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The structure of lumiluteoskyrin, a photoreaction product of luteoskyrin

✍ Scribed by Shujiro Seo; Ushio Sankawa; Yukio Ogihara; Shoji Shibata


Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
136 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis


Lumiluteoskyrin, C30H20012, dark reddish purple crystals, m.p.7 360Β°, was obtained from luteoskyrin, C30H22012, yellow crystals, m.p.>360Β°,isolated from Penicillium islandicum Sopp, on exposing its acetonic solution under sunlight. In 1961 (1) a structural formula was forwarded for lumiluteoskyrin(1) on the basis of the old structural formula of luteoskyrin (II) (2).


πŸ“œ SIMILAR VOLUMES


The revised structures of luteoskyrin,ru
✍ Shoji Shibata; Yukic Ogihara; Nobuko Kobayashi; Shujiro Seo; Isao Kitagawa πŸ“‚ Article πŸ“… 1968 πŸ› Elsevier Science 🌐 French βš– 345 KB

In our earlier studies (1), we proposed to formulate (-) luteoskyrin, C30H22012,m.p. 281Β°(decomp.),[q/D -880'. a hepatotoxic yellow pigment of Penicillium islandicum Soap (NRRL 1036, UD and E strains) as (I), and (+)rugulosin, C30H22010,m.p. 290Β°(decomp.),1dD +492\*, a yellow pigment isolated from P

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Recently we proposed (1) new structures of rugulosin (I), a pigment of enicillium rugulosum Thorn and some other fungi, luteoskyrin (II) and rubroskyrin (III), the pigments of p,. islandicum Sopp. The evidence for the structural formulae was provided mostly by the NMR spectral analysis of these comp

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By means of 2D NMR experiments (COSY, HMQC, HMBC, ROESY), the constitution of the photoreaction product 3-deoxo-1a,3 a-diacetoxy-1,2,3,3,8,30-hexahydro-18bH-andirobin (2), obtained by photolysis of 7-deacetoxy-7-oxokhivorin (1) in methanol, was shown to be a ring B seco-limonoid with the 14,15-epoxi