Antiplatelet activity of benzylisoquinoline derivatives oxidized by cerium(IV) ammonium nitrate.
Oxidation of 1-benzyl-3,4-dihydroisoquinolines with cerium(IV) ammonium nitrate (CAN) under mild condition yielded the mixture of corresponding 1-benzylisoquinolines (b-type) and 1-benzoylisoquinolines (a- or c-type) in an equal yields. The selective oxidation products (c-type) can be prepared by using MeCN instead of MeOH. In the antiplatelet assays, four inducers were employed, including AA, Col, PAF, and Thr. In the PAF or Col induced platelet aggregation, compounds belonging to a- and b-type showed stronger inhibitory effects than aspirin.
Kuo
Reen-Yen
RY
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan.
Chang
Fang-Rong
FR
Wu
Chin-Chun
CC
Patnam
Ramesh
R
Wang
Wei-Ya
WY
Du
Ying-Chi
YC
Wu
Yang-Chang
YC
D016718:Arachidonic Acid / Q000494:pharmacology; D001241:Aspirin / Q000494:pharmacology; D044182:Benzylisoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D002563:Cerium / Q000737:chemistry*; D003094:Collagen / Q000494:pharmacology; D009566:Nitrates / Q000737:chemistry*; D010084:Oxidation-Reduction; D010972:Platelet Activating Factor / Q000494:pharmacology*; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013917:Thrombin / Q000494:pharmacology
D044182:Benzylisoquinolines; D009566:Nitrates; D010972:Platelet Activating Factor; D010975:Platelet Aggregation Inhibitors; D016718:Arachidonic Acid; D002563:Cerium; D003094:Collagen; D013917:Thrombin; D001241:Aspirin; C006568:ammonium nitrate