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New Cembranolides from the Dongsha Atoll Soft Coral Lobophytum durum
Mar. Drugs 2011, 9(8), 1319-1331; doi:10.3390/md9081319
Article

Lobocrassins A–E: New Cembrane-Type Diterpenoids from the Soft Coral Lobophytum crassum

1,2
, 1,2,3
, 1,2
, 4
, 2,3,5
, 6
, 3,5
, 7
, 8
, 9
, 3,5
 and 1,2,3,5,8,*
1 Graduate Institute of Marine Biotechnology, National Dong Hwa University, Pingtung 944, Taiwan 2 National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan 3 Division of Marine Biotechnology, Asia-Pacific Ocean Research Center, National Sun Yat-sen University, Kaohsiung 804, Taiwan 4 Graduate Institute of Natural Products, Chang Gung University, Taoyuan 333, Taiwan 5 Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan 6 Department of Pharmacy, Tajen University, Pingtung 907, Taiwan 7 Tsuzuki Institute for Traditional Medicine, College of Pharmacy, China Medical University, Taichung 404, Taiwan 8 Department of Life Science and Institute of Biotechnology, National Dong Hwa University, Hualien 974, Taiwan 9 Department of Sport, Health, and Leisure, Cheng Shiu University, Kaohsiung 833, Taiwan
* Author to whom correspondence should be addressed.
Received: 5 July 2011 / Revised: 17 July 2011 / Accepted: 28 July 2011 / Published: 5 August 2011
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Abstract

Five new cembrane-type diterpenoids, lobocrassins A–E (15), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 15 were established by spectroscopic and chemical methods and by comparison of the spectral data with those of known cembrane analogues. Lobocrassin A (1) is the first cembranoid possessing an α-chloromethyl-α-hydroxy-γ-lactone functionality and is the first chlorinated cembranoid from soft corals belonging to the genus Lobophytum. Lobocrassins B (2) and C (3) were found to be the stereoisomers of the known cembranes, 14-deoxycrassin (6) and pseudoplexaurol (7), respectively. Lobocrassin B (2) exhibited modest cytotoxicity toward K562, CCRF-CEM, Molt4, and HepG2 tumor cells and displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.
Keywords: lobocrassin; cembrane; Lobophytum crassum; cytotoxicity; superoxide anion; elastase lobocrassin; cembrane; Lobophytum crassum; cytotoxicity; superoxide anion; elastase
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Kao, C.-Y.; Su, J.-H.; Lu, M.-C.; Hwang, T.-L.; Wang, W.-H.; Chen, J.-J.; Sheu, J.-H.; Kuo, Y.-H.; Weng, C.-F.; Fang, L.-S.; Wen, Z.-H.; Sung, P.-J. Lobocrassins A–E: New Cembrane-Type Diterpenoids from the Soft Coral Lobophytum crassum. Mar. Drugs 2011, 9, 1319-1331.

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