Synthesis and Cytotoxic Activity of New Betulin and Betulinic Acid Esters with Conjugated Linoleic Acid (CLA)

被引：0

作者：

Tubek, Barbara ^{[1
]}

Mitula, Pawel ^{[1
]}

Niezgoda, Natalia ^{[1
]}

Kempinska, Katarzyna ^{[2
]}

Wietrzyk, Joanna ^{[2
]}

Wawrzenczyk, Czeslaw ^{[1
]}

机构：

[1] Wroclaw Univ Environm & Life Sci, Fac Food Sci, Dept Chem, PL-50375 Wroclaw, Poland

[2] Polish Acad Sci, Ludwik Hirszfeld Inst Immunol & Expt Therapy, PL-53114 Wroclaw, Poland

来源：

NATURAL PRODUCT COMMUNICATIONS | 2013年 / 8卷 / 04期

关键词：

Betulin; Betulinic acid; Conjugated linoleic acid; CLA; Esters; Cytotoxicity; ANTIPROLIFERATIVE ACTIVITY; PROTEIN-KINASE; TRITERPENOIDS; DERIVATIVES; CANCER; INHIBITION; DISCOVERY; APOPTOSIS; ANALOGS; AGENTS;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of new ester derivatives of betulin (3a-c) and betulinic acid (4) with conjugated linoleic acid isomers (CLA; in a mixture of 43.4% 9c, lit; 49.5% 10t, 12c; 7.1% other isomers) is presented. Esterification was carried out with N,N'-dicyclohexylcarbodiimide (DCC) as the coupling agent in the presence of 4-dimethylamino-pyridine (DMAP) in dichloromethane (or pyridine). The in vitro cytotoxic effect of betulin (1), betulinic acid (2), a mixture of CLA isomers and their derivatives (3a-c, 4) was examined using the MTT assay against four cancer cell lines (P388, CEM/C2, CCRF/CEM and HL-60) and the SRB assay on the HT-29 cell line. Ester 4 was the most active among the esters synthesized against the CEM/C2 cell line with an ID50 value 16.9 +/- 6.5 mu g/mL. Betulin (1), betulinic acid (2) and CLA were the most active agents against the cancer cell lines studied.

引用

页码：435 / 438

页数：4

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