-oxo-5α- furost-20(22)-en-6α-yl-O-β-d-xylopyranoside (1), (25S)-26-(β-d- glucopyranosyloxy)-3-oxo-22α-methoxy-5α-furostan-6α-yl-O- β-d-xylopyranoside (2), (25S)-26-(β-d-glucopyranosyloxy)-3β- hydroxy-22α-methoxy-5α-furostan-6α-yl-O-α-l- rhamnopyranosyl-(1 → 3)-β-d-glucopyranoside (3), (25S)-3β- hydroxy-5α-spirostan-6α-yl-O-β-d-xylopyranoside (4), (25S)-3-oxo-5α-spirostan-6α-yl-O-β-d-xylopyranoside (5), (25S)-3β-hydroxy-5α-spirostan-6α-yl-O-β-d-glucopyranoside (6), (25S)-3β,27-dihydroxy-5α-spirostan-6α-yl-O-β-d- glucopyranoside (7).

LanguageEnglish
Pages137-143
Number of pages7
JournalPhytochemistry
Volume86
DOIs
Publication statusPublished - Feb 1 2013

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Spirostans
Solanum torvum
steroid saponins
Solanum
Saponins
Fruits
glycosides
Fruit
mass spectrometry
fruits
Glycosides
methodology
Mass spectrometry
Mass Spectrometry
Nuclear magnetic resonance

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

Cite this

Pérez Colmenares, A., Rojas, L. B., Mitaine-Offer, A. C., Pouységu, L., Quideau, S., Miyamoto, T., ... Lacaille-Dubois, M. A. (2013). Steroidal saponins from the fruits of Solanum torvum. Phytochemistry, 86, 137-143. https://doi.org/10.1016/j.phytochem.2012.10.010

Steroidal saponins from the fruits of Solanum torvum. / Pérez Colmenares, Alida; Rojas, Luis B.; Mitaine-Offer, Anne Claire; Pouységu, Laurent; Quideau, Stéphane; Miyamoto, Tomofumi; Tanaka, Chiaki; Paululat, Thomas; Usubillaga, Alfredo; Lacaille-Dubois, Marie Aleth.

In: Phytochemistry, Vol. 86, 01.02.2013, p. 137-143.

Research output: Contribution to journalArticle

Pérez Colmenares, A, Rojas, LB, Mitaine-Offer, AC, Pouységu, L, Quideau, S, Miyamoto, T, Tanaka, C, Paululat, T, Usubillaga, A & Lacaille-Dubois, MA 2013, 'Steroidal saponins from the fruits of Solanum torvum', Phytochemistry, vol. 86, pp. 137-143. https://doi.org/10.1016/j.phytochem.2012.10.010
Pérez Colmenares A, Rojas LB, Mitaine-Offer AC, Pouységu L, Quideau S, Miyamoto T et al. Steroidal saponins from the fruits of Solanum torvum. Phytochemistry. 2013 Feb 1;86:137-143. https://doi.org/10.1016/j.phytochem.2012.10.010
Pérez Colmenares, Alida ; Rojas, Luis B. ; Mitaine-Offer, Anne Claire ; Pouységu, Laurent ; Quideau, Stéphane ; Miyamoto, Tomofumi ; Tanaka, Chiaki ; Paululat, Thomas ; Usubillaga, Alfredo ; Lacaille-Dubois, Marie Aleth. / Steroidal saponins from the fruits of Solanum torvum. In: Phytochemistry. 2013 ; Vol. 86. pp. 137-143.
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abstract = "Seven steroidal glycosides have been isolated from the fruits of Solanum torvum Swartz. Their structures were established by 2D NMR spectroscopic techniques (1H,1H-COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as (25S)-26-(β-d-glucopyranosyloxy)-3-oxo-5α- furost-20(22)-en-6α-yl-O-β-d-xylopyranoside (1), (25S)-26-(β-d- glucopyranosyloxy)-3-oxo-22α-methoxy-5α-furostan-6α-yl-O- β-d-xylopyranoside (2), (25S)-26-(β-d-glucopyranosyloxy)-3β- hydroxy-22α-methoxy-5α-furostan-6α-yl-O-α-l- rhamnopyranosyl-(1 → 3)-β-d-glucopyranoside (3), (25S)-3β- hydroxy-5α-spirostan-6α-yl-O-β-d-xylopyranoside (4), (25S)-3-oxo-5α-spirostan-6α-yl-O-β-d-xylopyranoside (5), (25S)-3β-hydroxy-5α-spirostan-6α-yl-O-β-d-glucopyranoside (6), (25S)-3β,27-dihydroxy-5α-spirostan-6α-yl-O-β-d- glucopyranoside (7).",
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