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Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica

Phytochemical investigation of the shells of Metaplexis japonica (Thunb.) Makino, belonging to the family of Apocynaceae, afforded three new pregnane steroids, metajapogenins A–C, along with three known compounds. The structures of the new compounds were elucidated as 12β,14β,17β-trihydroxypregna-3,...

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Autores principales: Yao, Hui-Li, Liu, Yang, Liu, Xiao-Hong, Gao, Hua, Liu, Kun, Shao, Yan-Lin, Fang, Xin-Yu, Wang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154641/
https://www.ncbi.nlm.nih.gov/pubmed/28420184
http://dx.doi.org/10.3390/molecules22040646
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author Yao, Hui-Li
Liu, Yang
Liu, Xiao-Hong
Gao, Hua
Liu, Kun
Shao, Yan-Lin
Fang, Xin-Yu
Wang, Wei
author_facet Yao, Hui-Li
Liu, Yang
Liu, Xiao-Hong
Gao, Hua
Liu, Kun
Shao, Yan-Lin
Fang, Xin-Yu
Wang, Wei
author_sort Yao, Hui-Li
collection PubMed
description Phytochemical investigation of the shells of Metaplexis japonica (Thunb.) Makino, belonging to the family of Apocynaceae, afforded three new pregnane steroids, metajapogenins A–C, along with three known compounds. The structures of the new compounds were elucidated as 12β,14β,17β-trihydroxypregna-3,5-dien-7,20-dione, 12β,14β,17β,20β-tetrahydroxypregna-3,5-dien-7-one; 3β,12β,14β,17β-tetrahydroxypregn-5-ene-7,20-dione on the basis of extensive spectroscopic evidence derived from 1D; 2D-NMR experiments and mass spectrometry. The known compounds included pergularin; 12-O-acetylpergularin; and pergularin-3-O-β-d-oleandropyranose; which were identified for the first time in the shells of M. japonica.
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spelling pubmed-61546412018-11-13 Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica Yao, Hui-Li Liu, Yang Liu, Xiao-Hong Gao, Hua Liu, Kun Shao, Yan-Lin Fang, Xin-Yu Wang, Wei Molecules Article Phytochemical investigation of the shells of Metaplexis japonica (Thunb.) Makino, belonging to the family of Apocynaceae, afforded three new pregnane steroids, metajapogenins A–C, along with three known compounds. The structures of the new compounds were elucidated as 12β,14β,17β-trihydroxypregna-3,5-dien-7,20-dione, 12β,14β,17β,20β-tetrahydroxypregna-3,5-dien-7-one; 3β,12β,14β,17β-tetrahydroxypregn-5-ene-7,20-dione on the basis of extensive spectroscopic evidence derived from 1D; 2D-NMR experiments and mass spectrometry. The known compounds included pergularin; 12-O-acetylpergularin; and pergularin-3-O-β-d-oleandropyranose; which were identified for the first time in the shells of M. japonica. MDPI 2017-04-17 /pmc/articles/PMC6154641/ /pubmed/28420184 http://dx.doi.org/10.3390/molecules22040646 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yao, Hui-Li
Liu, Yang
Liu, Xiao-Hong
Gao, Hua
Liu, Kun
Shao, Yan-Lin
Fang, Xin-Yu
Wang, Wei
Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica
title Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica
title_full Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica
title_fullStr Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica
title_full_unstemmed Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica
title_short Metajapogenins A–C, Pregnane Steroids from Shells of Metaplexis japonica
title_sort metajapogenins a–c, pregnane steroids from shells of metaplexis japonica
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154641/
https://www.ncbi.nlm.nih.gov/pubmed/28420184
http://dx.doi.org/10.3390/molecules22040646
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