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Molecules 2017, 22(3), 393; doi:10.3390/molecules22030393

New Marine Sterols from a Gorgonian Pinnigorgia sp.

1,2,3
,
4,5,6
,
7,8
and
1,8,9,10,11,*
1
National Museum of Marine Biology & Aquarium, Pingtung 944, Taiwan
2
Doctoral Degree Program in Marine Biotechnology, National Sun Yat-sen University & Academia Sinica, Kaohsiung 804, Taiwan
3
Greenhouse Systems Technology Center, Central Region Campus, Industrial Technology Research Institute, Nantou 540, Taiwan
4
Graduate Institute of Natural Products, College of Medicine and Chinese Herbal Medicine Research Team, Healthy Aging Research Center, Chang Gung University, Taoyuan 333, Taiwan
5
Research Center for Chinese Herbal Medicine, Research Center for Food and Cosmetic Safety, and Graduate Institute of Health Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan
6
Department of Anesthesiology, Chang Gung Memorial Hospital, Taoyuan 333, Taiwan
7
School of Pharmacy, China Medical University, Taichung 404, Taiwan
8
Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan
9
Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan
10
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan
11
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 19 January 2017 / Revised: 27 February 2017 / Accepted: 28 February 2017 / Published: 3 March 2017
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [854 KB, uploaded 3 March 2017]   |  

Abstract

Continuous chemical investigation of the gorgonian coral Pinnigorgia sp. resulted in the isolation of two new sterols, 5α,6α-epoxy-(22E,24R)-3β,11-dihydroxy-9,11-secoergosta-7-en-9-one (1) and (22R)-acetoxy-(24ξ)-ergosta-5-en-3β,25-diol (2). The structures of sterols 1 and 2 were elucidated using spectroscopic methods. Sterol 1 displayed inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils with IC50 values of 8.65 and 5.86 μM, respectively. The structure of a known metabolite, pubinernoid A (3), is revised as (+)-loliolide (4). View Full-Text
Keywords: gorgonian; Pinnigorgia; anti-inflammatory; superoxide anion; elastase; pubinernoid A; loliolide gorgonian; Pinnigorgia; anti-inflammatory; superoxide anion; elastase; pubinernoid A; loliolide
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Chang, Y.-C.; Hwang, T.-L.; Chao, C.-H.; Sung, P.-J. New Marine Sterols from a Gorgonian Pinnigorgia sp.. Molecules 2017, 22, 393.

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