Fungal melanin inhibitor and related compounds from Penicillium decumbens.
Two polyketides, decumbenones A and B, and versiol were isolated from the culture filtrate of the fungus, Penicillium decumbens. Their respective structures were 1-(2,8-dihydroxy-1,2,6-trimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3-hydroxy-1-propanone and 1-(2,8-dihydroxy-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-3-hydroxy-1-propanone based on NMR spectroscopic data, chemical conversion, and X-ray analysis. Decumbenone A inhibited melanization in Magnaporthe grisea, the rice blast pathogen, whereas decumbenone B like versiol did not.
Fujii
Yuzo
Y
Department of Materials Science, Yonago National College of Technology, Yonago, 683-8502, Tottori, Japan. fujii@yonago-k.ac.jp
Asahara
Masahiro
M
Ichinoe
Masakatsu
M
Nakajima
Hiromitsu
H
D018360:Crystallography, X-Ray; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry / Q000302:isolation & purification*; D007659:Ketones / Q000737:chemistry / Q000302:isolation & purification*; D008543:Melanins / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification*; D010407:Penicillium / Q000737:chemistry*
D006575:Heterocyclic Compounds, 3-Ring; D007659:Ketones; D008543:Melanins; D009281:Naphthalenes; C470967:decumbenone A; C470966:decumbenone B; C470969:versiol