New quinones and hydroquinones from Malbranchea cinnamomea HKI 286 and HKI 296 and interaction with Tax/CREB expression system in yeast.
In addition to malbranicin (1) and dihydromalbranicin (5), new substituted quinones 2, 3, 6 and hydroquinone 4 were isolated from the culture brothes of two strains of Malbranchea cinnamomea. The chemical constitutions of new metabolites 2, 3, 4 and 6 were elucidated by optical spectroscopy, mass spectrometry and 1D/2D NMR spectroscopy. 2 (7-methoxymalbranicin) at a concentration of 42 microM inhibited by 67% Tax/CREB-mediated expression of beta-galactosidase in a recombinant strain of Saccharomyces cerevisiae.
Schlegel
Brigitte
B
Hans-Knöll-Institute for Natural Products Research, Beutenbergstrasse 11a, D-07745 Jena, Germany. Brigitte.Schlegel@hki-jena.de
Hänel
Frank
F
Gollmick
Friedrich A
FA
Saluz
Hans-Peter
HP
Gräfe
Udo
U
D017362:Cyclic AMP Response Element-Binding Protein / Q000187:drug effects*; D016355:Genes, pX / Q000187:drug effects*; D006873:Hydroquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011809:Quinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012441:Saccharomyces cerevisiae / Q000187:drug effects* / Q000201:enzymology; D013329:Structure-Activity Relationship
D017362:Cyclic AMP Response Element-Binding Protein; D006873:Hydroquinones; D011809:Quinones