Aspergillus flavipes

Scheme 24. Dehydrogenations of glaucine and 7-methylglaucine isomers by Fusarium solani ATCC 12823 and Aspergillus flavipes ATCC 1030. 

Zhou GX, Wijeratne EMK, Bigelow D, Pierson III LS, VanEtten HD, Gunatilaka AAL, Aspochalasins I, J, and K Three new cytotoxic cytochalasans of Aspergillus flavipes from the rhizosphere of Ericameria laricifolia of the Sonoran desert, J Nat Prod 67 328—332, 2004. 

Originally there was some debate of the structure of flavipucine (syn. glutamicine) an alkaloid from Aspergillus flavipes, however the constitution (106) has been deduced by X-ray crystallography (P.S. White, J.A. Findlay and W.H.J. 

Other examples are flavipin (4.26) from Aspergillus flavipes, quadrilineatin... 

The biosynthesis of flavipucine (337) was investigated by feeding [1-13C]-, [2-l C], and [l,2- C2]-acetate to cultures of Aspergillus flavipes [706]. Analysis of the NMR spectrum of the isolated 337 showed all carbons were enriched except for the isobutyl side chain. The observed labelling pattern is outlined in Scheme 8 [706],... 

McCorkindale et al. isolated this compound from Penicillium canadense, and found it was identical to a metabolite named asperphenamate which was isolated from the fungus Aspergillus flavipes the previous year [57]. A closely related compound, asperglaucide was isolated twenty years earlier from an unspecified Euphorbia sp. [58]. 

Epoxidation of a latent enedione. The last step in a total synthesis of the antibiotic flavipucine (2), isolated from Aspergillus flavipes, involves treatment of (1) with /-butyl hydroperoxide and potassium /-butoxide in /-butanol (0-25°). Presumably the enedione (a) is formed and then epoxidized. The product consists of ( )-flavipucine and ( )-isoflavipucine, separable by fractional crystallization. ... 

Cyclic peptide antibiotic. Prod, by Aspergillus flavipes. Neurokinin antagonist. Powder. Mp 160-164°. [ajj,... 

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