Drug design based on the principle of conjunction: synthesis, characterization and antihyperglycemic activity study of 3- [2- (3- aroyl- 2, 4- diphenyl- 3 , 4- dihydro- 2h [1, 3] oxazino [5, 6-h] quinolin- 6- yl) ethyl] 2- phenyl- quinazolin- 4(3h)- ones
Singh S.1*, Bishnoi A.2, Awasthi R.3, Pandey V.K.4, Tiwari A.K.5, Awasthi N.K.6, Srivastava K.7
1Department of Chemistry, Lucknow University, Lucknow-226007, India
2Department of Chemistry, Lucknow University, Lucknow-226007, India
3Department of Chemistry, Lucknow University, Lucknow-226007, India
4Department of Chemistry, Lucknow University, Lucknow-226007, India
5Department of Chemistry, Lucknow University, Lucknow-226007, India
6Department of Chemistry, Lucknow University, Lucknow-226007, India
7Department of Chemistry, Lucknow University, Lucknow-226007, India
* Corresponding Author : suruchi.singh19@gmail.com
Received : - Accepted : - Published : 21-12-2009
Volume : 1 Issue : 2 Pages : 52 - 55
Int J Drug Discov 1.2 (2009):52-55
DOI : http://dx.doi.org/10.9735/0975-4423.1.2.52-55
Keywords : Anthranilic acid, Benzoyl chloride, Pharmacophoric moieties Quinazolinones, Diabetes mellitus,
Antihyperglycemic activity
Conflict of Interest : None declared
Cite - MLA : Singh S., et al "Drug design based on the principle of conjunction: synthesis, characterization and antihyperglycemic activity study of 3- [2- (3- aroyl- 2, 4- diphenyl- 3 , 4- dihydro- 2h [1, 3] oxazino [5, 6-h] quinolin- 6- yl) ethyl] 2- phenyl- quinazolin- 4(3h)- ones." International Journal of Drug Discovery 1.2 (2009):52-55. http://dx.doi.org/10.9735/0975-4423.1.2.52-55
Cite - APA : Singh S., Bishnoi A., Awasthi R., Pandey V.K., Tiwari A.K., Awasthi N.K., Srivastava K. (2009). Drug design based on the principle of conjunction: synthesis, characterization and antihyperglycemic activity study of 3- [2- (3- aroyl- 2, 4- diphenyl- 3 , 4- dihydro- 2h [1, 3] oxazino [5, 6-h] quinolin- 6- yl) ethyl] 2- phenyl- quinazolin- 4(3h)- ones. International Journal of Drug Discovery, 1 (2), 52-55. http://dx.doi.org/10.9735/0975-4423.1.2.52-55
Cite - Chicago : Singh S., Bishnoi A., Awasthi R., Pandey V.K., Tiwari A.K., Awasthi N.K., and Srivastava K. "Drug design based on the principle of conjunction: synthesis, characterization and antihyperglycemic activity study of 3- [2- (3- aroyl- 2, 4- diphenyl- 3 , 4- dihydro- 2h [1, 3] oxazino [5, 6-h] quinolin- 6- yl) ethyl] 2- phenyl- quinazolin- 4(3h)- ones." International Journal of Drug Discovery 1, no. 2 (2009):52-55. http://dx.doi.org/10.9735/0975-4423.1.2.52-55
Copyright : © 2009, Singh S., et al, Published by Bioinfo Publications. This is an open-access article distributed under the terms of the
Creative Commons Attribution License, which permits unrestricted use, distribution and reproduction in any medium, provided the original author and source are credited.
Abstract
Reaction of anthranilic acid with an excess equivalent of benzoyl chloride in dry pyridine afforded
2- phenyl- 4H- benzo [d] [1, 3] oxazin- 4- one (I) which on reaction with -aminoethanol (cholamine) in
pyridine solvent yielded 3- (2- hydroxyethyl) - 2- phenylquinazolin- 4(3H)- one (II). When (II) was reacted
with 8-hydroxyquinoline (oxine) in conc. H2SO4, 3- [2- (8- hydroxy- quinolin- 5- yl) ethyl] 2- phenylquinazolin
- 4(3H)- one (III) was obtained which on reaction with primary aromatic amines and excess of aromatic
aldehydes furnished 3- [2- (3- benzoyl- 2, 4- diphenyl- 3, 4- dihydro- 2H- [1, 3] oxazino [5, 6-h] quinazolin- 6-
yl) ethyl- 2- phenyl- quinazolin -H(3H)- ones (IV). The target compounds (IV) and the intermediates (III) were
evaluated for their antihyperglycemic activity in sucrose loaded rat models.