193551-53-0Relevant academic research and scientific papers
Antiplatelet activity of benzylisoquinoline derivatives oxidized by cerium(IV) ammonium nitrate
Kuo, Reen-Yen,Chang, Fang-Rong,Wu, Chin-Chun,Patnam, Ramesh,Wang, Wei-Ya,Du, Ying-Chi,Wu, Yang-Chang
, p. 2789 - 2793 (2007/10/03)
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.
A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds
Radchenko, Oleg S.,Novikov, Vyacheslav L.,Elyakov, George B.
, p. 5339 - 5342 (2007/10/03)
Fascaplysin 1, an antimicrobial and cytotoxic red pigment of the marine sponge Fascaphysinopsis sp., has been synthesized in five steps from tryptamine 2 in 44% overall yield. The key steps in the synthesis are: (a) dehydrogenation of the dihydro-β-carboline intermediate 4 simultaneously with its benzylic oxidation on treatment with MnO2 and (b) the thermal cyclization of the resulting β-carboline 7 into a quaternary salt 8. Similarly, indoloisoquinolines 15 and 16, the tetracyclic analogues of 1, were prepared in six steps from α-amino ketone 9 in 59 and 55% overall yields, respectively.
