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Volumn 21, Issue 8, 2011, Pages 2456-2459

Biotransformation of natural compounds. Oxido-reduction of Sch-642305 by Aspergillus ochraceus ATCC 1009

Author keywords

Aspergillus ochraceus; Biotransformation; Chemodiversity; Hydroxyltion; Sch 642305

Indexed keywords

CARBONYL DERIVATIVE; NATURAL PRODUCT; SCH 642305; UNCLASSIFIED DRUG;

EID: 79953278003     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.02.063     Document Type: Article
Times cited : (7)

References (25)
  • 13
    • 79953272881 scopus 로고    scopus 로고
    • note
    • Five liter of Potato Dextrose Broth PDB (Difco) were inoculated with Phomopsis sp. CMU-LMA spores and cultivated at 27 °C and 200 rpm for five days. The medium was extracted with 3 × 1 L of ethyl acetate. The organic layers were evaporated under reduced pressure affording 1.9 g of whole extract. Compound was purified by silica gel chromatography using a Combiflash Companion Chromatograph and a ready-to-use RediSep column (80 g, 35-70 μm mesh). The solvent consisted of a mixture of ethyl acetate/heptane, 30-70% for 45 min, then 50-50% for 45 min. This procedure afforded 325 mg of pure Sch-642305.
  • 15
    • 79953285503 scopus 로고    scopus 로고
    • note
    • 5Na 293.1365).
  • 16
    • 79953272047 scopus 로고    scopus 로고
    • note
    • 2. After extensive software and calculation refinements the compound assumed 100% enantiopure as (4S,8aR,12S,12aR)-12-hydroxy-4-methyldecahydro-1H-benzo[d]oxecine-2,9-dione. Crystallographic data for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre under the respective following deposit number CCDC-786076 for Sch-642305 and CCDC- 805294 for compound 1. Copies of these data can be obtained, free of charge on application to the Director, CCDC 12 Union Road, Cambridge CB2 1EZ, UK (fax: (+44) 1223 336033; or e-mail: deposit@ccdc.cam.uk ).
  • 20
    • 79953280257 scopus 로고    scopus 로고
    • note
    • 4. The microorganisms were allowed to grow at 27 °C in rotary shaker mixtures (200 rpm). After three days, the biomass was recovered by filtration, washed twice with water, compacted and then added directly to water containing a suspension of the substrate Sch-642305. In a typical analytical incubation, 5 g of wet biomass was introduced into a 30 mL aqueous suspension of 10 mg of Sch-642305 in a 200 mL Erlenmeyer flask with or without 10% glucose.
  • 21
    • 79953284053 scopus 로고    scopus 로고
    • note
    • -1. Three pure fractions were recovered consisting of 29.6 mg of 1, 33.5 mg of 2 and 35.3 mg of 3 and 46 mg of a mixed fraction.
  • 25
    • 79953279824 scopus 로고    scopus 로고
    • note
    • 50 determination experiments were performed in duplicate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.