Synthesis and antiplatelet evaluation of alpha-methylene-gamma-butyrolactone bearing 2-methylquinoline and 8-hydroxyquinoline moieties.
In a search for inhibitors of platelet aggregation, some alpha-methylene-gamma-butyrolactones bearing 2-methylquinoline and 8-hydroxyquinoline moieties were synthesized and evaluated for antiplatelet activities against thrombin (Thr)-, arachidonic acid (AA)-, collagen (Col)-, and platelet-activating factor (PAF)-induced aggregation in washed rabbit platelets. With the exception of 2-[[2,3,4,5-tetrahydro-4-methylene-5-oxo-2-(4-phenylphenyl)-2 -furanyl]methoxy]-8-hydroxyquinoline (8f), these alpha-methylene-gamma-butyrolactones completely inhibited the platelet aggregation induced by AA and Col. The 2-methylquinoline derivatives were also active against Thr- and PAF-induced aggregation, while their 8-hydroxyquinoline counterparts were relatively inactive.
Liou
S S
SS
Department of Pharmacy, Tajen Junior College of Pharmacy, Pingtung, Taiwan, R.O.C.
Zhao
Y L
YL
Chang
Y L
YL
Teng
C M
CM
Tzeng
C C
CC
D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D000255:Adenosine Triphosphate / Q000097:blood; D000818:Animals; D001792:Blood Platelets / Q000187:drug effects / Q000378:metabolism; D002417:Cattle; D018360:Crystallography, X-Ray; D066298:In Vitro Techniques; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D011817:Rabbits
D010975:Platelet Aggregation Inhibitors; D011804:Quinolines; D000255:Adenosine Triphosphate; D015107:4-Butyrolactone