Dioxabicyclooctanyl naphthalenenitriles as nonredox 5-lipoxygenase inhibitors: structure-activity relationship study directed toward the improvement of metabolic …
…, JP Falgueyret, R Fortin, J Guay, P Hamel…
Index: Delorme, Daniel; Ducharme, Yves; Brideau, Christine; Chan, Chi-Chung; Chauret, Nathalie; Desmarais, Sylvie; Dube, Daniel; Falgueyret, Jean-Pierre; Fortin, Rejean; Guay, Jocelyne; Hamel, Pierre; Jones, Tom R.; Lepine, Carole; Li, Chun; McAuliffe, Malia; McFarlane, Cyril S.; Nicoll-Griffith, Deborah A.; Riendeau, Denis; Yergey, James A.; Girard, Yves Journal of Medicinal Chemistry, 1996 , vol. 39, # 20 p. 3951 - 3970
Full Text: HTML
Citation Number: 48
Abstract
Naphthalenic lignan lactone 3a (L-702,539), a potent and selective 5-lipoxygenase (5-LO) inhibitor, is extensively metabolized at two different sites: the tetrahydropyran and the lactone rings. Early knowledge of the metabolic pathways triggered and directed a structure- activity relationship study aimed toward the improvement of metabolic stability in this series. The best modifications discovered, ie., replacement of the lactone ring by a nitrile group, ...
Related Articles:
Practical synthesis of 1, 6-anhydro-2, 4-dideoxy-β-d-glycero-hexopyranos-3-ulose from levoglucosan
[Belyk, Kevin M.; Leonard Jr., William R.; Bender, Dean R.; Hughes, David L. Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2588 - 2590]
1H NMR study of 1, 6??Anhydro?螃漫?D??Glucopyranose Tosylated at 2??and/or 4??Position
[Rijsbergen, Ronan Van; Anteunis, Marc J. O.; Bruyn, Andre De Bulletin des Societes Chimiques Belges, 1982 , vol. 91, # 4 p. 297 - 300]
Mevinic acids and analogs: a novel efficient route to chiral synthons from 1, 6-anhydro-D-glucose
[David, C.; Gesson, J.P.; Jacquesy, J.C. Tetrahedron Letters, 1989 , vol. 30, # 44 p. 6015 - 6018]
[Grindley, T. Bruce; Thangarasa, Rasiah Carbohydrate Research, 1988 , vol. 172, p. 311 - 318]