ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

Published monthly
 

Efficient synthesis of aurone Mannich bases and evaluation of their antineoplastic activity in PC-3 prostate cancer cells

Antonina V. Popova, Mykhaylo S. Frasinyuk, Svitlana P. Bondarenko, Wen Zhang, Yanqi Xie, Zachary M. Martin, Xianfeng Cai, Michael V. Fiandalo, James L. Mohler, Chunming Liu, David S. Watt, and Vitaliy M. Sviripa

National Academy of Science of Ukraine, Kyiv, Ukraine

 

E-mail: vitaliy.sviripa@uky.edu

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. Compound 12c (R3 = Ac, Ar = 3,4-OMePh) displays 75% inhibition of PC-3 prostate cancer cells proliferation at 300 nM concentration.

Keywords: 6-hydroxyaurones ; Mannich base ; Aminomethylation ; Prostate cancer 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-018-0485-8

 

Chemical Papers 72 (10) 2443–2456 (2018)

Thursday, November 21, 2019

IMPACT FACTOR 2018
1.246
SCImago Journal Rank 2018
0.274
SEARCH
Advanced
VOLUMES
International Conference on Coordination and Bioinorganic Chemistry
46th International Conference of SSCHE
© 2019 Chemical Papers