Literature DB >> 25457493

Withanolides from Physalis coztomatl.

Huaping Zhang1, Cong-Mei Cao1, Robert J Gallagher1, Victor W Day2, Kelly Kindscher3, Barbara N Timmermann4.   

Abstract

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 (13)C NMR shifts of C-12, 13, 14 and 16. Such analysis established that coagulansin A contains a 17α-hydroxy moiety rather than the reported 17β-hydroxy functionality, and has been revised accordingly.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Coagulansin A; Physacoztolide; Physalis coztomatl; Solanaceae; Structure revision; Withanolide

Mesh:

Substances:

Year:  2014        PMID: 25457493     DOI: 10.1016/j.phytochem.2014.10.012

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  4 in total

1.  Production and Structural Diversification of Withanolides by Aeroponic Cultivation of Plants of Solanaceae: Cytotoxic and Other Withanolides from Aeroponically Grown Physalis coztomatl.

Authors:  Ya-Ming Xu; E M Kithsiri Wijeratne; Manping X Liu; Lijiang Xuan; Wenqiong Wang; A A Leslie Gunatilaka
Journal:  Molecules       Date:  2022-01-28       Impact factor: 4.411

Review 2.  Recent Advances in the Chemistry and Therapeutic Evaluation of Naturally Occurring and Synthetic Withanolides.

Authors:  Amandeep Singh; Asif Raza; Shantu Amin; Chendil Damodaran; Arun K Sharma
Journal:  Molecules       Date:  2022-01-28       Impact factor: 4.411

3.  Control of the stereochemistry of C14 hydroxyl during the total synthesis of withanolide E and physachenolide C.

Authors:  M Anees; S Nayak; K Afarinkia; V Vinader
Journal:  RSC Adv       Date:  2018-11-27       Impact factor: 4.036

Review 4.  Antitumor Profile of Carbon-Bridged Steroids (CBS) and Triterpenoids.

Authors:  Valery M Dembitsky; Tatyana A Gloriozova; Vladimir V Poroikov
Journal:  Mar Drugs       Date:  2021-06-03       Impact factor: 5.118

  4 in total

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