4.7 Article

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

Journal

MARINE DRUGS
Volume 9, Issue 8, Pages 1319-1331

Publisher

MDPI AG
DOI: 10.3390/md9081319

Keywords

lobocrassin; cembrane; Lobophytum crassum; cytotoxicity; superoxide anion; elastase

Funding

  1. National Museum of Marine Biology and Aquarium [100100101, 100200311]
  2. National Dong Hwa University
  3. Division of Marine Biotechnology, Asia-Pacific Ocean Research Center, National Sun Yat-sen University [00C-0302-05]
  4. Taiwan Department of Health Clinical Trial and Research Center of Excellence [DOH 100-TD-B-111-004)]
  5. National Science Council, Taiwan [NSC 100-2325-B-291-001, 99-2323-B-291-001, 98-2320-B-291-001-MY3]

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Five new cembrane-type diterpenoids, lobocrassins A-E (1-5), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 1-5 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 alpha-chloromethyl-alpha-hydroxy-gamma-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.

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