118122-82-0Relevant articles and documents
BIOTRANSFORMATION OF CARYOPHYLLENE BY DIPLODIA GOSSYPINA
Abraham, Wolf-Rainer,Ernst, Ludger,Stumpf, Burghard
, p. 115 - 120 (1990)
Fermentation of caryophyllene with Diplodia gossypina affords a number of products which are all derived from the 4,5-epoxide.Twelve of these are described here for the first time.The main products are 12-hydroxy-4,5-epoxy-caryophyllene and the corresponding acid.On side reactions additional hydroxylations occured or the exo-methylene group was also epoxidized and further degraded.Two rearranged compounds were found, one resulting from an epoxide rearrangement leading to an eight-membered ring, the other one being a cyclization product possessing the rare skeleton of the punctatin antibiotics.