Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from <i>Rumphella antipathes</i> (Linnaeus, 1758)
Yu-Chia Chang,
Chih-Chao Chiang,
Yuan-Shiun Chang,
Jih-Jung Chen,
Wei-Hsien Wang,
Lee-Shing Fang,
Hsu-Ming Chung,
Tsong-Long Hwang,
Ping-Jyun Sung
Affiliations
Yu-Chia Chang
Research Center for Chinese Herbal Medicine, Graduate Institute of Healthy Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333324, Taiwan
Chih-Chao Chiang
Graduate Institute of Clinical Medical Sciences, College of Medicine, Chang Gung University, Taoyuan 333323, Taiwan
Yuan-Shiun Chang
Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, College of Chinese Medicine, China Medical University, Taichung 404333, Taiwan
Jih-Jung Chen
Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112304, Taiwan
Wei-Hsien Wang
Department of Marine Biotechnology and Resources, College of Marine Sciences, National Sun Yat-sen University, Kaohsiung 804201, Taiwan
Lee-Shing Fang
Department of Marine Biotechnology and Resources, College of Marine Sciences, National Sun Yat-sen University, Kaohsiung 804201, Taiwan
Hsu-Ming Chung
Department of Applied Chemistry, College of Science, National Pingtung University, Pingtung 900393, Taiwan
Tsong-Long Hwang
Research Center for Chinese Herbal Medicine, Graduate Institute of Healthy Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333324, Taiwan
Ping-Jyun Sung
Department of Marine Biotechnology and Resources, College of Marine Sciences, National Sun Yat-sen University, Kaohsiung 804201, Taiwan
Two previously undescribed caryophyllane-related sesquiterpenoids, antipacids A (1) and B (2), with a novel bicyclo[5.2.0] core skeleton, and known compound clovane-2β,9α-diol (3), along with rumphellolide L (4), an esterified product of 1 and 3, were isolated from the organic extract of octocoral Rumphella antipathes. Their structures, including the absolute configurations were elucidated by spectroscopic and chemical experiments. In vivo anti-inflammatory activity analysis indicated that antipacid B (2) inhibited the generation of superoxide anions and the release of elastase by human neutrophils, with IC50 values of 11.22 and 23.53 μM, respectively, while rumphellolide L (4) suppressed the release of elastase with an IC50 value of 7.63 μM.
