Gerronemins A-F, cytotoxic biscatechols from a Gerronema species.
The gerronemins A-F (1-6) were isolated as the cytotoxic components of an extract of a Gerronema species detected in a screening for new cytotoxic metabolites from basidiomycetes. Their structures were elucidated by spectroscopic techniques, and they are composed of a C12-C16 alkane or alkene substituted at both ends by 2,3-dihydroxyphenyl groups. The gerronemins blocked the inducible expression of a hCOX-2 and iNOS promoter driven reporter gene with IC50-values of 1-5 microg/ml. In addition, cytotoxic activities were observed which were due the inhibition of cellular macromolecular syntheses.
Silberborth
Sven
S
Lehrbereich Biotechnologie der Universität, Paul-Ehrlich-Strabetae 23, D-67663 Kaiserslautern, Germany.
Stumpf
Anja
A
Erkel
Gerhard
G
Anke
Timm
T
Sterner
Olov
O
D000363:Agaricales / Q000737:chemistry*; D000473:Alkanes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000475:Alkenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D002396:Catechols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D051546:Cyclooxygenase 2; D015870:Gene Expression / Q000187:drug effects*; D017930:Genes, Reporter; D018922:HL-60 Cells; D006801:Humans; D007527:Isoenzymes / Q000235:genetics; D019169:Jurkat Cells; D008565:Membrane Proteins; D008968:Molecular Conformation; D019001:Nitric Oxide Synthase / Q000235:genetics; D052247:Nitric Oxide Synthase Type II; D011401:Promoter Regions, Genetic; D011451:Prostaglandin-Endoperoxide Synthases / Q000235:genetics; D014407:Tumor Cells, Cultured
D000473:Alkanes; D000475:Alkenes; D002396:Catechols; D007527:Isoenzymes; D008565:Membrane Proteins; C496319:NOS2 protein, human; D019001:Nitric Oxide Synthase; D052247:Nitric Oxide Synthase Type II; D051546:Cyclooxygenase 2; C496540:PTGS2 protein, human; D011451:Prostaglandin-Endoperoxide Synthases