Novel delta2-isoxazolines as group II phospholipase A2 inhibitors.
The synthesized imidazolyl substituted delta2-isoxazolines were subjected to Phospholipase A(2) (PLA(2)) enzyme inhibitory activity against snake venom source and their structure-activity relationship with respect to different groups attached to this moiety is reported for the first time. The crystal structure of the compound 2-butyl-5-chloro-3H-imidazolyl-4-carbaldehyde oxime 2, an intermediate for the construction of isoxazolines is reported. These compounds exerted a significant PLA(2) enzyme inhibitory activity against group II PLA(2). The in vivo activity on mice of selected compounds 3bI and 3bIV shows the comparable anti-inflammatory activity with the known standard ursolic acid.
Basappa
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570006, India.
Satish Kumar
M
M
Nanjunda Swamy
S
S
Mahendra
M
M
Shashidhara Prasad
J
J
Viswanath
B S
BS
Rangappa
K S
KS
D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D007093:Imidazoles / Q000737:chemistry; D007555:Isoxazoles / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D008958:Models, Molecular; D010091:Oximes / Q000737:chemistry; D010741:Phospholipases A / Q000037:antagonists & inhibitors* / Q000378:metabolism; D054467:Phospholipases A2; D012910:Snake Venoms / Q000201:enzymology*; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry; D000097245:Ursolic Acid
D000447:Aldehydes; D000893:Anti-Inflammatory Agents; D004791:Enzyme Inhibitors; D007093:Imidazoles; D007555:Isoxazoles; D010091:Oximes; D010741:Phospholipases A; D054467:Phospholipases A2; D012910:Snake Venoms; D014315:Triterpenes; D000097245:Ursolic Acid