Synthesis and Anticancer Activity Evaluation of Derivatives of Emodin

被引：3

作者：

Liu Cheng ^{[1
]}

Zheng Yan-Yan ^{[1
]}

Hong Fang ^{[1
]}

Hu Jian-Da ^{[2
]}

Zhao Wen-Na ^{[1
]}

Yuan Yao-Feng ^{[1
]}

Shao Jing-Wei ^{[1
]}

Wang Wen-Feng ^{[1
]}

机构：

[1] Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Peoples R China

[2] Fujian Med Univ, Union Xiehe Hosp, Fuzhou 350001, Peoples R China

来源：

CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE | 2013年 / 34卷 / 06期

关键词：

Emodin derivative; Nitrogen heterocyclic; Quaternary ammonium salt; Anticancer activity; AMMONIUM-SALT DERIVATIVES; DNA-BINDING; CYTOTOXICITY; APOPTOSIS; BENZIMIDAZOLES; ADRIAMYCIN; AGENTS; CELLS;

D O I：

10.7503/cjcu20120982

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In order to improve the anticancer activity of emodin, seven emodin derivatives containing nitrogen heterocycle and three emodin derivatives containing quaternary ammonium salt were designed and synthesized by suitable modification at C6 position of emodin, their structures were characterized by IR, H-1 NMR and MS and their activities against leukemia cell line Molt-4 and lymphoma cell line CA46 in vitro were tested by MTT method. Thereinto, compounds 8, 9a+9b, 20a, 20b and 20c show higher anticancer activities than emodin, which indicates that benzimidazole and quaternary ammonium salt are good pharmacophores for the anticancer activity of emodin. We propose to introduce many such pharmacophores into emodin to improve the anticancer activity of emodin in further.

引用

页码：1408 / 1415

页数：8

共 33 条

[1] OXIDATION WITH METAL OXIDES .2. OXIDATION OF CHALCONE PHENYLHYDRAZONES PYRAZOLINES OMICRON-AMINOBENZYLIDINE ANILS AND OMICRON-HYDROXY BENZYLIDINE ANILS WITH MANGANESE DIOXIDE
BHATNAGAR, I
GEORGE, MV
[J]. TETRAHEDRON, 1968, 24 (03) : 1293 - +
[2] Emodin down-regulates androgen receptor and inhibits prostate cancer cell growth
Cha, TL
Qiu, L
Chen, CT
Wen, Y
Hung, MC
[J]. CANCER RESEARCH, 2005, 65 (06) : 2287 - 2295
[3] Chang JJ, 2011, CHEM J CHINESE U, V32, P1970
[4] Synthesis of mono-cationic and dicationic analogs of Hoechst 33258
Czarny, A
Wilson, WD
Boykin, DW
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (04) : 1393 - 1397
[5] Cell proliferation: A matter of time and place
Deane, NG
Parker, MA
Beauchamp, RD
[J]. SURGERY, 2005, 138 (01) : 1 - 7
[6] Dong L. H., 2007, MECH STUDY EMODINS A
[7] Apoptosis-based therapies and drug targets
Fischer, U
Schulze-Osthoff, K
[J]. CELL DEATH AND DIFFERENTIATION, 2005, 12 (Suppl 1): : 942 - 961
[8] Synthesis and antimicrobial studies of a new series of 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles
Gaonkar, S. L.
Rai, K. M. L.
Prabhuswamy, B.
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (07) : 841 - 846
[9] Graham J. A., 1984, J MED CHEM, V27, P1481
[10] Studies on N4-(2-deoxy-D-pentofuranosyl)-4,6-diamino-5-formamidopyrimidine (Fapy•dA) and N6-(2-deoxy-D-pentofuranosyl)-6-diamino-5-formamido-4-hydroxypyrimidine (Fapy•dG)
Greenberg, MM
Hantosi, Z
Wiederholt, CJ
Rithner, CD
[J]. BIOCHEMISTRY, 2001, 40 (51) : 15856 - 15861

← 1 2 3 4 →