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The cybrodins, a new class of sesquiterpenes

Author: William A Ayer; Robert H McCaskill
Edition/Format: Downloadable article Downloadable article : English
Publication:Canadian Journal of Chemistry, v59 n14 (19810715) 2150-2158
Summary:
The isolation and structure determination of the "cybrodins", a new group of sesquiterpenoids produced by a new strain of the bird's nest fungus Cyathus bulleri, is reported. Cybrodol (3), isocybrodol (4), cybrodal (5), trisnorcybrodolide (6), and cybrodic acid (7) may be classified as seco-illudalane sesquiterpenes. The evidence leading to the structural assignments is presented, along with chemical correlations  Read more...
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Details

Document Type: Article
All Authors / Contributors: William A Ayer; Robert H McCaskill
ISSN:0008-4042
Language Note: English
Unique Identifier: 5140522458
Awards:

Abstract:

The isolation and structure determination of the "cybrodins", a new group of sesquiterpenoids produced by a new strain of the bird's nest fungus Cyathus bulleri, is reported. Cybrodol (3), isocybrodol (4), cybrodal (5), trisnorcybrodolide (6), and cybrodic acid (7) may be classified as seco-illudalane sesquiterpenes. The evidence leading to the structural assignments is presented, along with chemical correlations among the cybrodins. The possible mode of biogenesis is discussed. Pterosin-C (13), a known norsesquiterpene, and 3-methyllumichrome (17) were also isolated. Small quantities of a new sesquiterpenoid, broderol, believed to possess structure 21, were obtained on two occasions. On rapporte la séparation et la détermination de la structure des "cybrodines", un nouveau groupe de sesquiterpènes produits par une nouvelle déformation du champignon des nids d'oiseaux: le Cyathus bulleri. On peut classifier le cybrodole (3), l'isocybrodole (4), le cybrodale (5), le trisnorcybrodolide (6) et l'acide cybrodique (7) comme des sesquiterpénes du type seco-illudalane. On présente des données qui permettent d'attribuer des structures ainsi que les corrélations chimiques entre les cybrodines. On discute du mode possible de biogénèse. On a également isolé la ptérosine-C (13) un norsesquiterpènes connu ainsi que la méthyl-3 lumichrome (17). On a obtenu à deux reprises des petites quantités de brodérol, un nouveau sesquiterpène qui posséderait la structure 21. [Traduit par le journal]

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