869077-13-4Relevant academic research and scientific papers
Efficient synthesis of aurone Mannich bases and evaluation of their antineoplastic activity in PC-3 prostate cancer cells
Popova, Antonina V.,Frasinyuk, Mykhaylo S.,Bondarenko, Svitlana P.,Zhang, Wen,Xie, Yanqi,Martin, Zachary M.,Cai, Xianfeng,Fiandalo, Michael V.,Mohler, James L.,Liu, Chunming,Watt, David S.,Sviripa, Vitaliy M.
, p. 2443 - 2456 (2018)
Abstract: An efficient method for regioselective synthesis of C-7 Mannich bases of 6-hydroxyaurones was accomplished by the N,N-dialkylaminomethylation using aminals prepared from dimethylamine, dipropylamine, bis(2-methoxyethyl)amine, N-methylbutylamine, N-methylbenzylamine, morpholine, piperidine, and 1-methylpiperazine. Further transformation of 7-(N,N-dialkylamino)methyl group in these aurones led to formation of C-7 acetoxymethyl and methoxymethyl derivatives of 6-hydroxyaurones, some of which showed promising inhibition of PC-3 prostate cancer cell proliferation in the high nanomolar to low micromolar range that exceeded that of cisplatin. Graphical abstract: Compound 12c (R3 = Ac, Ar = 3,4-OMePh) displays 75% inhibition of PC-3 prostate cancer cells proliferation at 300 nM concentration.[Figure not available: see fulltext.]
