30265-11-3Relevant academic research and scientific papers
Candida antarctica Lipase B in a chemoenzymatic route to cyclic α-quaternary α-amino acid enantiomers
Li, Xiang-Guo,Rantapaju, Maria,Kanerva, Liisa T.
, p. 1755 - 1762 (2011/05/06)
Kinetic resolution of three cyclic quaternary ethyl 1-amino-2,3-dihydro-1H- indene-1-carboxylates and both 1- and 2-amino-1,2,3,4-tetrahydronaphthalene analogues have been studied. Interesterification with butyl butanoate and Candida antarctica lipase B accomplished the task. The enantiomers of all 1-amino analogues reacted with excellent enantioselectivity (enantiomeric ratio er greater than 200), whereas the 2-amino analogue was not enantioselective (er = 4). Amino acid enantiomers were finally obtained as their respective hydrochlorides with almost maximum theoretical yields. For the first time, a lipase enzyme was effectively used in the kinetic resolution of cyclic α-quaternary α-amino esters. Copyright
Spiro hydantoin aldose reductase inhibitors
Sarges,Schnur,Belletire,Peterson
, p. 230 - 243 (2007/10/02)
Sorbitol formation from glucose, catalyzed by the enzyme aldose reductase, is believed to play a role in the development of certain chronic complications of diabetes mellitus. Spiro hydantoin derived from five- and six-membered ketones fused to an aromatic ring or ring system inhibit aldose reductase isolated from calf lens. In vivo these compounds are potent inhibitors of sorbitol formation in sciatic nerves of streptozotocinized rats. Optimum in vivo activity is reached in spiro hydantoins derived from 6-halogenated 2,3-dihydro-4H-1-benzopyran-4-ones (4-chromanones). In 2,4-dihydro-6-fluorospirol[4H-1-benzopyran-4,4'-imidazolidine]-2',5'- ione, the activity resides exclusively in the 4S isomer, compound 115 (CP-45,634, USAN: sorbinil). This compound is currently being used to test, in humans, the value of aldose reductase inhibitors in the therapy of diabetic complications.
Imidazolone derivatives
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, (2008/06/13)
A series of novel spiro-imidazolone compounds and their pharmaceutically acceptable acid addition salts are disclosed. These particular compounds are useful in therapy as agents for the control of certain chronic diabetic complications. 3',4'-Dihydro-spiro-[imidazolidine-4,1'(2'H)naphthalene]-5-one represents a typical and preferred member compound. Methods for preparing all these compounds from known hydantoin starting materials are provided.
