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New 11,20-Epoxybriaranes from the Gorgonian Coral Junceella fragilis (Ellisellidae)

1
Department of Neurosurgery, Kaohsiung Chang Gung Memorial Hospital and Chang Gung University College of Medicine, Kaohsiung 833, Taiwan
2
National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan
3
Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan
4
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan
5
Research Center for Chinese Herbal Medicine, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan
6
Research Center for Food and Cosmetic Safety, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan
7
Graduate Institute of Healthy Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan
8
Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan
9
Chinese Herbal Medicine Research Team, Healthy Aging Research Center, Chang Gung University, Taoyuan 333, Taiwan
10
Department of Anaesthesiology, Chang Gung Memorial Hospital, Taoyuan 333, Taiwan
11
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan
12
Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan
*
Authors to whom correspondence should be addressed.
Academic Editors: Pavel B. Drasar and Vladimir A. Khripach
Molecules 2019, 24(13), 2487; https://doi.org/10.3390/molecules24132487
Received: 14 June 2019 / Revised: 29 June 2019 / Accepted: 5 July 2019 / Published: 7 July 2019
(This article belongs to the Special Issue Terpenes and Terpene Derivatives)
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PDF [2287 KB, uploaded 7 July 2019]
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Abstract

Two new 11,20-epoxybriaranes, fragilides P (1) and Q (2), as well as two known analogues, robustolide F (3) and juncin Z (4), were obtained from the gorgonian coral Junceella fragilis. The structures, including the absolute configurations of briaranes 1 and 2, were elucidated by using spectroscopic methods and comparing the spectroscopic and rotation data with those of known related analogues. Briarane 4 decreased the generation of superoxide anions by human neutrophils. The propionate group in 1 is rarely found. View Full-Text
Keywords: Junceella fragilis; fragilide; briarane; superoxide anion Junceella fragilis; fragilide; briarane; superoxide anion
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Lin, C.-C.; Su, J.-H.; Chen, W.-F.; Wen, Z.-H.; Peng, B.-R.; Huang, L.-C.; Hwang, T.-L.; Sung, P.-J. New 11,20-Epoxybriaranes from the Gorgonian Coral Junceella fragilis (Ellisellidae). Molecules 2019, 24, 2487.

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