Iranian Journal of Basic Medical Sciences، جلد ۱۲، شماره ۲، صفحات ۶۳-۶۹

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عنوان انگلیسی Synthesis and Purification of 7-Prenyloxycoumarins and Herniarin as Bioactive Natural Coumarins
چکیده انگلیسی مقاله Objective(s) 7-prenyloxycoumarins including 7-isopentenyloxycoumarin, auraptene and umbelliprenin, and herniarin have been widely recognized as bioactive coumarins. This paper presents the ways to synthesis these compounds. Materials and Methods 7-prenyloxycoumarins were synthesized by reaction between 7-hydroxycoumarin (' M) and relevant prenyl bromides (1.5 M) in acetone at room temperature. The reaction was carried out in the presence of DBU (1, 8-diazabicyclo [5.4.0] undec-7-ene) (2 M). After 24 hr, the mixture was concentrated under reduced pressure. The compounds were purified by column chromatography. Results Three bioactive 7-prenyloxycoumarins, namely, umbelliprenin, auraptene and 7-isopentenyloxycoumarin, together with herniarin were synthesized from 7-hydroxycoumarin under alkaline conditions (DBU) and then purified by column chromatography. The structures of the products were characterized by NMR spectroscopic method including 1H- and 13C-NMR experiments. Conclusion The method of synthesis for 7-prenyloxycoumarins and herniarin which is presented here has not been reported yet. Moreover, for the first time, umbelliprenin was chemically prepared in this work.
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نویسندگان مقاله مهدی عسکری | mahdi askari
department of pharmacognosy, biotechnology research center, school of pharmacy, mashhad university of medical sciences, mashhad, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی مشهد (Mashhad university of medical sciences)

امیرحسین صاحبکار | amirhossein sahebkar
department of pharmacognosy, biotechnology research center, school of pharmacy, mashhad university of medical sciences, mashhad, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی مشهد (Mashhad university of medical sciences)

مهرداد ایرانشاهی | mehrdad iranshahi
department of pharmacognosy, biotechnology research center, school of pharmacy, mashhad university of medical sciences, mashhad, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی مشهد (Mashhad university of medical sciences)


نشانی اینترنتی http://ijbms.mums.ac.ir/article_5145.html
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زبان مقاله منتشر شده en
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نوع مقاله منتشر شده Original Article
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