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Literature DB >> 1412572

Two new 9,11-secosterols from the marine sponge Spongia officinalis. Synthesis of 9,11-seco-3 beta,6 alpha,11-trihydroxy-5 alpha-cholest-7-en-9-one.

Abstract

Two new 9,11-secosterol, 9,11-seco-3 beta,6 alpha,11-trihydroxy-5 alpha-cholest-7-en-9-one (2) and 9,11-seco-3 beta,6 alpha,11-trihydroxy-24- methylene-5 alpha-cholest-7-en-9-one (3), have been isolated from the marine sponge Spongia officinalis and their structures elucidated by analysis of spectral data including 1H nuclear magnetic resonance correlation spectroscopy (COSY) experiments. Partial synthesis of 2 starting from 3 beta,6 alpha-dihydroxy-9-oxo-9,11-seco-5 alpha-cholest-7-en-11- al (1) confirmed the structure assignment.

Entities: Chemical Species

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Year: 1992 PMID： 1412572 DOI： 10.1016/0039-128x(92)90054-d

Source DB: PubMed Journal: Steroids ISSN： 0039-128X Impact factor: 2.668

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Cited

8 in total

Review 1. The Role of Spongia sp. in the Discovery of Marine Lead Compounds.

Authors: Patrícia Máximo; Luísa M Ferreira; Paula Branco; Pedro Lima; Ana Lourenço
Journal: Mar Drugs Date: 2016-07-23 Impact factor: 5.118

2. 3β,6β-Diacet-oxy-5,9α-dihy-droxy-5α-cholest-7-en-11-one acetic acid 0.04-solvate.

Authors: Vincenzo Piccialli; Giorgia Oliviero; Nicola Borbone; Roberto Centore; Angela Tuzi
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2013-05-11

3. Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea.

Authors: Chao-Yi Wang; Kai-Ling Wang; Pei-Yuan Qian; Ying Xu; Min Chen; Juan-Juan Zheng; Min Liu; Chang-Lun Shao; Chang-Yun Wang
Journal: AMB Express Date: 2016-10-26 Impact factor: 3.298

Review 4. Steroids from sponges: recent reports.

Authors: A Aiello; E Fattorusso; M Menna
Journal: Steroids Date: 1999-10 Impact factor: 2.668

5. An Anti-Inflammatory 2,4-Cyclized-3,4-Secospongian Diterpenoid and Furanoterpene-Related Metabolites of a Marine Sponge Spongia sp. from the Red Sea.

Authors: Chi-Jen Tai; Chiung-Yao Huang; Atallah F Ahmed; Raha S Orfali; Walied M Alarif; Yusheng M Huang; Yi-Hsuan Wang; Tsong-Long Hwang; Jyh-Horng Sheu
Journal: Mar Drugs Date: 2021-01-16 Impact factor: 5.118

Two new 9,11-secosterols from the marine sponge Spongia officinalis. Synthesis of 9,11-seco-3 beta,6 alpha,11-trihydroxy-5 alpha-cholest-7-en-9-one.

Review 1. The Role of Spongia sp. in the Discovery of Marine Lead Compounds.

2. 3β,6β-Diacet-oxy-5,9α-dihy-droxy-5α-cholest-7-en-11-one acetic acid 0.04-solvate.

3. Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea.

Review 4. Steroids from sponges: recent reports.

5. An Anti-Inflammatory 2,4-Cyclized-3,4-Secospongian Diterpenoid and Furanoterpene-Related Metabolites of a Marine Sponge Spongia sp. from the Red Sea.

6. The Chemically Highly Diversified Metabolites from the Red Sea Marine Sponge Spongia sp.

7. 3β,6α-Diacet-oxy-5,9α-dihy-droxy-5α-cholest-7-en-11-one.

8. Crystal structure of an ep-oxy-sterol: 9α,11α-ep-oxy-5α-cholest-7-ene-3β,5,6α-triol 3,6-di-acetate.