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. 2016 Jan 7;14(1):12.
doi: 10.3390/md14010012.

Pinnisterols A-C, New 9,11-Secosterols from a Gorgonian Pinnigorgia sp

Affiliations

Pinnisterols A-C, New 9,11-Secosterols from a Gorgonian Pinnigorgia sp

Yu-Chia Chang et al. Mar Drugs. .

Abstract

Three new 9,11-secosterols, pinnisterols A-C (1-3), were isolated from a gorgonian coral Pinnigorgia sp., collected off the waters of Taiwan. The structures of these compounds were elucidated on the basis of spectroscopic methods. The new sterols 1 and 3 displayed significant inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils, and sterol 1 was found to show moderate cytotoxicity in hepatic stellate cells (HSCs).

Keywords: HSCs; Pinnigorgia; anti-inflammatory; cytotoxicity; elastase; gorgonian; secosterol; superoxide anion.

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Figures

Figure 1
Figure 1
Gorgonian coral Pinnigorgia sp. and the structures of 9,11-secosterols 14.
Figure 2
Figure 2
Selected NOESY correlations observed for 1.
Figure 3
Figure 3
The 13C NMR chemical shifts of the side-chain of pinnisterol A (1), (22E,24R)-24-methyl- cholesta-5,22-dien-3β-ol (A) and (22E,24S)-24-methylcholesta-5,22-dien-3β-ol (B) [8].
Figure 4
Figure 4
Compounds 13 decreased viability of HSC-T6 in 10 μM for 24 h. Cells were treated with DMSO (control) and coral crude extract at 6 μg/mL. Cytotoxicity assay was monitored spectrophotometrically at 450 nm. Quantitative data are expressed as the mean ± S.E.M. (n = 3–4). ** p < 0.01, *** p < 0.001 compared to basal.

References

    1. Duh C.-Y., Li C.-H., Wang S.-K., Dai C.-F. Diterpenoids, norditerpenoids, and secosteroids from the Formosan soft coral Cespitularia hypotentaculata. J. Nat. Prod. 2006;69:1188–1192. doi: 10.1021/np0505465. - DOI - PubMed
    1. Chen B.-W., Chang S.-M., Huang C.-Y., Su J.-H., Wen Z.-H., Wu Y.-C., Sheu J.-H. Hirsutosterols A–G, polyoxygenated steroids from a Formosan soft coral Cladiella hirsuta. Org. Biomol. Chem. 2011;9:3272–3278. doi: 10.1039/c1ob05106g. - DOI - PubMed
    1. Huang C.-Y., Su J.-H., Duh C.-Y., Chen B.-W., Wen Z.-H., Kuo Y.-H., Sheu J.-H. A new 9,11-secosterol from the soft coral Sinularia granosa. Bioorg. Med. Chem. Lett. 2012;22:4373–4376. doi: 10.1016/j.bmcl.2012.05.002. - DOI - PubMed
    1. Su J.-H., Tseng Y.-J., Huang H.-H., Ahmed A.F., Lu C.-K., Wu Y.-C., Sheu J.-H. 9,11-Secosterols from the soft corals Sinularia lochmodes and Sinularia leptoclados. J. Nat. Prod. 2006;69:850–852. doi: 10.1021/np060031t. - DOI - PubMed
    1. Cheng S.-Y., Chen H.-P., Wang S.-K., Duh C.-Y. Three new 9,11-secosterols from the Formosan soft coral Sinularia leptoclados. Bull. Chem. Soc. Jpn. 2011;84:648–652. doi: 10.1246/bcsj.20110046. - DOI

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