Cembranoids from Octocoral Lobophytum crassum (von Marenzeller, 1886)

Yao-Tsung Yeh; Sung-Chun Lin; Gene-Hsiang Lee; Zhi-Hong Wen; Tsong-Long Hwang; Yu-Jen Wu; Jih-Jung Chen; Lee-Shing Fang; Mei-Kang Yuan; Ping-Jyun Sung

doi:10.3390/md19030130

Cembranoids from Octocoral Lobophytum crassum (von Marenzeller, 1886)

Mar Drugs. 2021 Feb 27;19(3):130. doi: 10.3390/md19030130.

Authors

Yao-Tsung Yeh^{1

2}, Sung-Chun Lin³, Gene-Hsiang Lee⁴, Zhi-Hong Wen^{5

6}, Tsong-Long Hwang^{7

8

9

10}, Yu-Jen Wu¹¹, Jih-Jung Chen¹², Lee-Shing Fang^{5

13

14}, Mei-Kang Yuan^{15

16}, Ping-Jyun Sung^{1

2

5

17

18}

Affiliations

¹ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944401, Taiwan.
² National Museum of Marine Biology and Aquarium, Pingtung 944401, Taiwan.
³ Department of Orthopaedic Surgery, Ping-Tung Christian Hospital, Pingtung 900026, Taiwan.
⁴ Instrumentation Center, National Taiwan University, Taipei 106319, Taiwan.
⁵ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804201, Taiwan.
⁶ Institute of BioPharmaceutical Sciences, National Sun Yat-sen University, Kaohsiung 804201, Taiwan.
⁷ Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333323, Taiwan.
⁸ 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.
⁹ Department of Anaesthesiology, Chang Gung Memorial Hospital, Taoyuan 333423, Taiwan.
¹⁰ Department of Chemical Engineering, Ming Chi University of Technology, New Taipei City 243303, Taiwan.
¹¹ Department of Food Science and Nutrition, Meiho University, Pingtung 912009, Taiwan.
¹² Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang Ming Chiao Tung University, Taipei 112304, Taiwan.
¹³ Center for Environmental Toxin and Emerging-Contaminant Research, Cheng Shiu University, Kaohsiung 833301, Taiwan.
¹⁴ Super Micro Mass Research and Technology Center, Cheng Shiu University, Kaohsiung 833301, Taiwan.
¹⁵ Department of Medical Imaging and Radiology, Shu-Zen Junior College of Medicine and Management, Kaohsiung 821004, Taiwan.
¹⁶ Department of Radiology, An Nan Hospital, China Medical University, Tainan 709204, Taiwan.
¹⁷ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404394, Taiwan.
¹⁸ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807378, Taiwan.

Abstract

Two cembranoids, including a new compound, lobocrassin I (1), as well as a known analogue, lobohedleolide (2), were obtained by solvent extraction from octocoral Lobophytum crassum. This study employed a spectroscopic approach to establish the structures of these two cembranoids, and utilized single-crystal X-ray diffraction analysis to determine their absolute configurations. The results of biological activity assays demonstrated that cembranoid 2 exhibited bioactivity against the protein expressions of inducible nitric oxide synthase (iNOS) lipopolysaccharide (LPS)-treated RAW 264.7 mouse macrophage cells.

Keywords: Lobophytum crassum; X-ray; anti-inflammation; cembranoid; iNOS; lobocrassin; lobohedleolide.

MeSH terms

Animals
Anthozoa / chemistry*
Anti-Inflammatory Agents / chemistry
Anti-Inflammatory Agents / isolation & purification*
Anti-Inflammatory Agents / pharmacology
Diterpenes / chemistry
Diterpenes / isolation & purification*
Diterpenes / pharmacology
Lipopolysaccharides
Macrophages / drug effects
Macrophages / metabolism
Mice
Nitric Oxide Synthase Type II / genetics
RAW 264.7 Cells
X-Ray Diffraction

Substances

Anti-Inflammatory Agents
Diterpenes
Lipopolysaccharides
Nitric Oxide Synthase Type II
Nos2 protein, mouse

Grants and funding

109-2320-B-276-002-MY3/Ministry of Science and Technology of Taiwan