Synthesis and DNA-binding affinities of monomodified berberines

Ji Yan Pang; Yong Qin; Wen Hua Chen; Guo An Luo; Zhi Hong Jiang

doi:10.1016/j.bmc.2005.05.048

Synthesis and DNA-binding affinities of monomodified berberines

Ji Yan Pang, Yong Qin, Wen Hua Chen^*, Guo An Luo, Zhi Hong Jiang

^*Corresponding author for this work

School of Chinese Medicine

Research output: Contribution to journal › Journal article › peer-review

64 Citations (Scopus)

Abstract

Four new monomodified berberines have been synthesized in moderate to good yields starting from berberine and fully characterized by HRMS and ¹H NMR. Spectrometric titration and ethidium bromide displacement experiments indicate that these berberine derivatives, especially the one having primary amino group, strongly bind with calf-thymus DNA, presumably via an intercalation mechanism.

Original language	English
Pages (from-to)	5835-5840
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	13
Issue number	20
DOIs	https://doi.org/10.1016/j.bmc.2005.05.048
Publication status	Published - 15 Oct 2005

Scopus Subject Areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

User-Defined Keywords

Berberine
DNA-binder
Spectrometry
Synthesis

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10.1016/j.bmc.2005.05.048

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title = "Synthesis and DNA-binding affinities of monomodified berberines",

abstract = "Four new monomodified berberines have been synthesized in moderate to good yields starting from berberine and fully characterized by HRMS and 1H NMR. Spectrometric titration and ethidium bromide displacement experiments indicate that these berberine derivatives, especially the one having primary amino group, strongly bind with calf-thymus DNA, presumably via an intercalation mechanism.",

keywords = "Berberine, DNA-binder, Spectrometry, Synthesis",

author = "Pang, {Ji Yan} and Yong Qin and Chen, {Wen Hua} and Luo, {Guo An} and Jiang, {Zhi Hong}",

note = "Funding Information: This work was financially supported by the Faculty Research Grants from Hong Kong Baptist University and Research Grants Council, University Grants Committee of Hong Kong. The authors are grateful to the reviewers for their suggestions on the revision of the manuscript.",

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doi = "10.1016/j.bmc.2005.05.048",

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T1 - Synthesis and DNA-binding affinities of monomodified berberines

AU - Pang, Ji Yan

AU - Qin, Yong

AU - Chen, Wen Hua

AU - Luo, Guo An

AU - Jiang, Zhi Hong

N1 - Funding Information: This work was financially supported by the Faculty Research Grants from Hong Kong Baptist University and Research Grants Council, University Grants Committee of Hong Kong. The authors are grateful to the reviewers for their suggestions on the revision of the manuscript.

PY - 2005/10/15

Y1 - 2005/10/15

N2 - Four new monomodified berberines have been synthesized in moderate to good yields starting from berberine and fully characterized by HRMS and 1H NMR. Spectrometric titration and ethidium bromide displacement experiments indicate that these berberine derivatives, especially the one having primary amino group, strongly bind with calf-thymus DNA, presumably via an intercalation mechanism.

AB - Four new monomodified berberines have been synthesized in moderate to good yields starting from berberine and fully characterized by HRMS and 1H NMR. Spectrometric titration and ethidium bromide displacement experiments indicate that these berberine derivatives, especially the one having primary amino group, strongly bind with calf-thymus DNA, presumably via an intercalation mechanism.

KW - Berberine

KW - DNA-binder

KW - Spectrometry

KW - Synthesis

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U2 - 10.1016/j.bmc.2005.05.048

DO - 10.1016/j.bmc.2005.05.048

M3 - Journal article

C2 - 15993616

AN - SCOPUS:24344476072

SN - 0968-0896

VL - 13

SP - 5835

EP - 5840

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 20

ER -

Synthesis and DNA-binding affinities of monomodified berberines

Abstract

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