Caryophyllene Diplodia gossypina

Abraham et al. [144-146] studied the biotransformation of caryophyllene (190) and humulene (196) by Diplodia gossypina (ATCC 10936) and two strains of Chaetomium cochliodes (DSM 63353 and ATCC 10195), Fig. (38) and Fig. (39). Sixty three products, including 49 that had never been described previously, were obtained and tested for their biological activity [147]. More recently, the bioconversion of (-)-caryophyllene by Chaetomium cochliodes IFO 30576 was also studied by another group [148]. The substrate was first epoxidized at the C-C double bond, producing (-)-caryophyllene-4,5-oxide (191), which was then hydroxylated at the ge/n-dimethyl group and C-7 position giving 193. 

Fig. (38). Main biotransformation products of caryophyllene by Diplodia gossypina and Chaetomium cochliodes (after [144,145])...

FIGURE 20.131 Biotransformation of (-)-P-caryophyllene (451) by Pseudomonas cruciviae, Diplodia gossypina, and Chaetomium cochliodes. 

Abraham, W.R., L. Ernst, and B. Stumpf, 1990. Biotransformation of caryophyllene by Diplodia gossypina. 

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