Muhammad Iqbal CHOUDHARY

76116

Biotransformation of danazol by Fusarium solani and Gibberella fujikuorii, and prolyl endopeptidase inhibition studies of transformed products

Biotransformation of danazol (17b-hydroxy-17a-pregna-2,4-dien-20-yno-[2,3-d] isoxazole) (1) on fermentation with Fusarium solani yielded 17b-hydroxy-2-(hydroxymethyl)-17a -pregn-4-en-20-yn-3-one (2) and 17b -hydroxy-2-(hydroxymethyl)-17a-pregna-1,4-dien-20-yn-3-one (3), while the fermentation of 1 with Gibberella fujikuorii yielded compound 2 only. The structures of these compounds were deduced on the basis of modern spectroscopic techniques. Prolyl endopeptidase inhibition activities of danazol (1) and its transformed products 2 and 3 are also studied.
Anahtar Kelimeler:

Biotransformation, danazol, Fusarium solani, Gibberella fujikuorii, prolyl endopeptidase (PEP) inhibition assay

Biotransformation of danazol by Fusarium solani and Gibberella fujikuorii, and prolyl endopeptidase inhibition studies of transformed products

Biotransformation of danazol (17b-hydroxy-17a-pregna-2,4-dien-20-yno-[2,3-d] isoxazole) (1) on fermentation with Fusarium solani yielded 17b-hydroxy-2-(hydroxymethyl)-17a -pregn-4-en-20-yn-3-one (2) and 17b -hydroxy-2-(hydroxymethyl)-17a-pregna-1,4-dien-20-yn-3-one (3), while the fermentation of 1 with Gibberella fujikuorii yielded compound 2 only. The structures of these compounds were deduced on the basis of modern spectroscopic techniques. Prolyl endopeptidase inhibition activities of danazol (1) and its transformed products 2 and 3 are also studied.
Keywords:

Biotransformation, danazol, Fusarium solani, Gibberella fujikuorii, prolyl endopeptidase (PEP) inhibition assay,

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  • b N a O e C H H H O H H H O Scheme. Biotransformation of danazol (1) by fermentation with F. solani and G. fujikuorii after 12 days. Table 4. Prolyl endopeptidase (PEP) inhibition activities by compounds 1-3. Compounds IC50(μM)± S. E. M. 4± 0.002 3± 0.00081 7± 0.04 Z-pro-prolinal * ± 0.001
  • IC50= Concentration of a test compound S. E. M. = Standard error of the mean of 5 assays * = Standard inhibitor used for the inhibition of prolyl endopeptidase
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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