1. Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758)
- Author
-
Tsong-Long Hwang, Ping-Jyun Sung, Lee Shing Fang, Yu-Chia Chang, Hsu Ming Chung, Chih Chao Chiang, Wei Hsien Wang, Yuan-Shiun Chang, and Jih Jung Chen
- Subjects
medicine.drug_class ,Stereochemistry ,Neutrophils ,Anti-Inflammatory Agents ,Pharmaceutical Science ,010402 general chemistry ,01 natural sciences ,Anti-inflammatory ,Article ,Rumphella antipathes ,chemistry.chemical_compound ,Structure-Activity Relationship ,In vivo ,Superoxides ,Drug Discovery ,Ic50 values ,medicine ,antipacid ,elastase ,Animals ,Humans ,lcsh:QH301-705.5 ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,IC50 ,Polycyclic Sesquiterpenes ,Bicyclic molecule ,biology ,Molecular Structure ,010405 organic chemistry ,Superoxide ,Elastase ,caryophyllane ,clovane ,Antipathes ,rumphellolide ,biology.organism_classification ,Anthozoa ,0104 chemical sciences ,lcsh:Biology (General) ,chemistry ,superoxide anion ,Leukocyte Elastase - Abstract
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-2&beta, 9&alpha, 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 &mu, M, respectively, while rumphellolide L (4) suppressed the release of elastase with an IC50 value of 7.63 &mu, M.
- Published
- 2020