Fungus metabolite

Various metal acetylides are used for smooth coupling with propargylic halides and acetates. 2,3-Alkadien-5-yn-l -ols are obtained by the reaction of 2-(l -alkynyl)oxiranes [28,29], As a synthetic application, the unstable 2,3-octadiene-5,7-diyn-l-ol (136), a fungus metabolite, has been synthesized by the coupling of 4-trimethylsilylbutadiy-nylzinc chloride (134) with 2-ethynyloxirane (135) followed by desilylation [31]. 

Emeheterone, 3,6-dibenzyl-5-methoxy-2(l//)-pyrazinone 4-oxide, an Emericella sp fungus metabolite [117333-12-7].310,312,cf,1397,r725... 

A-Methoxyseptorine, 3-.scc-butyl-6-/j-hydroxybenzoyl-l,5-dimethoxy-2(l//)-pyrazinone, a Septoria sp fungus metabolite.740,1354,1695... 

Neihumicin, 3,6-dibenzylidene-5-methoxy-3,6-dihydro-2(l//)-pyrazinone, a Mi-cromenospora sp fungus metabolite a cytotoxic antibiotic [111451-12-8].1156... 

OPC-15161, 3-[(5-isobutyl-3-methoxy-4-oxido-6-oxo-l,6-dihydropyrazine-2-yl)methyl]indole (X-ray confirmation), a Thielavia sp fungus metabolite inhibitor of superoxide anion generation [121071-92-9],1166... 

Terezine A-D, 6-(a-hydroxybenzyl)-3-isopropyl-5-methoxy-2(l/7)-pyrazinone (A) and analogues B-D (for structures, see reference) (A), Sporormiella sp fungus metabolites [165133-88-0],1434... 

Cordyceps militaris (fungus) Metabolite Cordycepin-5 -triphosphate yields 3 -Deoxyadenosine-5-monophosphate (3 -dAMP)... 

Scheme 11.46 Synthesis of 2,3-octadiene-5,7-diyn-l-ol 171 (fungus metabolite).

Blanc, P.J. 1996. Characterization of the tea fungus metabolites. Biotechnolosru Letters 18 139-142. 

Septorine, 3-.vec-butyl-6-p-hydroxybenzoyl-5-methoxy-2(l/7)-pyrazinone, a Septoria sp fungus metabolite phytotoxic agent [67332-36-9]. -... 

Tatsuta K, Kasai S, Amano Y, Yamaguchi T, Seki M, Hosokawa S (2007) The First Total Synthesis of Vinaxanthone, a Fungus Metabolite Possessing Multiple Bioactivities. Chem Lett 36 10... 

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