Pseudopterogorgia acerosa

Scheme 4 Terpenoid carbon skeletons from Pseudopterogorgia acerosa.

Besides the known bisabulene sesquiterpenes, (-)-curcuhydroquinone 41, (-)-curcuphenolacetate 42, and (-)-curcuquinone 44, a new compound, (-)-curcuhydroquinone-1-monoacetate, 40, was isolated by Miller and coworkers [30]. It is important to note that curcuhydroquinone was also isolated from Pseudopterogorgia acerosa by the same group [30]. 

Extracts of Pseudopterogorgia acerosa produced a family of diterpenoids derived from the pseudopterane skeleton 62 [5]. Other complex secondary metabolites produced by P. acerosa include cembranes, polyhydroxy steroids and carotenoids. 

Stemming from the fact that both cembrane and pseudopteranes skeletons are found in Pseudopterogorgia acerosa, Fenical [5] has suggested that the pseudopterane skeleton 62 might evolve from die ring contraction of a cembrane precursor 86. 

Another metabolite extracted and isolated from extracts of Pseudopterogorgia acerosa is acerosterol, 90. This tetrahydroxy sterol was first isolated by John et al. [57] (see also references within). It should be noted that dinosterol 55, and other similar derivatives having a-methyl substituents have been isolated from marine invertebrates containing a symbiotic zooxanthellae. Thus, it is speculated that acerosterol, 90, may... 

Bandurraga, M.M., W. Fenical, S.F. Donovan, and J. Clardy Pseudopterolide, an Irregular Diterpenoid with Unusual Cytotoxic Properties from the Caribbean Sea Whip Pseudopterogorgia acerosa (Pallas) (Gorgonacea). J. Am. Chem. Soc. 104, 6463 (1982). 

Kate, A.S., Richard, K., Ramanathan, B., and Kerr, R.G. (2010) A halogenated pseudopterane diterpene from the Bahamian octocoral Pseudopterogorgia acerosa. Can.J. Chem., 88, 318-322. 

Montalvo, D., Amade, P., Eiumel-Le Bon, C., Eernandez, R and Reyes, E. (2006) Acerolide, a new cytotoxic cembranolide from the soft coral Pseudopterogorgia acerosa. Nat. Prod. Res., 20, 548-552. 

Rodriguez, A.D. and Soto, J.J. (1996a) A novel norditerpene from the Caribbean sea plume Pseudopterogorgia acerosa (Pallas)./. Org. Chem., 61, 4487-4490. 

Tinto, W.F., Lough, J.L., Reynold, W.F., and McLean, S. (1991a) A pseudopterane metabolite of Pseudopterogorgia acerosa containing an unsually stable diepoxyfuran. Tetrahedron Lett, 32, 4661-4664. 

Type 2 raor-cembrane Pseudopterogorgia acerosa Rodriguez and Soto, 1998... 

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