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Synthesis of ester derivatives of Rhein and their in vitro antitumor activities on cervical cancer cells (Hela)

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Title Synthesis of ester derivatives of Rhein and their in vitro antitumor activities on cervical cancer cells (Hela)
 
Creator Zhu, Zhi Wen
Yang, Mei
Zhang, Jin Ping
 
Subject Anticancer
Antitumor
DMAP
Ester derivatives
Esterification
Rhein
 
Description 1359-1363
Taking Rhein as the lead compound, ten esters of rhein were synthesized by esterification. For synthesis of smaller steric hindrance alcohols, SOCl2 was used as a catalyst to synthesize methyl, ethyl and butyl esters. For lager steric hindrance alcohols, dicyclohexyl carbodiimide (DCC) was used as dehydrating agent, and 4-dimethylaminopyridine (DMAP) was used as the catalyst to synthesize isopropyl, isobutyl, tertbutyl, isoamyl, benzyl, 2-phenyl ethyl, 2-chloroethyl esters. Structural characterization of the target compounds were done using melting point, 1H NMR, 13C NMR and HRMS. Five out of the 10 compounds were new. All the compounds were evaluated for antitumor activities in vitro against Hela human cervical carcinoma cell lines. Study found that all the ten compounds showed differences in their growth inhibitory effect on tumor cells. Compound with benzyl groups improved the antitumor activity. Results showed that compound 3b exhibited maximum activity against Hela cell lines at 100 μg mL–1 (IC50 value) with an inhibition rate of 70%, while the derivative 3i showed the lowest inhibitory activity (IC50
 
Date 2020-09-26T07:32:58Z
2020-09-26T07:32:58Z
2020-09
 
Type Article
 
Identifier 0975-0975(Online); 0376-4710(Print)
http://nopr.niscair.res.in/handle/123456789/55340
 
Language en_US
 
Rights CC Attribution-Noncommercial-No Derivative Works 2.5 India
 
Publisher NISCAIR-CSIR, India
 
Source IJC-A Vol.59A(09) [September 2020]