含叔丁基和萜烯取代基的新型香豆素的合成与生物学评价

Synthesis and Biological Evaluation of Novel Coumarins with tert-Butyl and Terpene Substituents.

作者信息

Popova Svetlana A, Shevchenko Oksana G, Chukicheva Irina Y, Kutchin Aleksander V

机构信息

Institute of Chemistry, Komi Scientific Centre, Ural Branch of the Russian Academy of Sciences, 48, Pervomayskaya St., Syktyvkar, 167000, Russia.

Institute of Biology, Komi Scientific Centre, Ural Branch of the Russian Academy of Sciences, 28, Kommunisticheskaya St., Syktyvkar, 167000, Russia.

出版信息

Chem Biodivers. 2019 Mar;16(3):e1800317. doi: 10.1002/cbdv.201800317. Epub 2019 Feb 12.

DOI:10.1002/cbdv.201800317

PMID:30565828

Abstract

Coumarins with terpene and tert-butyl substituents were synthesized via Pechmann condensation reaction. New derivatives were investigated in different model system for the exhibition of antioxidant, radical scavenging and membrane-protective activities. It has been found that 4-methylcoumarin derivatives with monoterpene moieties exhibit high antioxidant activities. The most active and promising for further investigations is 5-hydroxy-6,8-diisobornyl-4-methylcoumarin, containing two isobornyl substituents on the benzopyran ring.

摘要

通过Pechmann缩合反应合成了带有萜烯和叔丁基取代基的香豆素。在不同的模型系统中研究了新衍生物的抗氧化、自由基清除和膜保护活性。已发现带有单萜部分的4-甲基香豆素衍生物具有高抗氧化活性。最具活性且有望进一步研究的是5-羟基-6,8-二异冰片基-4-甲基香豆素，其苯并吡喃环上含有两个异冰片基取代基。