Penicillium multicolor

Matsuzaki K, Ikeda H, Masuma R, Tanaka H, Omura S (1995) Isochromophilones I and II, Novel Inhibitors against gpl20-CD4 Binding Produced by Penicillium multicolor FO-2338 I. Screening, Taxonomy, Ferrmentation, Isolation and Biological Activity. J Antibiot 48 703... 

Arai N, Shiomi K, Tomoda H, Tabata N, Yang DJ, Masuma R, Kawakubo T, Omura S (1995) Isochromophilones III VI, Inhibitors of Acyl-CoA Cholesterol Acyltransferase Produced by Penicillium multicolor FO-3216. J Antibiot 48 696... 

Farkas, E., Thiem, J. and Ajisaka, K., (2000). Enzymatic synthesis of fucose-containing disaccharides employing the partially purified alpha-L-fucosidase from Penicillium multicolor. Carbohydr. Res., 328, 293-299. 

Singh S, Scigelova M, Crout DHG. Glycosidase-catalysed synthesis of a-galactosyl epitopes important in xenotransplantation and toxin binding using the a-galactosidase from Penicillium multicolor. Chem. Commun. 1999 2065-2066. 

Ajisaka K, Eujimoto H, Miyasato M An alpha-L-fucosidase from Penicillium multicolor as a candidate enzyme for the synthesis of a(1 3)-linked fucosyl oligosaccharides by transglycosylation. Carbohydr. Res. 1998 309 125-129. 

Galactosidases of Aspergillus oryzae, Penicillium multicolor, Kluyveromyces lactis, and Escherichia coli were reported to form, 1-6-linkages [21]. Employment of /3-galactosidase of Xantomonas manihotis and recombinant Bacillus circulans (bga C gene) also gave considerable amounts of, 1-6-linked disaccharides [30],... 

In a major study of the biosynthesis of multicolic acid from acetate by Penicillium multicolor, Gudgeon, Holker, and Simpson made excellent use... 

Incorporations of [ 2] acetate have also enabled the detection of bond cleavage and skeletal rearrangement processes occurring during the biosynthesis of a wide range of metabolites. One of the earliest examples was in the biosynthesis of multicolic acid (26) and related tetronic acid metabolites of Penicillium multicolor [21]. The observation of couplings and, more... 

Chaetomium globosum var. flavoviride Cochhobolus lunata Emericella falconensis Penicillium hirayamae Talaromyces luteus Penicillium vonarxii Penicillium multicolor Penicillium sp. ... 

Isochromophilones I (14, 15), the new gp 120-CD4 binding inhibitors, were isolated from a culture broth of Penicillium multicolor FO-2338 grown on a medium with carbon and nitrogen sources. Their amounts in the medium were 2 mg/1 and their chemical structures were elucidated... 

New azaphilones named isochromophilones III-VI (18-21) were isolated from the culture broth of Penicillium multicolor FO-3216 as inhibitors of ACAT. Their structures were elucidated by NMR and other spectroscopic analyses. The IC50 values of isochromophilones (17-20) (ACAT) activity in an enzyme assay using rat liver microsomes were calculated to be 110, 50, 50 and 120 pM, respectively [79]. 

A novel brominated azaphilone derivative, 5-bromoochrephilone (26) and known derivatives, were isolated from the culture broth of a producing organism Penicillium multicolor, fermented in a medium... 

A new secondary metabolite, 8-0-methylsclerotiorinamine (27), was isolated from a strain of Penicillium multicolor, and its structure was established using NMR spectroscopy and chemical evidence. The metabolite significantly inhibited the binding between the Grb2-SH2 domain and the phosphopeptide derived from the She protein and also blocked the protein-protein interactions of Grb2-Shc in cell-based experiments, with IC50 values of 5.3 and 50 pM, respectively [85]. 

The a-fucosidase from Penicillium multicolor hydrolyses 1 —> 2, 1 —> 3 and 1 6 disaccharide substrates. However, this is incompatible with data illustrating that only the 1 3 regioisomer is made by transglycosylation. An explanation for this behaviour is that the glycosyl donor is hydrolysed at a similar rate to the 1 — 6 and 1 2 adducts, but the 1 —> 3 disaccharide is hydrolysed much more slowly. Therefore, these products are hydrolysed as soon as they are formed and the minor 1 6 hydrolysis substrate is accumulated in the reaction mixture [24]. 

In one of the first demonstrations of the use of doubly C-labelled acetate in a biosynthetic problem, Holbcer and co-workers 82) have shown that the biosynthesis of multicolic acid (79) in Penicillium multicolor proceeds via oxidative cleavage between C-4 and C-5 of the poly-ketide derived aromatic acid (191). From 1,2- C-acetate feedings, and the magnitudes of the C- C-couplings in the C-n.m.r. spectra of the metabolite, it was established that the acetate residues C-2—C-5, C-6—C-7, C-8—C-9 and C-4—C-10 were incorporated intact into the acid (Scheme 17). These data are only compatible with a biosynthetic origin by oxidative cleavage of the polyketide derived aromatic precursor (191). 

Gudgeon, J. A., J. S. E. Holker, and T. J. Simpson Use of Singly and Doubly Labelled C-Acetate in the Elucidation of the Structures and Biosynthesis of Multicolic and Multicolosic Acids, New Tetronic Acids from Penicillium multicolor. Chem. Commun. 636(1974). 

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