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.
| Original language | English |
|---|---|
| Pages (from-to) | 391-394 |
| Number of pages | 4 |
| Journal | Bulletin of the Korean Chemical Society |
| Volume | 23 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - 2002 Mar 20 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
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NMR studies on antitumor drug candidates, berberine and berberrubine. / Jeon, Young Wook; Jung, Jin Won; Kang, Miran; Chung, In Kwon; Lee, Weontae.
In: Bulletin of the Korean Chemical Society, Vol. 23, No. 3, 20.03.2002, p. 391-394.Research output: Contribution to journal › Article
TY - JOUR
T1 - NMR studies on antitumor drug candidates, berberine and berberrubine
AU - Jeon, Young Wook
AU - Jung, Jin Won
AU - Kang, Miran
AU - Chung, In Kwon
AU - Lee, Weontae
PY - 2002/3/20
Y1 - 2002/3/20
N2 - 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.
AB - 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.
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UR - http://www.scopus.com/inward/citedby.url?scp=0037139887&partnerID=8YFLogxK
U2 - 10.5012/bkcs.2002.23.3.391
DO - 10.5012/bkcs.2002.23.3.391
M3 - Article
AN - SCOPUS:0037139887
VL - 23
SP - 391
EP - 394
JO - Bulletin of the Korean Chemical Society
JF - Bulletin of the Korean Chemical Society
SN - 0253-2964
IS - 3
ER -