Antimycotic spirostanol saponins from Solanum hispidum leaves and their structure-activity relationships

Journal of Natural Products
Manases GonzálezLaura Alvarez

Abstract

A new spirostanol saponin, together with three known saponins, were isolated from the leaves of Solanum hispidum. The structure of the new saponin was elucidated as 6alpha-O-beta-D-quinovopyranosyl-(25S)-5alpha-spirostan-3beta-ol (1) on the basis of spectroscopic analysis (1H NMR, 13C NMR, 1H-1H COSY, HMQC, HMBC, and HRFABMS). All of the isolated compounds showed antimycotic activity. The most active compound was 6alpha-O-[beta-D-xylopyranosyl-(1-->3)-beta-D-quinovopyranosyl]-(25S)-5alpha-spirostan-3beta-ol (2) (MIC = 25 microg/mL against both Trichophyton mentagrophytes and T. rubrum). The structure-activity relationships of the isolated compounds and those isolated from S. chrysotrichum are discussed.

Citations

Jul 11, 2013·Phytochemistry·Chia-Lin LeeYang-Chang Wu
Oct 30, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Manáses González-CortazarMaribel Herrera-Ruiz
Dec 12, 2012·Phytochemistry·Alida Pérez ColmenaresMarie-Aleth Lacaille-Dubois
Dec 17, 2015·Phytotherapy Research : PTR·Chieu Anh Kim TaJohn T Arnason
May 25, 2011·Mycoses·Victor M Navarro-GarcíaGerardo Zepeda
Feb 3, 2006·Journal of Chromatography. a·W Oleszek, Z Bialy
Jul 19, 2014·Journal of Natural Products·Chia-Lin LeeYang-Chang Wu
Jul 27, 2018·Journal of Agricultural and Food Chemistry·Alexander B Valerino-DíazLourdes Campaner Dos Santos
May 11, 2017·Journal of Agricultural and Food Chemistry·Yihai WangXiangjiu He
Jul 26, 2005·Journal of Natural Products·Yesenia Herrera-SalgadoLaura Alvarez

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