Data di Pubblicazione:
1997
Citazione:
Chemoenzymatic synthesis of chiral biologically active heterocycles / M. De Amici, C. De Micheli, T. Gianferrara, G. Stefancich. - In: IL FARMACO. - ISSN 0014-827X. - 52:5(1997), pp. 307-311.
Abstract:
The chemoenzymatic approach to the preparation of some chiral
biologically active heterocycles is discussed. Synthetic strategies took
advantage of enantioselective bioconversion processes carried out on
suitable reaction intermediates. Reductions of carbonyl compounds
catalyzed by different alcohol dehydogenases (TBADH from
Thermoanaerobium brockii, 20 beta-HSDH from Streptomyces hydrogenans,
beta-HSDH from Pseudomonas testosteroni) allowed the preparation with
high enantiomeric purity of the eutomer of broxaterol (a selective
beta(2)-adrenergic agonist) and six out of the eight muscarine
stereoisomers. On the other hand, hydrolyses, catalyzed by lipase PS
(from Pseudomonas cepacia), of racemic butyrates were the key step in
the synthesis of both the enantiomers of two muscarinic antagonists.
Finally, the preparation of acetyl cycloserine antipodes was attained by
means of a higly enantioselective hydrolysis catalyzed by lipase from
Chromobacterium viscosum.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
M. De Amici, C. De Micheli, T. Gianferrara, G. Stefancich
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