title: Bioactive diterpenoid containing a reversible "spring-loaded" (E,Z)-dieneone Michael acceptor.
abstract: Three new briarane diterpenoids, briareolate esters L-N (1-3), have been isolated from a gorgonian Briareum asbestinum. Briareolate esters L (1) and M (2) are the first natural products possessing a 10-membered macrocyclic ring with a (E,Z)-dieneone and exhibit growth inhibition activity against both human embryonic stem cells (BG02) and a pancreatic cancer cell line (BxPC-3). Briareolate ester L (1) was found to contain a "spring-loaded" (E,Z)-dieneone Michael acceptor group that can form a reversible covalent bond to model sulfur-based nucleophiles.
authors: Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431, USA.
authors: Prasoon
authors: P
authors: Gupta
authors: Upasana
authors: U
authors: Sharma
authors: Thomas C
authors: TC
authors: Schulz
authors: Eric S
authors: ES
authors: Sherrer
authors: Amanda B
authors: AB
authors: McLean
authors: Allan J
authors: AJ
authors: Robins
authors: Lyndon M
authors: LM
authors: West
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D001688:Biological Products / Q000737:chemistry / Q000302:isolation & purification; D002460:Cell Line; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D001688:Biological Products; D004224:Diterpenes