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Molecules 2016, 21(11), 1589; doi:10.3390/molecules21111589

New Homoisoflavanes, a New Alkaloid and Spirostane Steroids from the Roots of Herreria montevidensis Klotzsch ex Griseb. (Herreriaceae)

1
Departamento de Produtos Naturais, Instituto de Tecnologia em Fármacos da Fundação Oswaldo Cruz–Farmanguinhos/Fiocruz, Rua Sizenando Nabuco 100, 21041-250 Rio de Janeiro, Brazil
2
Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, 3460000 Talca, Chile
In memory of Professor Gerhard Habermehl, Chemisches Institut der Tierärztlichen Hochschule Hannover, Germany, and Prof. Jasmin Jakupovic, Institut für Organische Chemie, TU Berlin, Berlin, Germany.
*
Author to whom correspondence should be addressed.
Academic Editor: Thomas J. Schmidt
Received: 15 September 2016 / Revised: 12 November 2016 / Accepted: 17 November 2016 / Published: 21 November 2016
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [558 KB, uploaded 21 November 2016]   |  

Abstract

The roots of the South American vine Herreria montevidensis Klotzsch ex Griseb. (Herreriaceae) are used in traditional medicine by several Amerindian groups of the Paraguayan Chaco. Little is known on the chemistry of the plant, despite its widespread use across the South American Chaco. From the ethyl acetate/methanol 1:1 extract of the roots, four new and one known homoisoflavanoid, two flavan derivatives, a stilbene, a new alkaloid, and three new and four known spirostane steroids were isolated. The corresponding structures were elucidated by spectroscopic and spectrometric means. The homoisoflavonoids of the plant are related to compounds isolated from the Dracaenaceae (formerly Agavaceae) sources of the Chinese crude drug Dragon’s Blood. The new alkaloid is a novel skeleton that can be used as a chemical marker of Herreria. The spirostane steroids suggest chemotaxonomic relations with the Liliales. This is the first comprehensive report on the chemistry of a South American Herreria species. View Full-Text
Keywords: Herreria montevidensis Klotzsch ex Griseb.; Herreriaceae; homoisoflavanoids; flavans; spirostane steroids; alkaloid Herreria montevidensis Klotzsch ex Griseb.; Herreriaceae; homoisoflavanoids; flavans; spirostane steroids; alkaloid
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Dutra-Behrens, M.; Schmeda-Hirschmann, G. New Homoisoflavanes, a New Alkaloid and Spirostane Steroids from the Roots of Herreria montevidensis Klotzsch ex Griseb. (Herreriaceae). Molecules 2016, 21, 1589.

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