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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 23, Number 3
BKCSDE 23(3)
March 20, 2002 

 
Title
NMR Studies on Antitumor Drug Candidates, Berberine and Berberrubine
Author
Young Wook Jeon, Jin Won Jung, Miran Kang, In Kwon Chung, Weontae Lee
Keywords
Berberine, Berberrubine, Anti-tumor drug, ROESY, NMR.
Abstract
Berberine and berberrubine, which display antitumor activity, have also demonstrated distinct enzyme-poisoning activities by stabilizing topoisomerase Ⅱ-DNA cleavable complexes. The protoberberine berberrubine differs in chemical structure with berberine at only one position, however, it shows a prominent activity difference from berberine. Solution structures of berberine and berberrubine determined by NMR spectroscopy are similar, however, the minor structural rearrangement has been observed near 19 methoxy or hydroxyl group. We suggest that the DNA cleavage activities of topoisomerase Ⅱ poisons could be correlated with both chemical environments and minor structural change together with hydrophobicity of interacting side chains of drugs with DNA molecule.
Page
391 - 394
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