Chemical and enzyme-catalysed synthesis of quinoline arene hydrates

article






Agarwal, R.

Boyd, D.R.

Sharma, N.D.

Mcmordie, R.A.S.

Porter, H.P.

Ommen, B. van

Bladeren, P.J. van
Arene hydrates of quinoline have been synthesized by enzyme-catalysed benzylic and allylic hydroxylation of dihydroquinolines in growing cultures of the fungus Mortierella isabellina and in liver microsomal preparations. A preference for allylic hydroxylation was generally observed in eukaryotic systems. Evidence of epoxidation of dihydroarenes by both the fungal and animal enzyme systems was also obtained. The chemical synthesis of these arene hydrates (5-hydroxy-5,6-dihydroquinoline, 6-hydroxy-5,6-dihydroquinoline, 7-hydroxy-7,8-dihydroxyquinoline, and 8-hydroxy-7,8-dihydroquinoline) from the corresponding hydroxy-5,6,7,8-tetrahydroquinolines, has also been accomplished. © 1994.
Chemicals/CAS: 3 methylcholanthrene, 56-49-5; phenobarbital, 50-06-6, 57-30-7, 8028-68-0; Hydroxyquinolines; Methylcholanthrene, 56-49-5; Phenobarbital, 50-06-6; Quinolines
Topics











AnimalHydroxylationHydroxyquinolinesMagnetic Resonance SpectroscopyMass FragmentographyMethylcholanthreneMicrosomes, LiverMolecular StructureMucoralesPhenobarbitalQuinolinesSupport, Non-U.S. Gov't
TNO Identifier
81819
Repository link
https://resolver.tno.nl/uuid:ebc759e2-288a-4105-a04a-3d45525e113a
ISSN
09680896
Source
Bioorganic & Medicinal Chemistry, 2(6), pp. 439-446.
Pages
439-446
Files
To receive the publication files, please send an e-mail request to TNO Repository.