Synthesis and cytotoxic activity of new betulin and betulinic acid esters with conjugated linoleic acid (CLA)

Planta Medica ◽  
2011 ◽  
Vol 77 (12) ◽  
Author(s):  
C Wawrzenczyk ◽  
B Tubek ◽  
P Mitula ◽  
K Kempinska ◽  
J Wietrzyk
Keyword(s):  
Linoleic Acid ◽  
Cytotoxic Activity ◽  
Conjugated Linoleic Acid ◽  
Betulinic Acid ◽  
Acid Esters

Synthesis and evaluation of cytotoxic activity of conjugated linoleic acid derivatives (esters, alcohols, and their acetates) toward cancer cell lines

2017 ◽  
Vol 119 (10) ◽  
pp. 1600470 ◽  
Author(s):  
Natalia Niezgoda ◽  
Anna Gliszczyńska ◽  
Katarzyna Kempińska ◽  
Joanna Wietrzyk ◽  
Czesław Wawrzeńczyk
Keyword(s):  
Linoleic Acid ◽  
Cytotoxic Activity ◽  
Conjugated Linoleic Acid ◽  
Cell Lines ◽  
Cancer Cell ◽  
Cancer Cell Lines

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

2013 ◽  
Vol 8 (4) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Barbara Tubek ◽  
Paweł Mituła ◽  
Natalia Niezgoda ◽  
Katarzyna Kempińska ◽  
Joanna Wietrzyk ◽  
...  
Keyword(s):  
Linoleic Acid ◽  
Conjugated Linoleic Acid ◽  
Cell Line ◽  
Cell Lines ◽  
Cancer Cell ◽  
Betulinic Acid ◽  
Cancer Cell Lines ◽  
Cla Isomers ◽  
Derivatives Of

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, 11t; 49.5% 10 t, 12 c; 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 μg/mL. Betulin (1), betulinic acid (2) and CLA were the most active agents against the cancer cell lines studied.

Conjugated Linoleic Acid Causes a Marked Increase in Liver α-Tocopherol and Liver α-Tocopherol Transfer Protein in C57BL/6 J Mice

2010 ◽  
Vol 80 (1) ◽  
pp. 65-73 ◽  
Author(s):  
Pei-Min Chao ◽  
Wan-Hsuan Chen ◽  
Chun-Huei Liao ◽  
Huey-Mei Shaw
Keyword(s):  
Antioxidant Enzymes ◽  
Linoleic Acid ◽  
Conjugated Linoleic Acid ◽  
Thiobarbituric Acid ◽  
Control Group ◽  
Thiobarbituric Acid Reactive Substances ◽  
Control Groups ◽  
Protein Levels ◽  
Transfer Protein ◽  
And Control

Conjugated linoleic acid (CLA) is a collective term for the positional and geometric isomers of a conjugated diene of linoleic acid (C18:2, n-6). The aims of the present study were to evaluate whether levels of hepatic α-tocopherol, α-tocopherol transfer protein (α-TTP), and antioxidant enzymes in mice were affected by a CLA-supplemented diet. C57BL/6 J mice were divided into the CLA and control groups, which were fed, respectively, a 5 % fat diet with or without 1 g/100 g of CLA (1:1 mixture of cis-9, trans-11 and trans-10, cis-12) for four weeks. α-Tocopherol levels in plasma and liver were significantly higher in the CLA group than in the control group. Liver α-TTP levels were also significantly increased in the CLA group, the α-TTP/β-actin ratio being 2.5-fold higher than that in control mice (p<0.01). Thiobarbituric acid-reactive substances were significantly decreased in the CLA group (p<0.01). There were no significant differences between the two groups in levels of three antioxidant enzymes (superoxide dismutase, glutathione peroxidase, and catalase). The accumulation of liver α-tocopherol seen with the CLA diet can be attributed to the antioxidant potential of CLA and the ability of α-TTP induction. The lack of changes in antioxidant enzyme protein levels and the reduced lipid peroxidation in the liver of CLA mice are due to α-tocopherol accumulation.

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