Eur J Med Chem. 2011 May;46(5):1906-13. doi: 10.1016/j.ejmech.2011.02.020. Epub 2011 Feb 22.

Quinolino-benzo-[5, 6]-dihydroisoquindolium compounds derived from berberine: a new class of highly selective ligands for G-quadruplex DNA in c-myc oncogene.

Ma Y, Ou TM, Tan JH, Hou JQ, Huang SL, Gu LQ, Huang ZS.

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School of Pharmaceutical Sciences, Sun Yat-sen University, Waihuan East Road 132, Guangzhou 510080, People's Republic of China.

Abstract

A series of quinolino-benzo-[5, 6]-dihydroisoquindolium compounds (3a, 3f, 3g, and 3j) derived from alkaloid berberine were designed and synthesized as novel G-quadruplex ligands. Subsequent biophysical and biochemical evaluation demonstrated that the addition of pyridine ring and amino group into berberine improved the binding ability and selectivity towards G-quadruplex DNA in comparison with the previously reported 9-N-substituted berberine derivatives. Furthermore, qRT-PCR assay showed compound 3j led the down-regulation of c-myc gene transcription in leukemia cell line HL60, while little effect on normal cell line ECV-304, which was consistent with the behavior of an effective G-quadruplex ligand targeting c-myc oncogene.

PMID:: 21392861; [PubMed - indexed for MEDLINE]

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Quinolino-benzo-[5, 6]-dihydroisoquindolium compounds derived from berberine: a ...
Quinolino-benzo-[5, 6]-dihydroisoquindolium compounds derived from berberine: a new class of highly selective ligands for G-quadruplex DNA in c-myc oncogene.
Eur J Med Chem. 2011 May ;46(5):1906-13. doi: 10.1016/j.ejmech.2011.02.020. Epub 2011 Feb 22 .

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