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Briareolate esters from the gorgonian Briareum asbestinum
Rian J Meginley1, Prasoon Gupta1, Thomas C Schulz2
1Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, USA.
Abstract:
Two new briarane diterpenoids briareolate esters J (1) and K (2) were isolated from the methanolic extract of the octocoral Briareum asbestinum collected off the coast of Boca Raton, Florida. The structures of briaranes 1 and 2 were elucidated by interpretation of spectroscopic data. Briareolate ester K (2) showed weak growth inhibition activity against human embryonic stem cells (BG02).
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The reaction requires two equivalents of the Grignard reagent and introduces two identical alkyl groups, derived from the Grignard reagent, bonded to the hydroxyl-bearing carbon of the alcohol.
The reaction follows the typical nucleophilic acyl substitution mechanism. The Grignard...

