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Efficient synthesis and antioxidant activities of N-heterocyclyl substituted Coenzyme Q analogues
Affiliation:1. Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST), Hwarangro 14-gil 5, Seongbuk-gu, Seoul 136-791, Republic of Korea;2. Department of Biological Chemistry, Korea University of Science and Technology (UST), Gajungro 217, Youseong-gu, Daejeon 305-350, Republic of Korea;3. Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt;4. Department of Biotechnology, Yonsei University 220, Seoul 120-749, Republic of Korea;1. State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Science, Guangzhou 510530, China;2. University of Chinese Academy of Sciences, Beijing 100049, China;3. Huizhou University, Huizhou 516007, China;4. College of Pharmacy, Jinan University, Guangzhou 510632, China
Abstract:A new strategy for the efficient synthesis of C-5 heterocyclyl substituted Coenzyme Q analogues was developed by N-alkylation of bromomethylated quinone 11 with a series of amines 12 under metal-free conditions. In vitro antioxidant activities of these Coenzyme Q analogues were evaluated and compared with commercial antioxidant Coenzyme Q10 by employing DPPH assay. All these N-heterocyclyl substituted Coenzyme Q analogues are found to be exhibiting good antioxidant properties and may be used as potent antioxidants for combating oxidative stress.
Keywords:CoQ analogues  N-alkylation  DPPH assay  Antioxidant activities
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