Synthesis and DNA-binding Properties of Trehalose-tethered Monomeric and Dimeric Berberines 


Vol. 34,  No. 3, pp. 749-752, Mar.  2013
10.5012/bkcs.2013.34.3.749


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  Abstract

Trehalose-tethered monomeric and dimeric berberines were synthesized in 50% and 30% from the reaction of berberrubine with 6-tosyl-α,α'-trehalose and 6,6'-ditosyl-α,α'-trehalose, respectively, and fully characterized by MS (HR and ESI) and NMR (1H, 13C, COSY and HSQC). Spectrophotometric and spectrofluorimetric titrations indicated that compared with berberine, trehalose-tethered monomeric berberine had comparable DNA-binding affinity toward calf-thymus DNA, whereas trehalose-spaced dimeric berberine exhibited higher DNA-binding affinity. The potential application of these conjugates is also briefly discussed.

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  Cite this article

[IEEE Style]

Y. Wang, C. Zhou, J. Chen, W. Chen, "Synthesis and DNA-binding Properties of Trehalose-tethered Monomeric and Dimeric Berberines," Bulletin of the Korean Chemical Society, vol. 34, no. 3, pp. 749-752, 2013. DOI: 10.5012/bkcs.2013.34.3.749.

[ACM Style]

Yong-Min Wang, Chun-Qiong Zhou, Jin-Xiang Chen, and Wen-Hua Chen. 2013. Synthesis and DNA-binding Properties of Trehalose-tethered Monomeric and Dimeric Berberines. Bulletin of the Korean Chemical Society, 34, 3, (2013), 749-752. DOI: 10.5012/bkcs.2013.34.3.749.

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ISSN(Print) 0253-2964
ISSN(Online) 1229-5949