Abstract
The use of microorganisms to induce chemical modifications in organic molecules is a very useful tool in organic synthesis, to obtain biologically active substances. The fungus Cephalosporium aphidicola is known by its ability to hydroxylate several skeleton positions of many classes of organ - ic compounds. In this work, the microbial transformation of ent -kaur-16-en-19-ol ( 1) by C. aphidico - la , afforded two hydroxylated compounds, ent -kauran-16 b, 19-diol ( 2) and ent -kauran-16 b, 17,19-triol (3). Their structures were established by 1D and 2D-NMR studies. Both compounds were tested for their action on the growth of radical and shoot of Lactuca sativa .
Highlights
Biotransformations use living organisms or isolated enzimes to modify chemical structures and have some advantages over conventional chemical reactions [1]
Allelopathic activity of entkaur-16-en-19-oic and ent-kaur-9(11),16-dien-19oic acids and derivatives obtained by chemical transformations of them were previously evaluated by our research group [12,13]
We describe the biotransformation of ent-kaur-16-en-19-ol (1) by C. aphidicola
Summary
Biotransformations use living organisms or isolated enzimes to modify chemical structures and have some advantages over conventional chemical reactions [1]. Allelopathic activity of entkaur-16-en-19-oic and ent-kaur-9(11),16-dien-19oic acids and derivatives obtained by chemical transformations of them were previously evaluated by our research group [12,13]. 19-diol (2) and ent-kauran-16b,17,19-triol (3), were isolated (Scheme 1) and tested over their action on the growth of radical and shoot of Lactuca sativa (lettuce).
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