Fragilides U-W: New 11,20-Epoxybriaranes from the Sea Whip Gorgonian Coral Junceella fragilis

Tung-Pin Su; Chien-Han Yuan; Yi-Ming Jhu; Bo-Rong Peng; Zhi-Hong Wen; Yu-Jen Wu; Tung-Ying Wu; Hong-Wen Liu; Ping-Jyun Sung

doi:10.3390/md17120706

Fragilides U-W: New 11,20-Epoxybriaranes from the Sea Whip Gorgonian Coral Junceella fragilis

Mar Drugs. 2019 Dec 15;17(12):706. doi: 10.3390/md17120706.

Authors

Tung-Pin Su^{1

2}, Chien-Han Yuan³, Yi-Ming Jhu³, Bo-Rong Peng², Zhi-Hong Wen⁴, Yu-Jen Wu⁵, Tung-Ying Wu^{6

7}, Hong-Wen Liu⁸, Ping-Jyun Sung^{1

2

4

9

10}

Affiliations

¹ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan.
² National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan.
³ Department of Otolaryngology, Kaohsiung Armed General Hospital, Kaohsiung 802, Taiwan.
⁴ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
⁵ Department of Nursing, Meiho University, Pingtung 912, Taiwan.
⁶ Department of Biological Science & Technology, Meiho University, Pingtung 912, Taiwan.
⁷ Department of Food Science and Nutrition, Meiho University, Pingtung 912, Taiwan.
⁸ Antai Medical Care Corporation Antai Tian-Sheng Memorial Hospital, Pingtung 928, Taiwan.
⁹ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan.
¹⁰ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan.

Abstract

Three new 11,20-epoxybriaranes-fragilides U-W (1-3), as well as two known metabolites, junceellonoid D (4) and junceellin (5), were obtained from the octocoral Junceella fragilis. The structures of briaranes 1-3 were elucidated by spectroscopic methods and briaranes 3 and 5 displayed inhibition effects on inducible nitric oxide synthase (iNOS) release from RAW264.7.

Keywords: Junceella fragilis; briarane; fragilide; gorgonian; iNOS; junceellin; junceellonoid.

MeSH terms

Animals
Anthozoa / physiology*
Cyclooxygenase 2 / metabolism
Cyclooxygenase Inhibitors / pharmacology
Diterpenes / chemistry
Diterpenes / classification
Diterpenes / metabolism*
Gene Expression Regulation, Enzymologic / drug effects
Magnetic Resonance Spectroscopy
Mice
Models, Molecular
Molecular Structure
Nitric Oxide Synthase Type II / antagonists & inhibitors
Nitric Oxide Synthase Type II / metabolism
RAW 264.7 Cells

Substances

Cyclooxygenase Inhibitors
Diterpenes
Nitric Oxide Synthase Type II
Ptgs2 protein, mouse
Cyclooxygenase 2