Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.

The title compound, C(21)H(28)O, was isolated from the cytotoxic lipid extract of the Fidjian soft coral Nephthea sp. The steroid showed inhibitory activity to human colon adenocarcinoma SW480 cells (IC(50) = 2.5 µg ml(−1)). The mol­ecular structure indicates that the A ring is almost planar (r.m.s....

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Detalles Bibliográficos
Autores principales: Tabot, Maria B., Schnakenburg, Gregor, Gross, Harald
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007447/
https://www.ncbi.nlm.nih.gov/pubmed/21588349
http://dx.doi.org/10.1107/S1600536810027352
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author Tabot, Maria B.
Schnakenburg, Gregor
Gross, Harald
author_facet Tabot, Maria B.
Schnakenburg, Gregor
Gross, Harald
author_sort Tabot, Maria B.
collection PubMed
description The title compound, C(21)H(28)O, was isolated from the cytotoxic lipid extract of the Fidjian soft coral Nephthea sp. The steroid showed inhibitory activity to human colon adenocarcinoma SW480 cells (IC(50) = 2.5 µg ml(−1)). The mol­ecular structure indicates that the A ring is almost planar (r.m.s. deviation = 0.032 Å), the B and C rings adopt chair conformations and the five-membered D ring is a half-chair. The B/C and C/D ring junctions are trans-fused.
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spelling pubmed-30074472010-12-30 Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp. Tabot, Maria B. Schnakenburg, Gregor Gross, Harald Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(28)O, was isolated from the cytotoxic lipid extract of the Fidjian soft coral Nephthea sp. The steroid showed inhibitory activity to human colon adenocarcinoma SW480 cells (IC(50) = 2.5 µg ml(−1)). The mol­ecular structure indicates that the A ring is almost planar (r.m.s. deviation = 0.032 Å), the B and C rings adopt chair conformations and the five-membered D ring is a half-chair. The B/C and C/D ring junctions are trans-fused. International Union of Crystallography 2010-07-17 /pmc/articles/PMC3007447/ /pubmed/21588349 http://dx.doi.org/10.1107/S1600536810027352 Text en © Tabot et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Tabot, Maria B.
Schnakenburg, Gregor
Gross, Harald
Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.
title Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.
title_full Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.
title_fullStr Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.
title_full_unstemmed Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.
title_short Pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral Nephthea sp.
title_sort pregna-1,4,20-trien-3-one, a cytotoxic marine steroid from the marine soft coral nephthea sp.
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007447/
https://www.ncbi.nlm.nih.gov/pubmed/21588349
http://dx.doi.org/10.1107/S1600536810027352
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AT schnakenburggregor pregna1420trien3oneacytotoxicmarinesteroidfromthemarinesoftcoralnephtheasp
AT grossharald pregna1420trien3oneacytotoxicmarinesteroidfromthemarinesoftcoralnephtheasp

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