14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii

Three new 14,15-secopregnane-type glycosides, stauntosides UA, UA1, and UA2, were isolated from the roots of Cynanchum stauntonii. The three compounds share the first reported and same basic structural features of 3β-hydroxy-14:16,15:20,18:20-triepoxy-5α:9α-peroxy-14,15-secopregnane-6,8(14)-diene na...

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Main Authors: An-Jun Deng, Jin-Qian Yu, Zhi-Hong Li, Lin Ma, Zhi-Hui Zhang, Hai-Lin Qin
Format: Article
Language:English
Published: MDPI AG 2017-05-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/22/6/860
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author An-Jun Deng
Jin-Qian Yu
Zhi-Hong Li
Lin Ma
Zhi-Hui Zhang
Hai-Lin Qin
author_facet An-Jun Deng
Jin-Qian Yu
Zhi-Hong Li
Lin Ma
Zhi-Hui Zhang
Hai-Lin Qin
author_sort An-Jun Deng
collection DOAJ
description Three new 14,15-secopregnane-type glycosides, stauntosides UA, UA1, and UA2, were isolated from the roots of Cynanchum stauntonii. The three compounds share the first reported and same basic structural features of 3β-hydroxy-14:16,15:20,18:20-triepoxy-5α:9α-peroxy-14,15-secopregnane-6,8(14)-diene named as stauntogenin G as the aglycones. The structures of the new compounds were characterized on the basis of extensive spectroscopic analyses, mainly 1D and 2D NMR and MS methods and chemical analysis. The isolation and identification of the new compounds graced the structural diversity of pregnane-type steroids from C. stauntonii.
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spelling doaj.art-53dd04b7ec6043189b01743762be07e02022-12-22T00:19:47ZengMDPI AGMolecules1420-30492017-05-0122686010.3390/molecules22060860molecules2206086014,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntoniiAn-Jun Deng0Jin-Qian Yu1Zhi-Hong Li2Lin Ma3Zhi-Hui Zhang4Hai-Lin Qin5State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaThree new 14,15-secopregnane-type glycosides, stauntosides UA, UA1, and UA2, were isolated from the roots of Cynanchum stauntonii. The three compounds share the first reported and same basic structural features of 3β-hydroxy-14:16,15:20,18:20-triepoxy-5α:9α-peroxy-14,15-secopregnane-6,8(14)-diene named as stauntogenin G as the aglycones. The structures of the new compounds were characterized on the basis of extensive spectroscopic analyses, mainly 1D and 2D NMR and MS methods and chemical analysis. The isolation and identification of the new compounds graced the structural diversity of pregnane-type steroids from C. stauntonii.http://www.mdpi.com/1420-3049/22/6/860Cynanchum stauntoniiAsclepiadaceae14,15-secopregnane-type glycosidestauntogenin G5α:9α-peroxy linkagestauntosides UA, UA1, and UA2structure elucidation
spellingShingle An-Jun Deng
Jin-Qian Yu
Zhi-Hong Li
Lin Ma
Zhi-Hui Zhang
Hai-Lin Qin
14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii
Molecules
Cynanchum stauntonii
Asclepiadaceae
14,15-secopregnane-type glycoside
stauntogenin G
5α:9α-peroxy linkage
stauntosides UA, UA1, and UA2
structure elucidation
title 14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii
title_full 14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii
title_fullStr 14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii
title_full_unstemmed 14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii
title_short 14,15-Secopregnane-Type Glycosides with 5α:9α-Peroxy and Δ6,8(14)-diene Linkages from the Roots of Cynanchum stauntonii
title_sort 14 15 secopregnane type glycosides with 5α 9α peroxy and δ6 8 14 diene linkages from the roots of cynanchum stauntonii
topic Cynanchum stauntonii
Asclepiadaceae
14,15-secopregnane-type glycoside
stauntogenin G
5α:9α-peroxy linkage
stauntosides UA, UA1, and UA2
structure elucidation
url http://www.mdpi.com/1420-3049/22/6/860
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