Withanolides from Physalis coztomatl

被引：14

作者：

Zhang, Huaping ^{[1
]}

Cao, Cong-Mei ^{[1
]}

Gallagher, Robert J. ^{[1
]}

Day, Victor W. ^{[2
]}

Kindscher, Kelly ^{[3
]}

Timmermann, Barbara N. ^{[1
]}

机构：

[1] Univ Kansas, Sch Pharm, Dept Med Chem, Lawrence, KS 66045 USA

[2] Univ Kansas, Smallmol Xray Crystallog Lab, Lawrence, KS 66045 USA

[3] Univ Kansas, Kansas Biol Survey, Lawrence, KS 66045 USA

来源：

PHYTOCHEMISTRY | 2015年 / 109卷

基金：

美国国家科学基金会;

关键词：

Withanolide; Physalis coztomatl; Solanaceae; Physacoztolide; Structure revision; Coagulansin A; ANTIPROLIFERATIVE WITHANOLIDES;

D O I：

10.1016/j.phytochem.2014.10.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Six withanolides (1-6), as well as two known withanolides (physachenolide D 7 and withanoside VI 8), were isolated from the aerial parts of Physalis coztomatl (Solanaceae). Structural elucidations of 1-6 were achieved through 2D NMR and other spectroscopic techniques, while the structure of 1 was confirmed by X-ray crystallographic analysis. In addition, the stereochemical orientation of the 17-hydroxy group in withanolides was discussed in relation to C-13 NMR shifts of C-12, 13, 14 and 16. Such analysis established that coagulansin A contains a 17 alpha-hydroxy moiety rather than the reported 17 beta-hydroxy functionality, and has been revised accordingly. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：147 / 153

页数：7

共 50 条

[1] Withanolides from Physalis coztomatl
Zhang, H.
Coo, C. M.
Gallagher, R. J.
Day, V. W.
Kindscher, K.
Timmermann, B. N.
PLANTA MEDICA, 2015, 81 (11) : 934 - 934
[2] Labdanes and withanolides from Physalis coztomatl
Perez-Castorena, Ana-L.
Oropeza, Ruth F.
Vazquez, Alma R.
Martinez, Mahinda
Maldonado, Emma
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (07): : 1029 - 1033
[3] Production and Structural Diversification of Withanolides by Aeroponic Cultivation of Plants of Solanaceae: Cytotoxic and Other Withanolides from Aeroponically Grown Physalis coztomatl
Xu, Ya-Ming
Wijeratne, E. M. Kithsiri
Liu, Manping X.
Xuan, Lijiang
Wang, Wenqiong
Gunatilaka, A. A. Leslie
MOLECULES, 2022, 27 (03):
[4] Withanolides from Physalis peruviana
Ahmad, S
Malik, A
Yasmin, R
Ullah, N
Gul, W
Khan, PM
Nawaz, HR
Afza, N
PHYTOCHEMISTRY, 1999, 50 (04) : 647 - 651
[5] Withanolides from Physalis hispida
Cao, Cong-Mei
Zhang, Huaping
Gallagher, Robert J.
Day, Victor W.
Kindscher, Kelly
Grogan, Patrick
Cohen, Mark S.
Timmermann, Barbara N.
JOURNAL OF NATURAL PRODUCTS, 2014, 77 (03): : 631 - 639
[6] Androstane and withanolides from Physalis cinerascens
Maldonado, E
Alvarado, VE
Torres, FR
Martínez, M
Pérez-Castorena, AL
PLANTA MEDICA, 2005, 71 (06) : 548 - 553
[7] Cytotoxic withanolides from Physalis angulata
Gao, Caiyun
Li, Ruijun
Zhou, Miaomiao
Yang, Yanwei
Kong, Lingyi
Luo, Jun
NATURAL PRODUCT RESEARCH, 2018, 32 (06) : 676 - 681
[8] WITHANOLIDES OF PHYSALIS - PHYSALACTON
MASLENNIKOVA, VA
TURSUNOVA, RN
ABUBAKIROV, NK
KHIMIYA PRIRODNYKH SOEDINENII, 1977, (04): : 531 - 534
[9] Withanolides and Sucrose Esters from Physalis neomexicana
Cao, Cong-Mei
Wu, Xiaoqing
Kindscher, Kelly
Xu, Liang
Timmermann, Barbara N.
JOURNAL OF NATURAL PRODUCTS, 2015, 78 (10): : 2488 - 2493
[10] Withanolides from Physalis angulata L.
Okmanov, R. Ya
Makhmudova, M. M.
Bobaev, I. D.
Tashkhodjaev, B.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 804 - +

← 1 2 3 4 5 →