| uv-guided isolation of alantrypinone, a novel penicillium alkaloid. | fumiquinazoline f (1) and alantrypinone (2) have been isolated as the two major metabolites of penicillium thymicola. the structure of 2, which contains a new ring structure, was elucidated by analysis of spectroscopic data including 2d nmr. the absolute configuration of 2 was established by a single-crystal x-ray diffraction study. | 1998 | 9748389 |
| synthesis of ent-alantrypinone. | this paper presents a synthesis of ent-alantrypinone (ent-6), the enantiomer of a natural product produced by the fungus penicillium thymicola. the synthesis revolves around the li[me(3)alsph]-promoted isomerization of iminobenzoxazine 33 to quinazolinone 34, an n-acyliminium ion cyclization that converts enamide 9 to bridged indole 35, and rearrangement of 35 to oxindole ent-6. ancillary chemistry that involves thermal fragmentation of an iminobenzoxazine to a nitrile ylide and me(2)alsph-media ... | 2001 | 11414821 |
| a novel alkaloid serantrypinone and the spiro azaphilone daldinin d from penicillium thymicola. | the novel quinazoline metabolite serantrypinone (1) has been isolated from an isolate of the microfungus penicillium thymicola together with daldinin d (2), a new peracetylated spiro azaphilone derivative. the structures of 1 and 2 were elucidated by analysis of spectroscopic data, including 2d nmr, and comparison with literature data. | 2001 | 11754624 |
| [biosynthesis of fumiquinazolines by the fungus penicillium thymicola]. | biosynthesis of fumiquinazolines f and g (fqs), pc-2, and pigments by the fungus p. thymicola vkm fw-869 is directly dependent on the content of carbon substrate (mannitol) in the medium. pigment production prevailed at all of the tested mannitol concentrations. the necessary conditions for predominant fq biosynthesis by the fungus p. thymicola are carbon source (mannitol) limitation and presence of nacl in the cultivation medium. nacl has a regulatory effect on the formation of secondary metabo ... | 2015 | 22834306 |
| tandem prenyltransferases catalyze isoprenoid elongation and complexity generation in biosynthesis of quinolone alkaloids. | modification of natural products with prenyl groups and the ensuing oxidative transformations are important for introducing structural complexity and biological activities. penigequinolones (1) are potent insecticidal alkaloids that contain a highly modified 10-carbon prenyl group. here we reveal an iterative prenylation mechanism for installing the 10-carbon unit using two aromatic prenyltransferases (peni and peng) present in the gene cluster of 1 from penicillium thymicola. the initial friede ... | 2015 | 25859931 |
| ochratoxin a production by penicillium thymicola. | ochratoxin a (ota) is a mycotoxin produced by some aspergillus and penicillium species that grow on economically important agricultural crops and food products. ota is classified as group 2b carcinogen and is potently nephrotoxic, which is the basis for its regulation in some jurisdictions. using high resolution mass spectroscopy, ota and ochratoxin b (otb) were detected in liquid culture extracts of penicillium thymicola daomc 180753 isolated from canadian cheddar cheese. the genome of this str ... | 2016 | 27521635 |