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FIGURE 14.185 Biotransformation of (-)-Nopol benzyl ether (455') by Aspergillus niger TBUYN-2. (Modified from Noma, Y. and Y. Asakawa, 2006b. Book of Abstracts of the 37th ISEO, p. 144; Noma, Y. and Y. Asakawa, 2006c. Proc. 50th TEAC, pp. 434-436.)

FIGURE 14.185 Biotransformation of (-)-Nopol benzyl ether (455') by Aspergillus niger TBUYN-2. (Modified from Noma, Y. and Y. Asakawa, 2006b. Book of Abstracts of the 37th ISEO, p. 144; Noma, Y. and Y. Asakawa, 2006c. Proc. 50th TEAC, pp. 434-436.)

FIGURE 14.186 Proposed metabolic pathways of (-)-nopol benzyl ether (455') by microorganisms. (Modified from Noma, Y. and Y. Asakawa, 2006b. Book of Abstracts of the 37th ISEO, p. 144; Noma, Y. and Y. Asakawa, 2006c. Proc. 50th TEAC, pp. 434-436.)

4-Oxonopol-2',4'-dihydroxybenzyl ether (456') shows strong antioxidative activity (IC50 30.23 |mM). Antioxidative activity of 4-oxonopol-2',4'-dihydroxybenzyl ether (456') is the same as that of butyl hydroxyl anisol (BHA) (Noma and Asakawa, 2006b,c).

Citrus pathogenic fungi, Aspergillus niger Tiegh (CBAYN) also transformed (-)-nopol (452') to (-)-oxonopol (454') and 4-oxonopol-2',4'-dihydroxybenzyl ether (456') (Noma and Asakawa, 2006b,c) (Figure 14.186).

14.4.4 Bicyclic Monoterpene Ketones

14.4.4.1.1 Verbenone

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