188922-51-2Relevant academic research and scientific papers
The first total syntheses of (±)-norphoebine, dehydrophoebine, oxophoebine, dehydrocrebanine, oxocrebanine and uthongine and their cytotoxicity against three human cancer cell lines
Rayanil, Kanok-On,Prempree, Cholthicha,Nimgirawath, Surachai
, p. 1042 - 1056 (2016/09/28)
The first total syntheses of (±)-norphoebine, dehydrophoebine, oxophoebine, dehydrocrebanine, oxocrebanine and uthongine have been achieved. The crucial step involved the formation of ring C by a microwave-assisted direct biaryl coupling to produce the aporphine skeleton in high yields. The synthetic alkaloids were evaluated for their cytotoxicity against three human cancer cell lines MCF7, KB and NCI-H187. The results showed that uthongine was the best candidate of the series and it exhibited cytotoxicity against a human breast cancer MCF7 line with an IC50?=?3.05?μM
Total synthesis of sinomendine and its analogs
Zhou, De-Min,Yue, Bao-Zhen,Cui, Ji-Qiao,Cai, Meng-Shen,Zhang, Li-He
, p. 439 - 450 (2007/10/03)
Sinomendine (1), a good receptor antagonist of angiotensin II and rare oxoaporphine alkaloid isolated from traditional Chinese drug Sinomenium acutum (Thunb.) Rehd. et Wils, was synthesized from a bromobenzylidenetetrahydroisoquinolineenamide precursor (6). Photocyclization of this enamide led to a protected aporphine (7), which could be converted into oxoaporphine (9) and (±)-sinomendine (1) by Fremy's salt oxidation followed an available Grignard reaction.
