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Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities

Chemical investigation on the soft coral Sarcophyton sp. collected from the South China Sea yielded three new polyhydroxylated steroids, compounds (1–3), together with seven known ones (4–10). Their structures were established by extensive spectroscopic methods and comparison of their data with thos...

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Autores principales: Gong, Kai-Kai, Tang, Xu-Li, Zhang, Gang, Cheng, Can-Ling, Zhang, Xing-Wang, Li, Ping-Lin, Li, Guo-Qiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3877887/
https://www.ncbi.nlm.nih.gov/pubmed/24317470
http://dx.doi.org/10.3390/md11124788
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author Gong, Kai-Kai
Tang, Xu-Li
Zhang, Gang
Cheng, Can-Ling
Zhang, Xing-Wang
Li, Ping-Lin
Li, Guo-Qiang
author_facet Gong, Kai-Kai
Tang, Xu-Li
Zhang, Gang
Cheng, Can-Ling
Zhang, Xing-Wang
Li, Ping-Lin
Li, Guo-Qiang
author_sort Gong, Kai-Kai
collection PubMed
description Chemical investigation on the soft coral Sarcophyton sp. collected from the South China Sea yielded three new polyhydroxylated steroids, compounds (1–3), together with seven known ones (4–10). Their structures were established by extensive spectroscopic methods and comparison of their data with those of the related known compounds. All the isolates possessed the 3β,5α,6β-trihydroxylated steroidal nucleus. The cytotoxicities against selected HL-60, HeLa and K562 tumor cell lines and anti-H1N1 (Influenza A virus (IAV)) activities for the isolates were evaluated. Compounds 2, 3 and 5–8 exhibited potent activities against K562 cell lines with IC(50) values ranging from 6.4 to 10.3 μM. Compounds 1, 6–8 potently inhibited the growth of HL-60 tumor cell lines, and 6 also showed cytotoxicity towards HeLa cell lines. In addition, preliminary structure-activity relationships for the isolates are discussed. The OAc group at C-11 is proposed to be an important pharmacophore for their cytotoxicities in the 3β,5α,6β-triol steroids. Compounds 4 and 9 exhibited significant anti-H1N1 IAV activity with IC(50) values of 19.6 and 36.7 μg/mL, respectively.
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spelling pubmed-38778872014-01-02 Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities Gong, Kai-Kai Tang, Xu-Li Zhang, Gang Cheng, Can-Ling Zhang, Xing-Wang Li, Ping-Lin Li, Guo-Qiang Mar Drugs Article Chemical investigation on the soft coral Sarcophyton sp. collected from the South China Sea yielded three new polyhydroxylated steroids, compounds (1–3), together with seven known ones (4–10). Their structures were established by extensive spectroscopic methods and comparison of their data with those of the related known compounds. All the isolates possessed the 3β,5α,6β-trihydroxylated steroidal nucleus. The cytotoxicities against selected HL-60, HeLa and K562 tumor cell lines and anti-H1N1 (Influenza A virus (IAV)) activities for the isolates were evaluated. Compounds 2, 3 and 5–8 exhibited potent activities against K562 cell lines with IC(50) values ranging from 6.4 to 10.3 μM. Compounds 1, 6–8 potently inhibited the growth of HL-60 tumor cell lines, and 6 also showed cytotoxicity towards HeLa cell lines. In addition, preliminary structure-activity relationships for the isolates are discussed. The OAc group at C-11 is proposed to be an important pharmacophore for their cytotoxicities in the 3β,5α,6β-triol steroids. Compounds 4 and 9 exhibited significant anti-H1N1 IAV activity with IC(50) values of 19.6 and 36.7 μg/mL, respectively. MDPI 2013-12-02 /pmc/articles/PMC3877887/ /pubmed/24317470 http://dx.doi.org/10.3390/md11124788 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Gong, Kai-Kai
Tang, Xu-Li
Zhang, Gang
Cheng, Can-Ling
Zhang, Xing-Wang
Li, Ping-Lin
Li, Guo-Qiang
Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities
title Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities
title_full Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities
title_fullStr Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities
title_full_unstemmed Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities
title_short Polyhydroxylated Steroids from the South China Sea Soft Coral Sarcophyton sp. and Their Cytotoxic and Antiviral Activities
title_sort polyhydroxylated steroids from the south china sea soft coral sarcophyton sp. and their cytotoxic and antiviral activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3877887/
https://www.ncbi.nlm.nih.gov/pubmed/24317470
http://dx.doi.org/10.3390/md11124788
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