Bioactivity profiling using HPLC/microtiter-plate analysis: application to a New Zealand marine alga-derived fungus, Gliocladium sp.
Using HPLC/microtiter-plate-based generation of activity profiles the extract of a marine alga-derived fungus, identified as Gliocladium sp., was shown to contain the known strongly cytotoxic metabolite 4-keto-clonostachydiol (1) and also clonostachydiol (2) as well as gliotide (3), a new cyclodepsipeptide containing several D-amino acids. The absolute configuration of 1 was elucidated by reduction to 2, and two further oxidized derivatives of clonostachydiol (5, 6) were prepared and evaluated for biological activity.
Lang
Gerhard
G
Department of Chemistry and School of Biological Sciences, University of Canterbury, Private Bag 4800, Christchurch, New Zealand.
Mitova
Maya I
MI
Ellis
Gill
G
van der Sar
Sonia
S
Phipps
Richard K
RK
Blunt
John W
JW
Cummings
Nicholas J
NJ
Cole
Anthony L J
AL
Munro
Murray H G
MH
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D056890:Eukaryota; D020462:Gliocladium / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007941:Leukemia P388; D008386:Marine Biology; D051379:Mice; D015394:Molecular Structure; D009520:New Zealand; D010084:Oxidation-Reduction
C510703:4-keto-clonostachydiol; D000970:Antineoplastic Agents; D047630:Depsipeptides; D007783:Lactones; C510704:gliotide; C080565:clonostachydiol