Steroidal glycosides from Ornithogalum dubium Houtt

Nampoina Andriamisaina, Anne Claire Mitaine-Offer, Tomofumi Miyamoto, Chiaki Tanaka, Thomas Paululat, Frédéric Lirussi, Marie Aleth Lacaille-Dubois

研究成果: ジャーナルへの寄稿記事

1 引用 (Scopus)

抄録

The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-L-rhamnopyranosyl)-(1 → 4)-β-D-glucopyranoside. Their cytotoxic activities against two human cells, a lung carcinoma A-549 and a promyelocytic leukemia HL-60 cell lines, were evaluated by using the XTT method. The results showed no significant cytotoxicity on the tested cells. The influence of the potentiation of cisplatin cytotoxicity in A-549 cells was also investigated and a slight effect was observed only for the (25R) spirostane-type derivative.

元の言語英語
ページ(範囲)78-84
ページ数7
ジャーナルPhytochemistry
160
DOI
出版物ステータス出版済み - 4 1 2019

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Ornithogalum
Cytotoxicity
glycosides
Cells
cytotoxicity
Phytochemicals
Glycosides
Cisplatin
Mass spectrometry
Asparagaceae
cisplatin
HL-60 Cells
Nuclear magnetic resonance
cells
Derivatives
leukemia
phytopharmaceuticals
carcinoma
Mass Spectrometry
Leukemia

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

これを引用

Andriamisaina, N., Mitaine-Offer, A. C., Miyamoto, T., Tanaka, C., Paululat, T., Lirussi, F., & Lacaille-Dubois, M. A. (2019). Steroidal glycosides from Ornithogalum dubium Houtt. Phytochemistry, 160, 78-84. https://doi.org/10.1016/j.phytochem.2019.01.013

Steroidal glycosides from Ornithogalum dubium Houtt. / Andriamisaina, Nampoina; Mitaine-Offer, Anne Claire; Miyamoto, Tomofumi; Tanaka, Chiaki; Paululat, Thomas; Lirussi, Frédéric; Lacaille-Dubois, Marie Aleth.

:: Phytochemistry, 巻 160, 01.04.2019, p. 78-84.

研究成果: ジャーナルへの寄稿記事

Andriamisaina, N, Mitaine-Offer, AC, Miyamoto, T, Tanaka, C, Paululat, T, Lirussi, F & Lacaille-Dubois, MA 2019, 'Steroidal glycosides from Ornithogalum dubium Houtt', Phytochemistry, 巻. 160, pp. 78-84. https://doi.org/10.1016/j.phytochem.2019.01.013
Andriamisaina N, Mitaine-Offer AC, Miyamoto T, Tanaka C, Paululat T, Lirussi F その他. Steroidal glycosides from Ornithogalum dubium Houtt. Phytochemistry. 2019 4 1;160:78-84. https://doi.org/10.1016/j.phytochem.2019.01.013
Andriamisaina, Nampoina ; Mitaine-Offer, Anne Claire ; Miyamoto, Tomofumi ; Tanaka, Chiaki ; Paululat, Thomas ; Lirussi, Frédéric ; Lacaille-Dubois, Marie Aleth. / Steroidal glycosides from Ornithogalum dubium Houtt. :: Phytochemistry. 2019 ; 巻 160. pp. 78-84.
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abstract = "The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-L-rhamnopyranosyl)-(1 → 4)-β-D-glucopyranoside. Their cytotoxic activities against two human cells, a lung carcinoma A-549 and a promyelocytic leukemia HL-60 cell lines, were evaluated by using the XTT method. The results showed no significant cytotoxicity on the tested cells. The influence of the potentiation of cisplatin cytotoxicity in A-549 cells was also investigated and a slight effect was observed only for the (25R) spirostane-type derivative.",
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AU - Andriamisaina, Nampoina

AU - Mitaine-Offer, Anne Claire

AU - Miyamoto, Tomofumi

AU - Tanaka, Chiaki

AU - Paululat, Thomas

AU - Lirussi, Frédéric

AU - Lacaille-Dubois, Marie Aleth

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N2 - The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-L-rhamnopyranosyl)-(1 → 4)-β-D-glucopyranoside. Their cytotoxic activities against two human cells, a lung carcinoma A-549 and a promyelocytic leukemia HL-60 cell lines, were evaluated by using the XTT method. The results showed no significant cytotoxicity on the tested cells. The influence of the potentiation of cisplatin cytotoxicity in A-549 cells was also investigated and a slight effect was observed only for the (25R) spirostane-type derivative.

AB - The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-L-rhamnopyranosyl)-(1 → 4)-β-D-glucopyranoside. Their cytotoxic activities against two human cells, a lung carcinoma A-549 and a promyelocytic leukemia HL-60 cell lines, were evaluated by using the XTT method. The results showed no significant cytotoxicity on the tested cells. The influence of the potentiation of cisplatin cytotoxicity in A-549 cells was also investigated and a slight effect was observed only for the (25R) spirostane-type derivative.

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