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Cytotoxicity of Dioscin and Biotransformed Fenugreek

Abstract

Trigonella foenum-graecum, commonly known as fenugreek, is widely used as a spice in India, Pakistan, and China for centuries. It has been suggested that biotransformation of the glycosides by various microorganisms increase the biological activity and bioavailability. This study aims to characterize the biotransformation of the fenugreek saponins by food microorganisms and to assess the cytotoxicity of the biotransformed fenugreek extract and dioscin which is a compound produced during biotransformation against various cell lines. The production of dioscin was confirmed by TLC and LC-MS analysis. The cytotoxicities against HT-29 colon cell line were increased after biotransformation by Aspergillus usamii, Bifidobacterium infantis, Bifidobacterium sp. Int57, and Leuconostoc paramesenteroides but decreased by Aspergillus niger. The IC50 values of dioscin against five different tumor cell line cells ranged 0.72-3.22 and 2.88-8.53 μM in 2% and 10%(v/v) FBS containing media, respectively. Real time cell analysis showed that HT-29 cells died immediately after treatment with dioscin above 7.5 μM. Dioscin at 5 μM increased sub G1 phase cells when assessed with flow cytometric analysis. Since caspase-3 activity was increased by dioscin, cytotoxicity of dioscin might be related to apoptosis. Taken together, the structure and the level of saponin components in fenugreek were differentially affected by various food microorganisms. The safety and the cytotoxicity of dioscin produced during biotransformation need to be further evaluated in vivo.

References

  • Amin A, Alkaabi A, Al-Falasi S, and Daoud SA (2005) Chemopreventive activities of Trigonella foenum graecum (Fenugreek) against breast cancer. Cell Biol Int 29, 687–694.

    Article  Google Scholar 

  • Basch E, Ulbricht C, Kuo G., Szapary P, and Smith M (2003) Therapeutic applications of fenugreek. Altern Med Rev 8, 20–27.

    Google Scholar 

  • Cai J, Liu M, Wang Z, and Ju Y (2002) Apoptosis induced by dioscin in Hela cells. Biol Pharm Bull 25, 193–196.

    Article  CAS  Google Scholar 

  • Choi EK and Ji GE (2005) Food microorganisms that effectively hydrolyze O-glycoside but not C-glycoside isoflavones in Puerariae radix. J. Food Sci 70, C25-C28.

    Article  CAS  Google Scholar 

  • Earnshaw WC, Martins LM, and Kaufmann SH (1999) Mammalian caspases: structure, activation, substrates, and functions during apoptosis. Annu Rev Biochem 68, 383–424.

    Article  CAS  Google Scholar 

  • Fernandes P, Cruz A, Angelova B, Pinheiro HM, and Cabral JMS (2003) Microbial conversion of steroid compounds: recent developments. Enzyme Microb Technol 32, 688–705.

    Article  CAS  Google Scholar 

  • Gupta gnSK, Kalaiselvan V, Srivastava S, Saxena R, and Agrawal SS (2009) Trigonella foenum-graecum (Fenugreek) protects against selenite-induced oxidative stress in experimental cataractogenesis. Biol Trace Elem Res (in press)

  • He X, Liu B, Wang G, Wang X, Su L, Qu G, and Yao X (2006) Microbial metabolism of methyl protodioscin by Aspergillus niger culture-a new androstenedione producing way from steroid. J Steroid Biochem Mol Biol 100, 87–94.

    Article  CAS  Google Scholar 

  • Ikeda T, Ando J, Miyazono A, Zhu XH, Tsumagari H, Nohara T, Yokomizo K, and Uyeda M (2000) Anti-herpes virus activity of Solanum steroidal glycosides. Biol Pharm Bull 23, 363–364.

    Article  CAS  Google Scholar 

  • Kaviarasan S and Anuradha CV (2007) Fenugreek (Trigonella foenum graecum) seed polyphenols protect liver from alcohol toxicity: a role on hepatic detoxification system and apoptosis. Pharmazie 62, 299–304.

    CAS  Google Scholar 

  • Liu MJ, Wang Z, Ju Y, Zhou JB, Wang Y, and Wong RN (2004) The mitotic-arresting and apoptosis-inducing effects of diosgenyl saponins on hunan leukemia cell lines. Biol Pharm Bull 27, 1059–1065.

    Article  CAS  Google Scholar 

  • Mimaki Y, Yokosuka A, Kuroda M, and Sashida Y (2001) Cytotoxic activities and structure-cytotoxic relationships of steroidal saponins. Biol Pharm Bull 24, 1286–1289.

    Article  CAS  Google Scholar 

  • Narender T, Puri A, Shweta S, Khaliq T, Saxena R, Bhatia G, and Chandra R (2006) 4-hydroxyisoleucine an unusual amino acid as antidyslipidemic and antihyperglycemic agent. Bioorg Med Chem Lett 16, 293–296.

    Article  CAS  Google Scholar 

  • Park SY, Ji GE, Ko YT, Jung HK, Ustunol Z, and Pestka JJ (1999) Potentiation of hydrogen peroxide, nitric oxide, and cytokine production in RAW 264.7 macrophage cells exposed to human and commercial isolates of Bifidobacterium. Int J Food Microbiol 46, 231–241.

    Article  CAS  Google Scholar 

  • Raju J and Bird RP (2006) Alleviation of hepatic steatosis accompanied by modulation of plasma and liver TNF-alpha levels by Trigonella foenum graecum (fenugreek) seeds in Zucker obese (fa/fa) rats. Int J Obes 30, 1298–1307.

    Article  CAS  Google Scholar 

  • Raju J and Mehta R (2009) Cancer chemopreventive and therapeutic effects of diosgenin, a food saponin. Nutr Cancer 61, 27–35.

    Article  CAS  Google Scholar 

  • Ren MR, Hur JS, Kim JY, Park KW, Park SC, Seong CN, Jeong IY, Byun MW, Lee MK, Seo KI (2009) Anti-proliferative effects of Lethariella zahlbruckneri extracts in human HT-29 human colon cancer cells. Food Chem Toxicol 47, 2157–2162.

    Article  CAS  Google Scholar 

  • Sautour M, Mitaine-Offer AC, Miyamoto T, Dongmo A, and Lacaille-Dubois MA (2004) Antifungal steroid saponins from Dioscorea cayenensis. Chem Pharm Bull 52, 1353–1355.

    Article  CAS  Google Scholar 

  • Srinivasan K (2006) Fenugreek (Trigonella foenum-graecum): a review of health beneficial physiological effects. Food Rev. Int 22, 203–224.

    Article  CAS  Google Scholar 

  • Tawab MA, Bahr U, Karas M, Wurglics M, and Schubert-Zsilavecz M (2003) Degradation of ginsenosides in humans after oral administration. Drug Metab Dispos 8, 1065–1071.

    Article  Google Scholar 

  • Thirunavukkarasu V, Anuradha CV, and Viswanathan P (2003) Protective effect of fenugreek (Trigonella foenum graecum) seeds in experimental ethanol toxicity. Phytother Res 17, 737–743.

    Article  CAS  Google Scholar 

  • Wie HJ, Zhao HL, Chang JH, Kim YS, Hwang IK, and Ji GE (2007) Enzymatic modification of saponins from Platycodon grandiflorum with Aspergillus niger. J Agric Food Chem 55, 8908–8913.

    Article  CAS  Google Scholar 

  • Yoshikawa M, Murakami T, and Komatsu H (1997) Medicinal foodstuffs. IV. Fenugreek seed. (1): structures of trigoneosides Ia, Ib, IIa, IIb, IIIa, and IIIb, new furostanol saponins from the seeds of Indian Trigonella foenum-graecum L. Chem Pharm Bull 45, 81–87.

    Article  CAS  Google Scholar 

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Correspondence to Geun Eog Ji.

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Yum, C.H., You, H.J. & Ji, G.E. Cytotoxicity of Dioscin and Biotransformed Fenugreek. J. Korean Soc. Appl. Biol. Chem. 53, 470–477 (2010). https://doi.org/10.3839/jksabc.2010.072

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  • DOI: https://doi.org/10.3839/jksabc.2010.072

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