Photochemical reaction of ergosta-4,6,8(14),22-tetraen-3-one

Chemical and Pharmaceutical Bulletin

Volumn 44, Issue 4, 1996, Pages 843-846

  Tanaka, Nobutoshi ^a   Hosoi, Ken Ichi ^a   Tanaka, Daizo ^a   Takahashi, Mimei ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

14 hydroperoxy 9 hydroxyergosta 4,7,22 triene 3,6 dione; 6 ,7 ; 8 ,9 diepoxy 14 hydroperoxyergosta 4,22 dien 3 one; 6 ,9 epidioxy 14 hydroperoxyergosta 4,7,22 trien 3 one; ergosta 4,6,8(14),22 tetraen 3 one; fungal metabolite; photooxidation

Indexed keywords

14ALPHA HYDROPEROXY 9ALPHA HYDROXYERGOSTA 4,7,22 TRIENE 3,6 DIONE; 6ALPHA,7ALPHA:8ALPHA,9ALPHA DIEPOXY 14ALPHA HYDROPEROXYERGOSTA 4,22 DIEN 3 DIONE; 6ALPHA,9ALPHA EPIDIOXY 14ALPHA HYDROPEROXYERGOSTA 4,7,22 TRIEN 3 DIONE; ERGOSTEROL; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; FUNGUS; METABOLISM; NUCLEAR OVERHAUSER EFFECT; PHOTOOXIDATION; ULTRAVIOLET IRRADIATION;

EID: 0029919050     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.44.843     Document Type: Article

References (11)

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3. The reaction proceeded adequately without introduction of supplemental oxygen gas.
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5. Transformation of 2 to 3 and 4 was also observed during the storage of 2 in solution.
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7. A similar rearrangement has been reported to occur thermally: Agnello E. J., Pinson R., Laubach G. D., J. Am. Chem. Soc., 78, 4756-4760 (1956); Broun D., Davis B. T., Halsall T. G., Hands A. R., Hatton J. V., Richards R. E., J. Chem. Soc., 1962, 4492-4497. In this study, we did not determine the mode of rearrangement though photochemical rearrangement seemed plausible.
8. A similar rearrangement has been reported to occur thermally: Agnello E. J., Pinson R., Laubach G. D., J. Am. Chem. Soc., 78, 4756-4760 (1956); Broun D., Davis B. T., Halsall T. G., Hands A. R., Hatton J. V., Richards R. E., J. Chem. Soc., 1962, 4492-4497. In this study, we did not determine the mode of rearrangement though photochemical rearrangement seemed plausible.
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