Pinnigorgiols A-C, 9,11-secosterols with a rare ring arrangement from a gorgonian coral Pinnigorgia sp.

Yu Chia Chang, Liang Mou Kuo, Jui Hsin Su, Tsong Long Hwang, Yueh Hsiung Kuo, Chan Shing Lin, Yang Chang Wu, Jyh Horng Sheu, Ping Jyun Sung

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12 Scopus citations

Abstract

Pinnigorgiols A-C (1-3), three novel 9,11-secosterols with a rare carbon skeleton arrangement, were isolated from a gorgonian coral identified as Pinnigorgia sp. Compounds 1-3 possess novel carbon skeletons, which include a tricyclo[5,2,1,1]decane ring. The structures of 1-3 were established on the basis of spectroscopic methods. The novel compounds 1-3 were tested for in vitro cytotoxicity in hepatic stellate cells (HSCs) and displayed inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils. Proliferation of HSCs plays a key role in the pathogenesis of liver fibrosis.

Original languageEnglish (US)
Pages (from-to)999-1004
Number of pages6
JournalTetrahedron
Volume72
Issue number7
DOIs
StatePublished - Feb 18 2016

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Keywords

  • 9,11-Secosterol
  • Elastase
  • Hepatic stellate cell
  • Pinnigorgia
  • Pinnigorgiol
  • Superoxide anion

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Chang, Y. C., Kuo, L. M., Su, J. H., Hwang, T. L., Kuo, Y. H., Lin, C. S., Wu, Y. C., Sheu, J. H., & Sung, P. J. (2016). Pinnigorgiols A-C, 9,11-secosterols with a rare ring arrangement from a gorgonian coral Pinnigorgia sp. Tetrahedron, 72(7), 999-1004. https://doi.org/10.1016/j.tet.2015.12.072