Design, synthesis and biological evaluation of 3’,4’,5 ... · *Corresponding Author: Dr. Guotao...

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Design, synthesis and biological evaluation of 3’,4’,5’-trimethoxy flavonoid benzimidazole derivatives as potential anti-tumor agents Zhe Wang a,1 , Xiangping Deng a,1 , Runde Xiong a , Shujuan Xiong a , Juan Liu a , Xuan Cao a , Xiaoyong Lei a , Yanming Chen b , Xing Zheng a, *, Guotao Tang a, * a Institute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang, C hina, b Mu Dan Jiang You Bo Pharmacertical Co.Ltd, Mudanjiang, China *Corresponding Author: Dr. Guotao Tang, Ph.D. Dr .Xing Zheng, Ph.D Corresponding author atGuotao Tang, Xing Zheng, Institute of Pharmacy and Pharmacology, University of South China, Hengyang, Hunan, 421001,Peoples Republic of China. E-mail adress: [email protected] (Guotao Tang), [email protected] (Xing Zheng) 1 These authors contributed equally to this work. Electronic Supplementary Material (ESI) for MedChemComm. This journal is © The Royal Society of Chemistry 2017

Transcript of Design, synthesis and biological evaluation of 3’,4’,5 ... · *Corresponding Author: Dr. Guotao...

Page 1: Design, synthesis and biological evaluation of 3’,4’,5 ... · *Corresponding Author: Dr. Guotao Tang, Ph.D. Dr .Xing Zheng, Ph.D Corresponding author at: Guotao Tang, Xing Zheng,

Design, synthesis and biological evaluation of 3’,4’,5’-trimethoxy

flavonoid benzimidazole derivatives as potential anti-tumor agents

Zhe Wanga,1, Xiangping Denga,1, Runde Xionga, Shujuan Xionga, Juan Liua, Xuan Caoa,

Xiaoyong Leia, Yanming Chenb, Xing Zhenga,*, Guotao Tanga,*

aInstitute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation

Center for Molecular Target New Drug Study, University of South China, Hengyang, C

hina,

bMu Dan Jiang You Bo Pharmacertical Co.Ltd, Mudanjiang, China

*Corresponding Author: Dr. Guotao Tang, Ph.D. Dr .Xing Zheng, Ph.D

Corresponding author at:

Guotao Tang, Xing Zheng, Institute of Pharmacy and Pharmacology, University of

South China, Hengyang, Hunan, 421001,People’s Republic of China.

E-mail adress: [email protected] (Guotao Tang), [email protected] (Xing Zheng)

1 These authors contributed equally to this work.

Electronic Supplementary Material (ESI) for MedChemComm.This journal is © The Royal Society of Chemistry 2017

Page 2: Design, synthesis and biological evaluation of 3’,4’,5 ... · *Corresponding Author: Dr. Guotao Tang, Ph.D. Dr .Xing Zheng, Ph.D Corresponding author at: Guotao Tang, Xing Zheng,

Table of contents 1H NMR and 13C NMR spectra of compound 4a……………………….………….….2 1H NMR and 13C NMR spectra of compound 4b…………………….…….…….……3 1H NMR and 13C NMR spectra of compound 4c……………………………….……..4 1H NMR and 13C NMR spectra of compound 5……………………….………………5 1H NMR and 13C NMR spectra of compound 6…………………….…………………6 1H NMR and 13C NMR spectra of compound 7………………….……………………7 1H NMR and 13C NMR spectra of compound 8……………….……………...….……8 1H NMR and 13C NMR spectra of compound 9……………….………………………9 1H NMR and 13C NMR spectra of compound 10…………………………….………10 1H NMR and 13C NMR spectra of compound 11……………………….……………11 1H NMR and 13C NMR spectra of compound 12…………………….………………12 1H NMR and 13C NMR spectra of compound 13………………….…………………13 1H NMR and 13C NMR spectra of compound 14…………….………………………14 1H NMR and 13C NMR spectra of compound 15………….…………………………15 1H NMR and 13C NMR spectra of compound 16……………………………….……16 1H NMR and 13C NMR spectra of compound 17………….…………………………17 1H NMR and 13C NMR spectra of compound 18………………………….…………18 1H NMR and 13C NMR spectra of compound 19…………………….………………19 1H NMR and 13C NMR spectra of compound 20……………………………….……20 1H NMR and 13C NMR spectra of compound 21………………………………….…21 1H NMR and 13C NMR spectra of compound 22………………………….…………22 1H NMR and 13C NMR spectra of compound 23…………………….………………23 1H NMR and 13C NMR spectra of compound 24……………………………….……24 1H NMR and 13C NMR spectra of compound 25……………………………….……25 1H NMR and 13C NMR spectra of compound 26…………………….………………26 1H NMR and 13C NMR spectra of compound 27……………………………….……27 1H NMR and 13C NMR spectra of compound 28……………………………….……28

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1H NMR of compound 4a

13C NMR of compound 4a

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1H NMR of compound 4b

13C NMR of compound 4b

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1H NMR of compound 4c

13C NMR of compound 4c

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1H NMR of compound 5

13C NMR of compound 5

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1H NMR of compound 6

13C NMR of compound 5

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1H NMR of compound 7

13C NMR of compound 7

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1H NMR of compound 8

13C NMR of compound 8

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1H NMR of compound 9

13C NMR of compound 9

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1H NMR of compound 10

13C NMR of compound 10

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1H NMR of compound 11

13C NMR of compound 11

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1H NMR of compound 12

13C NMR of compound 12

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1H NMR of compound 13

13C NMR of compound 13

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1H NMR of compound 14

13C NMR of compound 14

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1H NMR of compound 15

13C NMR of compound 15

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1H NMR of compound 16

13C NMR of compound 16

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1H NMR of compound 17

13C NMR of compound 17

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1H NMR of compound 18

13C NMR of compound 18

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1H NMR of compound 19

13C NMR of compound 19

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1H NMR of compound 20

13C NMR of compound 20

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1H NMR of compound 21

13C NMR of compound 21

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1H NMR of compound 22

13C NMR of compound 22

Page 24: Design, synthesis and biological evaluation of 3’,4’,5 ... · *Corresponding Author: Dr. Guotao Tang, Ph.D. Dr .Xing Zheng, Ph.D Corresponding author at: Guotao Tang, Xing Zheng,

1H NMR of compound 23

13C NMR of compound 23

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1H NMR of compound 24

13C NMR of compound 24

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1H NMR of compound 25

13C NMR of compound 25

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1H NMR of compound 26

13C NMR of compound 26

Page 28: Design, synthesis and biological evaluation of 3’,4’,5 ... · *Corresponding Author: Dr. Guotao Tang, Ph.D. Dr .Xing Zheng, Ph.D Corresponding author at: Guotao Tang, Xing Zheng,

1H NMR of compound 27

13C NMR of compound 27

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1H NMR of compound 28

13C NMR of compound 28