New secondary metabolite with cytotoxicity from spawning soft coral Asterospicularia laurae in Taiwan
- 31 July 2019
- journal article
- research article
- Published by Taylor & Francis in Natural Product Research
- Vol. 35 (6) , 967-975
Abstract
We have conducted a long-term research on the Taiwanese soft coral Asterospicularia laurae, which resulted in many xenicane-type diterpenoids such as asterolaurins A–M from A. laurae coral tissues during the non-spawning period were isolated. Here, we report a new xenicane diterpenoid, asterolaurin N (1), along with three known xenicane-type monocarbocyclic diterpenes [13-epi-9-desacetylxenicin (2), xeniolide-B 9-acetate (3) and asterolaurin I (4)] from A. laurae during the spawning period. The structures of the new secondary metabolite were established with an extensive spectroscopic analysis. The 1D and 2D nuclear magnetic resonance (NMR) data of the compounds were discussed. We discovered that the C-15 of 1 contains two methyl groups on a carbon bearing an acetyl group, which has not been reported previously. In addition, Compounds 1, 3, and 4 showed selective cytotoxic activity against Molt 4, while 2 exhibited significant cytotoxicity against Molt 4, K562, Sup-T1 and U937 cell lines. Graphical AbstractKeywords
This publication has 34 references indexed in Scilit:
- Bioactive Xenicane Diterpenoids from the Taiwanese Soft Coral Asterospicularia lauraeChemistry & Biodiversity, 2011
- A new xenicane norditerpene from the Indian marine gorgonianAcanthogorgia turgidaNatural Product Research, 2009
- Asterolaurins A−F, Xenicane Diterpenoids from the Taiwanese Soft Coral Asterospicularia lauraeJournal of Natural Products, 2009
- Induction of Apoptosis by Diterpenes from the Soft Coral Xenia elongataJournal of Natural Products, 2007
- Diterpenoids, Norditerpenoids, and Secosteroids from the Formosan Soft Coral Cespitularia hypotentaculataJournal of Natural Products, 2006
- 13-Epi-9-deacetoxyxenicin, a Cytotoxic Diterpene from the Soft Coral Asterospicularia laurae (Alcyonacea)Marine Drugs, 2003
- New Xenia Diterpenoids from a Soft Coral, Xenia Species Containing Fatty Acyl Side ChainsBulletin of the Chemical Society of Japan, 1996
- Bioactive Diterpenoids from Octocorallia, 2. Deoxyxeniolide B, a Novel Ichthyotoxic Diterpenoid from the Soft Coral Xenia elongataJournal of Natural Products, 1995
- Studies of Australian Soft Corals. XLI. Structure Determination of a New Sesquiterpene From Xenia novae-britanniae and an Investigation of a Xenia SpeciesAustralian Journal of Chemistry, 1987
- Chemical Studies of Marine Invertebrates. XXXIX. Three Novel Diterpenoids from the Soft Coral Xenia Novae‐BritanniaeBulletin des Sociétés Chimiques Belges, 1979