Biotransformation citronellol

Fig. (8). Biotransformation of citronellol, geraniol, nerol and citral by Botrytis cinerea (after [42-45])...

In the same year the biotransformation of these monoterpenes by B. cinerea in model solutions was described by another group [41]. Although the major metabolites found were co-hydroxylation compounds, it is important to note that these authors only identified the -isomers in the extracts and that some new compounds were detected that were not described by the previous group, Fig. (9). Geraniol (20) was mainly transformed to (2 ,5 )-3,7-dimethyl-2,5-octadiene-l,7-diol (53), ( )-3,7-dimethyl-2,7-octadiene-l,6-diol (54) and (2 ,6 )-2,6-dimethyl-2,6-octadiene-1,8-diol (43), nerol (14) to (2Z,5 )-3,7-dimethyl-2,5-octadiene-1,7-diol (55), (Z)-3,7-dimethyl-2,7-octadiene-l,6-diol (56), and (2E,6Z) 2,6-dimethyl-2,6-octadiene-1,8-diol (47). Furthermore a cyclisation product (57) was formed which was not previously described. Finally citronellol (4) was converted to trans- (60) and cw-rose oxide (61) (a cyclisation product not identified by the other group), ( )-3,7-dimethyl-5-octene-l,7-diol (58), 3,7-dimethyl-7-octene-l,6-diol (59) and ( )-2,6-dimethyl-2-octene-1,8-diol (34). 

One of the latest reports in this area described the biotransformation of citronellol by the plant pathogenic fungus Glomerella cingulata to 3,7-dimethyl-l,6,7-octanetriol [47]. 

FIGURE 19.4 Biotransformation of citronellol (258), nerol (272), andgeraniol (271) hy Pseudomonas citro-nellolis. (Modi ed from Madyastha, K.M., Proc. Indian Acad. Sci. Chem. Sci), 93, 677, 1984.)... 

FIGURE 19.13 Biotransformation of geraniol (271), citronellol (258), and linalool (206) by plant suspension cells of Catharanthus roseus. (Modi ed from Hamada, H. et al Biotransformation of acyclic monoterpenes by biocatalysts of plant cultured cells and Cyanobacterium, Proceedings of 48th TEAC, 2004, pp. 393-395.)... 

The most important metabolites from geraniol (271), nerol (272), and citronellol (258) are summarized in Figure 14.9. In the same year the biotransformation of these monoterpenes by Botrytis cinerea in model solutions was described by another group (Rapp and Mandery, 1988). Although the major metabolites found were co-hydroxylation compounds, it is important to note that some new compounds that were not described by the previous group were detected (Figure 14.9). Geraniol... 

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