Advanced search
Publication Cover
Natural Product Research
Formerly Natural Product Letters
Volume 34, 2020 - Issue 13
Submit an article Journal homepage
523
Views
10
CrossRef citations to date
0
Altmetric
Research Articles

A new 5α,8α-epidioxysterol with immunosuppressive activity from the South China Sea soft coral Sinularia sp.

Min YangState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai201203, China; ;University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing100049, China; View further author information
,
Lin-Fu LiangState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai201203, China; ;College of Materials Science and Engineering, Central South University of Forestry and Technology, 498 South Shaoshan Road, Changsha410004, China; ORCID Iconhttp://orcid.org/0000-0002-7453-5572View further author information
ORCID Icon,
Heng LiState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai201203, China; ;University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing100049, China; View further author information
,
Wei TangState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai201203, China; ;University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing100049, China; View further author information
&
Yue-Wei GuoState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai201203, China; ;University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing100049, China; ;Open Studio for Druggability Research of Marine Natural Products, Pilot National Laboratory for Marine Science and Technology (Qingdao), 1 Wenhai Road, Aoshanwei, Jimo, Qingdao266237, ChinaCorrespondence[email protected] [email protected]
ORCID Iconhttp://orcid.org/0000-0003-0413-2070View further author information
ORCID Icon
Pages 1814-1819 | Received 10 Nov 2018, Accepted 11 Dec 2018, Published online: 29 Jan 2019

References

  • Ahmed AF, Tai S-H, Wu Y-C, Sheu J-H. 2007. Sinugrandisterols A–D, trihydroxysteroids from the soft coral Sinularia grandilobata. Steroids. 72(4):368–374.
  • Chen W-T, Liu H-L, Yao L-G, Guo Y-W. 2014. 9,11-Secosteroids and polyhydroxylated steroids from two South China Sea soft corals Sarcophyton trocheliophorum and Sinularia flexibilis. Steroids. 92:56–61.
  • D'Auria MV, Minale L, Riccio R. 1993. Polyoxygenated steroids of marine origin. Chem Rev. 93(5):1839–1895.
  • Gong J-X, Miao Z-H, Yao L-G, Ding J, Kurtán T, Guo Y-W. 2010. Stereoselective synthesis of methyl spongoate, a new steroid with potent antitumor activities. Synlett. 2010(3):480–482.
  • Ioannou E, Abdel-Razik AF, Zervou M, Christofidis D, Alexi X, Vagias C, Alexis MN, Roussis V. 2009. 5α,8α-Epidioxysterols from the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum: isolation and evaluation of their antiproliferative activity. Steroids. 74(1):73–80.
  • Kahan BD. 2003. Individuality: the barrier to optimal immunosuppression. Nat Rev Immunol. 3:831–838.
  • Lakshmi V, Kumar R. 2009. Metabolites from Sinularia species. Nat Prod Res. 23(9):801–850.
  • Li S-W, Chen W-T, Yao L-G, Guo Y-W. 2018. Two new cytotoxic steroids from the Chinese soft coral Sinularia sp. Steroids. 136:17–21.
  • Liang L-F, Wang X-J, Zhang H-Y, Liu H-L, Li J, Lan L-F, Zhang W, Guo Y-W. 2013. Bioactive polyhydroxylated steroids from the Hainan soft coral Sinularia depressa Tixier-Durivault. Bioorg Med Chem Lett. 23(5):1334–1337.
  • Liu J, Li H, Chen K, Zuo J, Guo Y-W, Tang W, Li X-W. 2018. Design and synthesis of marine phidianidine derivatives as potential immunosuppressive agents. J Med Chem. DOI: 10.1021/acs.jmedchem.1028b01430.
  • Sarma NS, Krishna MS, Pasha SG, Rao TSP, Venkateswarlu Y, Parameswaran PS. 2009. Marine metabolites: the sterols of soft coral†. Chem Rev. 109(6):2803–2828.
  • Su T-R, Liang K-J, Chiang MY, Lu M-C, Wue Y-J, Su J-H. 2013. 5α,8α-Epidioxysterols from a Formosan sponge, Axinyssa sp. Nat Prod Commun. 8(11):1535–1536.
  • Sun D-Y, Han G-Y, Yang N-N, Lan L-F, Li X-W, Guo Y-W. 2018. Racemic trinorsesquiterpenoids from the Beihai sponge Spongia officinalis: structure and biomimetic total synthesis. Org Chem Front. 5(6):1022–1027.
  • Sun H, Liu F, Feng M-R, Peng Q, Liao X-J, Liu T-T, Zhang J, Xu S-H. 2016. Isolation of a new cytotoxic polyhydroxysterol from the South China Sea soft coral Sinularia sp. Nat Prod Res. 30(24):2819–2824.
  • Wan J, Zhu Y-N, Feng J-Q, Chen H-J, Zhang R-J, Ni J, Chen Z-H, Hou L-F, Liu Q-F, Zhang J, et al. 2008. Periplocoside A, a pregnane glycoside from Periploca sepium Bge, prevents concanavalin A-induced mice hepatitis through inhibiting NKT-derived inflammatory cytokine productions. Int Immunopharmacol. 8(9):1248–1256.
  • Wang J-F, Huang Y-J, Fang M-J, Xie W-L, Su W-J, Zhao Y-F. 2004. 5α,8α-Epidioxyergosta-6,22-dien-3β-ol (ergosterol peroxide) methanol solvate. Acta Crystallogr, Sect E. 60(5):o764–o765.
  • Ye F, Li J, Wu Y, Zhu Z-D, Mollo E, Gavagnin M, Gu Y-C, Zhu W-L, Li X-W, Guo Y-W. 2018. Sarinfacetamides A and B, nitrogenous diterpenoids with tricyclo[6.3.1.01,5]dodecane scaffold from the South China Sea soft coral Sarcophyton infundibuliforme. Org Lett. 20(9):2637–2640.
  • Ye F, Zhu Z-D, Chen J-S, Li J, Gu Y-C, Zhu W-L, Li X-W, Guo Y-W. 2017. Xishacorenes A–C, diterpenes with bicyclo[3.3.1]nonane nucleus from the Xisha soft coral Sinularia polydactyla. Org Lett. 19(16):4183–4186.
  • Yu S, Deng Z, van Ofwegen L, Proksch P, Lin W. 2006. 5,8-Epidioxysterols and related derivatives from a Chinese soft coral Sinularia flexibilis. Steroids. 71(11–12):955–959.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.