Bioactive metabolites from the South African marine mollusk Trimusculus costatus.
A reinvestigation of extracts of the endemic South African intertidal limpet Trimusculus costatus yielded the known labdane diterpenes 6beta,7alpha-diacetoxylabda-8,13 E-dien-15-ol ( 1) and 2alpha,6beta,7alpha-triacetoxylabda-8,13 E-dien-15-ol ( 2) and three new metabolites, 6beta,7alpha,15-triacetoxylabda-8,13 E-diene ( 3), 3alpha,11-dihydroxy-9,11-seco-cholest-4,7-dien-6,9-dione ( 4), and cholest-7-en-3,5,7-triol ( 5). Chiral derivatization and X-ray analysis were used to confirm the labdane absolute configuration of 2. Compounds 1, 2 and 4 exhibited moderate activity (3-25 microM) against the WHCO1 human esophageal cancer cell line.
van Wyk
Albert W W
AW
Department of Chemistry, Rhodes University, Grahamstown, South Africa.
Gray
Christopher A
CA
Whibley
Catherine E
CE
Osoniyi
Omolaja
O
Hendricks
Denver T
DT
Caira
Mino R
MR
Davies-Coleman
Michael T
MT
D000818:Animals; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008386:Marine Biology; D008968:Molecular Conformation; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry*; D013019:South Africa
D004224:Diterpenes