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volume 41 issue 3 pages 183-185

Synthesis of Water-Soluble 7-O-Carboxymethyl-Genistein

Publication typeJournal Article
Publication date2017-03-07
scimago Q3
wos Q3
SJR0.306
CiteScore3.4
Impact factor1.2
ISSN03082342, 17475198, 20476507
General Chemistry
Abstract

A three-step synthesis from genistein of the water-soluble sodium salt of 7-O-carboxymethyl-genistein is described. Base-catalysed reaction of genistein with t-butyl bromoacetate gave 7-O-(carbo-t-butoxy)methyl-genistein, which was hydrolysed by aqueous acetic acid to 7-O-carboxymethyl-genistein and neutralised (NaHCO3) to give the target compound. The carboxylate group enhanced the water-solubility of genistein more than a thousand-fold and the new derivate will be useful as a candidate compound in pharmacological and clinical chemistry studies of isoflavones.

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GOST |
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GOST Copy
Cao Z. et al. Synthesis of Water-Soluble 7-O-Carboxymethyl-Genistein // Journal of Chemical Research. 2017. Vol. 41. No. 3. pp. 183-185.
GOST all authors (up to 50) Copy
Cao Z., Wu Q., Cheng J., Zhu D., Teng W., Liu W., Sun X., Yao G. Synthesis of Water-Soluble 7-O-Carboxymethyl-Genistein // Journal of Chemical Research. 2017. Vol. 41. No. 3. pp. 183-185.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.3184/174751917x14878812592814
UR - https://doi.org/10.3184/174751917x14878812592814
TI - Synthesis of Water-Soluble 7-O-Carboxymethyl-Genistein
T2 - Journal of Chemical Research
AU - Cao, Zhiling
AU - Wu, Qiao
AU - Cheng, Jing
AU - Zhu, Dandan
AU - Teng, Wengqi
AU - Liu, Weiwei
AU - Sun, Xiaokai
AU - Yao, Guowei
PY - 2017
DA - 2017/03/07
PB - SAGE
SP - 183-185
IS - 3
VL - 41
SN - 0308-2342
SN - 1747-5198
SN - 2047-6507
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Cao,
author = {Zhiling Cao and Qiao Wu and Jing Cheng and Dandan Zhu and Wengqi Teng and Weiwei Liu and Xiaokai Sun and Guowei Yao},
title = {Synthesis of Water-Soluble 7-O-Carboxymethyl-Genistein},
journal = {Journal of Chemical Research},
year = {2017},
volume = {41},
publisher = {SAGE},
month = {mar},
url = {https://doi.org/10.3184/174751917x14878812592814},
number = {3},
pages = {183--185},
doi = {10.3184/174751917x14878812592814}
}
MLA
Cite this
MLA Copy
Cao, Zhiling, et al. “Synthesis of Water-Soluble 7-O-Carboxymethyl-Genistein.” Journal of Chemical Research, vol. 41, no. 3, Mar. 2017, pp. 183-185. https://doi.org/10.3184/174751917x14878812592814.