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Mar. Drugs 2018, 16(3), 75; https://doi.org/10.3390/md16030075

Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum

1
Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 94450, Taiwan
2
Planning & Research Division, National Museum of Marine Biology and Aquarium, Pingtung 94450, Taiwan
3
Division of Pharmacognosy, Department of Medicinal Chemistry, Uppsala University, 75123 Uppsala, Sweden
4
Greenhouse Systems Technology Center, Central Region Campus, Industrial Technology Research Institute, Nantou 54041, Taiwan
5
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 80424, Taiwan
6
Doctoral Degree Program in Marine Biotechnology, National Sun Yat-sen University, Kaohsiung 80424, Taiwan
7
Doctoral Degree Program in Marine Biotechnology, Academia Sinica, Taipei 11529, Taiwan
8
Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 40447, Taiwan
9
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
*
Authors to whom correspondence should be addressed.
Received: 19 December 2017 / Revised: 1 February 2018 / Accepted: 23 February 2018 / Published: 27 February 2018
(This article belongs to the Special Issue Natural Products from Coral Reef Organisms)
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Abstract

Four new briarane diterpenoids, briaviolides K–N (14), have been obtained from the cultured-type octocoral Briareum violaceum. Using a spectroscopic approach, the structures of briaranes 14 were identified. This study employed an in vitro model of lipopolysaccharide (LPS)-induced inflammation in the murine macrophage RAW 264.7 cell line, and found that among the four briaranes, briarane 2 possessed anti-inflammatory activity against inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein expressions in cells. In addition, principal component analysis using the chemical global positioning system (ChemGPS) for natural products (ChemGPS-NP) was employed in order to analyze the structure-activity relationship (SAR), and the results indicated that the ring conformation of the compound has a leading role in suppressing the expressions of pro-inflammatory iNOS and COX-2 proteins in macrophages. View Full-Text
Keywords: Briareum violaceum; briarane; briaviolide; iNOS; COX-2; ChemGPS-NP Briareum violaceum; briarane; briaviolide; iNOS; COX-2; ChemGPS-NP
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Xu, J.-H.; Lai, K.-H.; Su, Y.-D.; Chang, Y.-C.; Peng, B.-R.; Backlund, A.; Wen, Z.-H.; Sung, P.-J. Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum. Mar. Drugs 2018, 16, 75.

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