Antineoplastic agents, 326. The stereochemistry of bastadins 8, 10, and 12 from the Bismarck archipelago marine sponge Ianthella basta.
An investigation of cancer cell-growth inhibitory constituents of the Papua New Guinea marine sponge Ianthella basta led to isolation of the C-6 hydroxybastadins 8 [1] 10 [2], and 12 [3]. The absolute stereochemistry (6S) of each bastadin (or its tetramethyl ester derivative) was determined by means of the Mosher-Trost method. Bastadins 10 [2] and 12 [3] were found to significantly inhibit the growth of a selection of human cancer cell lines. Bastadins 8, 10, and 12 inhibited growth of the Gram-positive opportunists Staphylococcus aureus and Enterococcus faecalis.
Pettit
G R
GR
Department of Chemistry, Arizona State University, Tempe 85287-1604, USA.
Butler
M S
MS
Bass
C G
CG
Doubek
D L
DL
Williams
M D
MD
Schmidt
J M
JM
Pettit
R K
RK
Hooper
J N
JN
Tackett
L P
LP
Filiatrault
M J
MJ
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D055768:Halogenated Diphenyl Ethers; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy; D051379:Mice; D008826:Microbial Sensitivity Tests; D010456:Peptides, Cyclic; D010647:Phenyl Ethers / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D013057:Spectrum Analysis; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D055768:Halogenated Diphenyl Ethers; D010456:Peptides, Cyclic; D010647:Phenyl Ethers; C094709:bastadin 10; C068506:bastadin 8; C094710:bastadin 12