Wydział Chemii

Witold Gładkowski

M. Grabarczyk

Katarzyna Wińska

Agata Białońska

Zbigniew Ciunik

Czesław Wawrzeńczyk

2006

Journal of Molecular Catalysis B-Enzymatic

39

31-39

10.1016/j.molcatb.2006.01.023

Naukowa

Angielski

Artykuł

Two saturated (4a,b) and one unsaturated (5) bicyclic γ-lactones containing a dimethylcyclohexane ring were subjected to biotransformation using the fungal strain Absidia cylindrospora. Six new compounds (6–11) and one known (12) [K.W. Rosenmund, H. Herzberg, H. Schutt, Chem. Ber. 87 (1954) 1258] [2] were isolated. All substrates were stereoselectively hydroxylated by the microorganism at either the C-4 (in the case of 4a and 5) or C-2 position (in case of 4a and 4b) giving the corresponding hydroxylactones with tertiary (6 and 9) or secondary (8 and 10) hydroxy groups, respectively.The hydroxy group was also introduced into C-3 (in the case of 4a) and C-6 (in the case of 4b) positions. The structures of all obtained products were established on the basis of their spectral data. In the case of lactones 8–10 these structures were undoubtedly confirmed by their X-ray analysis.

Monooxygenases, Lactones, Biotransformations, Hydroxylation, Absidia cylindrospora

https://doi.org/10.1016/j.molcatb.2006.01.023

http://www.elsevier.com