- Tetrahydroxynaphthalene reductase: Catalytic properties of an enzyme involved in reductive asymmetric naphthol dearomatization
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In reduced circumstances: Tetrahydroxynaphthalene reductase shows a broad substrate range including alternate phenolic compounds and cyclic ketones. Structural modeling reveals major enzyme-substrate interactions; C-terminal truncation of the enzyme causes an altered substrate preference, in accordance with stabilization of the substrate by the C-terminal carboxylate (see picture). This effect allows the identification of a homologous enzyme. Copyright
- Schaetzle, Michael A.,Flemming, Stephan,Husain, Syed Masood,Richter, Michael,Guenther, Stefan,Mueller, Michael
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p. 2643 - 2646
(2012/05/04)
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- Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases
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(R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones.
- Bonomi, Paolo,Cairoli, Paola,Ubiali, Daniela,Morelli, Carlo F.,Filice, Marco,Nieto, Ines,Pregnolato, Massimo,Manitto, Paolo,Terreni, Marco,Speranza, Giovanna
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experimental part
p. 467 - 472
(2009/09/06)
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- THE SYNTHESIS AND IDENTIFICATION OF ISOMERIC PRODUCTS OF ENZYMATIC O-DEMETHYLATION OF THE SYMPATHOMIMETIC TETRAMINOL - trans-3-(2-HYDROXYETHYLAMINO)-5,8-DIMETHOXY-1,2,3,4-TETRAHYDRO-2-NAPHTHOL
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The structure of the positional isomers of mono-O-demethylated metabolites (V and VI) of Tetraminol - trans-3-(2-hydroxyethylamino)-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol (XIX) - and the pairs of related derivatives was determined.
- Drandarov, Konstantin
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p. 1111 - 1126
(2007/10/02)
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- Nondepressant β-adrenergic blocking agents. I Substituted 3-amino-1-(5, 6, 7, 8-tetrahydro-1-naphthoxy)-2-propanols
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A series of 3-amino-1-(5,6,7,8-tetrahydronaphthoxy)-2-propanols was synthesized and investigated for β-adrenergic blocking activity and direct myocardial depressant action. The cis- and trans-diols 12-15 were found to retain the β-blocking potency of propranolol but to lack its myocardial depressant action. Compound 15 (nadolol) is currently undergoing extensive clinical evaluation as a potential antianginal, antiarrhythmic, and antihypertensive agent.
- Condon,Cimarusti,Fox,Narayanan,Reid,Sundeen,Hauck
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p. 913 - 922
(2007/10/06)
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- Tetrahydronaphthyloxy-aminopropanols and salts thereof
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This invention relates to new tetrahydronaphthyloxy-aminopropanols and related compounds of the formula SPC1 And to salts of such compounds, which are useful in coronary diseases.
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