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A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae)
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 alkaloid...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271486/ https://www.ncbi.nlm.nih.gov/pubmed/25230120 http://dx.doi.org/10.3390/molecules190914637 |
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author | e Rocha, Michelle Rodrigues de Souza, Jucimar Jorgeane Barcellos, Lucas Tricarico Sant’Anna, Carlos Mauricio R. Braz-Filho, Raimundo Vieira, Ivo José Curcino |
author_facet | e Rocha, Michelle Rodrigues de Souza, Jucimar Jorgeane Barcellos, Lucas Tricarico Sant’Anna, Carlos Mauricio R. Braz-Filho, Raimundo Vieira, Ivo José Curcino |
author_sort | e Rocha, Michelle Rodrigues |
collection | PubMed |
description | 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 5–8 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. |
format | Online Article Text |
id | pubmed-6271486 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62714862018-12-27 A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) e Rocha, Michelle Rodrigues de Souza, Jucimar Jorgeane Barcellos, Lucas Tricarico Sant’Anna, Carlos Mauricio R. Braz-Filho, Raimundo Vieira, Ivo José Curcino Molecules Article 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 5–8 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. MDPI 2014-09-16 /pmc/articles/PMC6271486/ /pubmed/25230120 http://dx.doi.org/10.3390/molecules190914637 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article e Rocha, Michelle Rodrigues de Souza, Jucimar Jorgeane Barcellos, Lucas Tricarico Sant’Anna, Carlos Mauricio R. Braz-Filho, Raimundo Vieira, Ivo José Curcino A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) |
title | A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) |
title_full | A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) |
title_fullStr | A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) |
title_full_unstemmed | A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) |
title_short | A Novel 3,9-(1,2,3-Trioxocine)-Type Steroid of Rauia nodosa (Rutaceae) |
title_sort | novel 3,9-(1,2,3-trioxocine)-type steroid of rauia nodosa (rutaceae) |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271486/ https://www.ncbi.nlm.nih.gov/pubmed/25230120 http://dx.doi.org/10.3390/molecules190914637 |
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