Biotransformation of methyleugenol by rat hepatic microsomes

doi:10.5246/jcps.2014.05.043

Journal of Chinese Pharmaceutical Sciences ›› 2014, Vol. 23 ›› Issue (5): 311-316.DOI: 10.5246/jcps.2014.05.043

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Biotransformation of methyleugenol by rat hepatic microsomes

Guiyun Cao, Xiuwei Yang^*

State Key Laboratory of Natural and Biomimetic Drugs; Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2013-10-03 Revised:2013-10-23 Online:2014-05-23 Published:2013-11-05
Contact: Tel.: 86-10-82801569; E-mail: xwyang@bjmu.edu.cn
Supported by:
National Natural Science Foundation of China (Grant No. 30973863; 81161120429) and National Key Technology R & D Program of China (Grant No. 2011BAI07B08).

Abstract

Abstract:

Methyleugenol (1), one of the main bioactive constituents of the seeds of Myristica fragrans Houtt. (family: Myristicaceae),was incubated with rat hepatic microsomes from rats pretreated with sodium phenobarbital. Eight biotransformation products named (R)-1'-methoxymethyleugenol (2), 3-(3,4-dimethoxyphenyl)-l-methoxyprop-2-ene (3), cis-3,4-dimethoxycinnamyl acetate (4), trans-3,4-dimethoxycinnamyl acetate (5), (R)-1'-hydroxymethyleugenol (6), trans-3,4-dimethoxycinnamyl alcohol (7), cis-3,4-dimethoxycinnamyl alcohol (8), and (R)-3-(3,4-dimethoxyphenyl)-propane-1,2-diol (9) were obtained and their structures were elucidated by NMR and MS data analysis and by comparison with the previously reported data. The biotransformation of 1 may provide valuable information for the use of methyleugenol. The NMR data of compounds 4 and 6 were reported for the first time.

Key words: Methyleugenol, Myristica fragrans, Biotransformation, Rat hepatic microsomes

CLC Number:

R915

Supporting:

Guiyun Cao, Xiuwei Yang. Biotransformation of methyleugenol by rat hepatic microsomes[J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(5): 311-316.

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Biotransformation of methyleugenol by rat hepatic microsomes

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