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Cytotoxic effect of conjugated trienoic fatty acids on mouse tumor and human monocytic leukemia cells

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Lipids

Abstract

The cytotoxicity of fatty acids from seed oils containing conjugated linolenic acids (CLN) was studied. Fatty acids from pomegranate, tung, and catalpa were cytotoxic to human monocytic leukemia cells at concentrations exceeding 5 μM for pomegranate and tung and 10 μM for catalpa, but fatty acids from pot marigold oil had no effect at concentrations ranging up to 163 μM. The main conjugated fatty acids of pomegranate, tung, catalpa, and pot marigold were cis(c)9, trans(t)11, c13-CLN (71.7%), c9,t11,t13-CLN (70.1%), t9,t11,c13-CLN (31.3%), and t8,t10,c12-CLN (33.4%), respectively. Therefore, the cytotoxicities of fatty acids from pomegranate, tung, and catalpa were supposed to be due to 9,11,13-CLN isomers. To elucidate the cytotoxicity of these CLN, we separated each CLN isomer from the fatty acid mixtures by high-performance liquid chromatography and analyzed its cytotoxicity. The cytotoxicities of c9,t11,c13-CLN, c9,t11,t13-CLN, and t9,t11,c13-CLN were much stronger than that of t8,t10,c12-CLN. Therefore, the higher cytotoxicity of fatty acids from pomegranate, tung, and catalpa than those from pot marigold would be derived from the different activities of 9,11,13-CLN and 8,10,12-CLN. Since there was little difference in the cytotoxicities of c9,t11,c13-CLN, c9,t11,t13-CLN, and t9,t11,c13-CLN, it is suggested that the cis/trans configuration of 9,11,13-CLN isomers had little effect on their cytotoxic effects. The mechanism of the cytotoxicity of the four fatty acids above may involve lipid peroxidation, because the order of toxicity of the fatty acids was consistent with their susceptibility to peroxidation in aqueous phase. This was supported by the decrease in the cytotoxicity of the fatty acids by addition of butylated hydroxytoluene.

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Abbreviations

AAPH:

2,2′-azobis(2-amidinopropane)dihydrochloride

BHT:

butylated hydroxytoluene

CLA:

conjugated linoleic acid

CLN:

conjugated linolenic acid

DMEM:

Dulbecco's modified Eagle's medium

GC:

gas chromatography

HPLC:

high-performance liquid chromatography

IsoLN:

isomerized linolenic acid

LA:

linoleic acid

LN:

α-linolenic acid

PUFA:

polyunsaturated fatty acid

WST:

water-soluble tetrazolium

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Authors and Affiliations

  1. Laboratory of Biofunctional Material Chemistry Division of Marine Bioscience, Graduate School of Fisheries Science, Hokkaido University, 3-1-1 Minato, 041-8611, Hakodate, Japan

    Rikako Suzuki, Ryoko Noguchi & Kazuo Miyashita

  2. Hokkaido Food Processing Research Center, 069-0836, Ebetsu, Japan

    Tomoki Ota

  3. Food Research Institute, Kaneka Co., Takasago, 676-8688, Hyogo, Japan

    Masayuki Abe

  4. Laboratory of Nutritional Chemistry, Division of Applied Life Science, Graduate School of Agriculture, Kyoto University, 606-8502, Kyoto, Japan

    Teruo Kawada

Authors
  1. Rikako Suzuki
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  2. Ryoko Noguchi
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  3. Tomoki Ota
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  4. Masayuki Abe
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  5. Kazuo Miyashita
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  6. Teruo Kawada
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Correspondence to Kazuo Miyashita.

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Suzuki, R., Noguchi, R., Ota, T. et al. Cytotoxic effect of conjugated trienoic fatty acids on mouse tumor and human monocytic leukemia cells. Lipids 36, 477–482 (2001). https://doi.org/10.1007/s11745-001-0746-0

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  • DOI: https://doi.org/10.1007/s11745-001-0746-0

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