Next Article in Journal
Eurycomanone and Eurycomanol from Eurycoma longifolia Jack as Regulators of Signaling Pathways Involved in Proliferation, Cell Death and Inflammation
Previous Article in Journal
The Content of Phenolic Compounds in Leaf Tissues of White (Aesculus hippocastanum L.) and Red Horse Chestnut (Aesculus carea H.) Colonized by the Horse Chestnut Leaf Miner (Cameraria ohridella Deschka & Dimić)
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(9), 14637-14648;

A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae)

Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Campos dos Goytacazes 28013-602, Brazil
Departamento de Química, Instituto de Ciência Exatas, Universidade Federal Rural do Rio de Janeiro, Seropédica 23890-000, Brazil
Author to whom correspondence should be addressed.
Received: 23 June 2014 / Revised: 25 August 2014 / Accepted: 1 September 2014 / Published: 16 September 2014
(This article belongs to the Section Natural Products Chemistry)
Full-Text   |   PDF [1026 KB, uploaded 16 September 2014]   |  


A new natural product, a 3,9-(1,2,3-trioxocine)-type steroid, named rauianodoxy (6), was isolated from Rauia nodosa, together with five steroids: sistostenone (1), stigmastenone (2), sitosterol (3), stigmasterol (4) and ergosterol peroxide (5), one coumarin, O-geranylosthenol (7), and three alkaloids, N-methylflindersine (8), zantobungeanine (9) and veprissine (10). Compounds 58 were isolated for the first time in the genus Rauia. These compounds were characterized on the basis of their spectral data, mainly one and two-dimensional NMR, and mass spectra, also involving comparison with the literature data. Theoretical studies at the DFT level reveal structural parameters for the 1,2,3-trioxole bridge compatible with known structures containing a similar group. View Full-Text
Keywords: Rutaceae; Rauia nodosa; steroids; alkaloids; coumarins Rutaceae; Rauia nodosa; steroids; alkaloids; coumarins

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material


Share & Cite This Article

MDPI and ACS Style

Rocha, M.R.; de Souza, J.J.; Barcellos, L.T.; Sant'Anna, C.M.R.; Braz-Filho, R.; Vieira, I.J.C. A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae). Molecules 2014, 19, 14637-14648.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top