Subscribe Now Subscribe Today
Research Article
 

Sesame Oil: Potential Interaction with P450 Isozymes



Cengiz Gokbulut
 
Facebook Twitter Digg Reddit Linkedin StumbleUpon E-mail
ABSTRACT

The aim of this perceptive is to call attention to possible interaction between sesame oil or its lignans and drugs. Sesame oil is used extensively in the world especially in the Asian cuisine and it consumption by human is increasing because of its health benefits. In addition, the oil is used widely in the some injectable drug formulations. The lignans such as sesamin, episesamin, sesaminol and sesamolin are major constituents of sesame oil and all have chemically methylenedioxyphenyl group. Although, it was shown that piperonyl butoxide and safrole interact with some P450 isozymes both in insects and mammalian species due to having methylenedioxyphenyl group, there is no data available on the literature on the interaction between sesame oil or its lignans and drugs. According to my hypothesis sesame oil could interact with the P450 isozymes and affect the drug metabolisms or dispositions in human.

Services
Related Articles in ASCI
Similar Articles in this Journal
Search in Google Scholar
View Citation
Report Citation

 
  How to cite this article:

Cengiz Gokbulut , 2010. Sesame Oil: Potential Interaction with P450 Isozymes. Journal of Pharmacology and Toxicology, 5: 469-472.

DOI: 10.3923/jpt.2010.469.472

URL: https://scialert.net/abstract/?doi=jpt.2010.469.472
 
Received: December 14, 2009; Accepted: March 26, 2010; Published: June 19, 2010



INTRODUCTION

Sesame, Sesamum indicum L., is an annual herb native to the tropics and grown primarily for its oil-rich seeds. This highly aromatic oil ranges in hue from golden to brown and is extensively used in Asian cuisine. The oil is sometimes used as cooking oil, but most often is used as a seasoning accent in stir-fries, dressings, sauces and marinades. In addition, sesame oil is also used in the some injectable drug formulations in human and veterinary medicine.

Sesame lignans (a non-fat constituent) or antioxidants such as sesamin, episesamin, sesaminol and sesamolin are major constituents of sesame oil and all have chemically methylenedioxyphenyl group (Kamal-Eldin and Appelqvist, 1994; Kamal-Eldin et al., 1994) (Fig. 1). Sesame seed lignans were reported to be responsible for many unique chemical and physiological properties of sesame oil (Kamal-Eldin, 1995). Sesamin, one of the lignans present most abundantly in sesame seed and found in various medicinal plants. Sesamin increases the detoxification capability of liver, reduces the incidence of chemically induced tumors and protects neuronal cells against oxidative stress and exhibits anti-hypertensive, anti-inflammatory and anti-allergic effect (Hirose et al., 1992; Hou et al., 2003; Jeng and Hou, 2005).

The synergists that have a methylenedioxyphenyl group were firstly introduced in 1940 to increase the effectiveness of pyrethrum. Since, then many compounds have appeared, but only a few are still marketed. These synergists are piperonyl butoxide, sesamin, sesamolin and sesamex (Fig. 1). Piperonyl butoxide, a semisynthetic derivative of safrole, is the most widely used synthetic pyrethrin synergist and there are no reports available on toxic effects on humans resulting from the exposure to it (Breathnach, 1998).


Image for - Sesame Oil: Potential Interaction with P450 Isozymes
Fig. 1: Chemical structure of methylenedioxyphenyl compounds

It was found in sesame oil and later named sesamine (Ware and Whitacre, 2004). Piperonyl butoxide does not have any pesticidal activity. However, when combined with insecticides, such as pyrethrin, pyrethroid and carbamate insecticides, their potency is increased considerably (Maklakov et al., 2001). It was clearly shown that PB interacts (induce or inhibit) with some P450 isozymes both in insects and mammalian species (Hodgson and Philpot, 1974; Adams et al., 1993a, b). This family of enzymes acts as the principal detoxification pathway for many pesticides. Piperonyl butoxide is a potent cytochrome P450 inhibitor and this inhibition of the detoxification pathway allows higher unchanged systemic concentrations of the active insecticide to remain within the target animal for a longer period. It was demonstrated that the major route of metabolism of piperonyl butoxide involved the opening of the methylenedioxy ring followed by loss of the methylene group into the endogenous metabolic pool (Cockburn and Needham, 1998). This is also believed to be the basis of the initial inhibition of the cytochrome P450 enzyme system, which is essential for the compound’s efficacy as a synergist. The previous studies have been also shown that piperonyl butoxide reduced the oxidative metabolic inactivation of benzimidazole anthelmintics significantly in animals (McKellar et al., 2002; Gokbulut, 2000; Benchaoui and McKellar, 1996). More recently, it was demonstrated that the plasma concentration profiles of fenbendazole, a metabolite generated from oxfendazole, were significantly lower after the treatment with oxfendazole alone compared to those obtained after the oxfendazole+piperony butoxide treatment. The enhanced pharmacokinetic profiles correlated with increased anthelmintic efficacy (Sanchez Bruni et al., 2005). Moreover, it was shown that the methylenedioxyphenyl compounds inactivated human CYP1A1, CYP2C9, CYP2D6 and CYP3A4 (Nakajima et al., 1999). It was also indicated that isosafrole, another methylenedioxyphenyl compound, interacted with the cythochrome P450 enzymes and more recently it was reported that safrole inhibited human cythochrome P450 enzymes (CYP1A2, CYP2E1 and CYP2A6) (Ueng et al., 2005).

The consumption of sesame oil by human is increasing because of their health benefits mentioned above. According to my hypothesis sesame seed or oil could interact with the P450 isozymes and affect the drug metabolisms in human, due to having a methylenedioxyphenyl group I suggest that the methylenedioxyphenyl compounds in sesame oil are potent inhibitors or inactivators of some CYP isoforms. The degree of interaction could be more related with the amount of lignans in sesame seed or oil and their consumption amount by human. Nevertheless, there is no data available on the literature on the interaction between sesame seed, sesame oil or the lignans and drugs. Obviously this hypothesis will require careful confirmation in animal and human trials focused on the determination of the interaction and identification of the P450 isozymes interacted with the lignans.

REFERENCES
1:  Adams, N.H., P.E. Levi and E. Hodgson, 1993. Regulation of cytochrome P450 isozymes by methylenedioxyphenyl compounds. Chem. Biol. Interac., 86: 255-274.
PubMed  |  

2:  Adams, N.H., P.E. Levi and E. Hodgson, 1993. Differences in induction of three P450 isozymes by piperonyl butoxide, sesamex and isosafrole. Pestic. Biochem. Phys., 46: 15-26.
CrossRef  |  

3:  Benchaoui, H.A. and Q.A. McKellar, 1996. Interaction between fenbendazole and piperonyl butoxide: Pharmacokinetic and pharmacodynamic implications. J. Pharm. Pharmacol., 48: 753-759.
PubMed  |  

4:  Breathnach, R., 1998. The Safety of Piperonyl Butoxide. In: Piperonyl Butoxide, The Insecticide Synergist, Jones, D.G. (Ed.). Academic Press, London, pp: 7-41.

5:  Cockburn, A. and D. Needham, 1998. The Absorption, Distribution, Metabolism and Excretion of Piperonyl Butoxide in Mammals. In: Piperonyl Butoxide, The Insecticide Synergist, Jones, D.G. (Ed.). Academic Press, London, pp: 137-151.

6:  Gokbulut, C., 2000. Pharmacokinetic disposition, faecal excretion, metabolism and chirality of anthelmintic drugs in horses. Ph.D. Thesis, University of Glasgow, Faculty of Veterinary Medicine, Department of Pharmacology, Glasgow, Scotland, UK.

7:  Hirose, N., F. Doi, T. Ueki, K. Akazawa and K. Chijiiwa et al., 1992. Suppressive effect of sesamin against 7,12-dimethylbenz[a]-anthracene induced rat mammary carcinogenesis. Anticancer Res., 12: 1259-1265.
PubMed  |  

8:  Hodgson, E. and R.M. Philpot, 1974. Interactions of methylenedioxyphenyl (1,3-benzodioxole) compounds with enzymes and their effects on mammals. Drug Metab. Rew., 2: 231-301.
PubMed  |  

9:  Hou, R.C., H.M. Huang, J.T. Tzen and K.C. Jeng, 2003. Protective effects of sesamin and sesamolin on hypoxic neuronal and PC12 cells. J. Neurosci. Res., 74: 123-133.
PubMed  |  

10:  Jeng, K.C.G. and R.C.W. Hou, 2005. Sesamin and sesamolin: Nature`s therapeutic lignans. Curr. Enz. Inhibit., 1: 11-20.
Direct Link  |  

11:  Kamal-EIdin, A. and L.A. Appelqvist, 1994. Variations in the composition of sterols, tocopherols and lignans in seed oils from four sesamum species. J. Am. Oil Chem. Soc., 71: 149-156.
CrossRef  |  

12:  Kamal-Eldin, A., 1995. Sesamin (a compound from sesame oil) increases tocopherol levels in rats fed ad libitum. Lipids, 30: 499-505.
PubMed  |  

13:  Kamal-Eldin, A., L.A. Appelqvist, and G. Yousif, 1994. Lignan analysis in seed oils from four Sesamum species: Comparison of different chromatographic methods. J. Am. Oil Chem. Soc., 71: 141-147.
CrossRef  |  

14:  Maklakov, A., I. Ishaaya, A. Freidberg, A. Yawetz, A.R. Horowitz and I. Yarom, 2001. Toxicological studies of organophosphate and pyrethroid insecticides for controlling the fruit fly Dacus ciliatus (Diptera: Tephritidae). J. Econ. Entomol., 94: 1059-1066.
PubMed  |  

15:  McKellar, Q.A., C. Gokbulut, H.A. Benchaoui and K.M Muzandu, 2002. Fenbendazole pharmacokinetics, metabolism, and potentiation in horses. Drug. Metab. Dispos., 30: 1230-1239.
CrossRef  |  PubMed  |  Direct Link  |  

16:  Nakajima, M., M. Suzuki, R. Yamaji, H. Takashina, N. Shimada, H. Yamazaki and T. Yokoi, 1999. Isoform selective inhibition and inactivation of human cytochrome P450s by methylenedioxyphenyl compounds. Xenobiotica, 29: 1191-1202.
CrossRef  |  

17:  Sanchez Bruni S.F., L.A. Fuse, L. Moreno, C.A. Saumell and L.I. Alvarez et al., 2005. Changes to oxfendazole chiral kinetics and anthelmintic efficacy induced by piperonyl butoxide in horses. Equine Vet. J., 37: 257-262.
PubMed  |  

18:  Ueng, Y.F., C.H. Hsieh and M.J. Don, 2005. Inhibition of human cytochrome P450 enzymes by the natural hepatotoxin safrole. Food. Chem. Toxicol., 43: 707-712.
CrossRef  |  PubMed  |  

19:  Ware, G.W. and D.M. Whitacre, 2004. Radcliffe`s IPM World Text Book: An Introduction to Insecticides. 4th Edn., University of Minnesota, St. Paul, MN.

©  2021 Science Alert. All Rights Reserved