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迈向吡啶稠合含硒抗氧化剂。

Toward pyridine-fused selenium-containing antioxidants.

作者信息

Fenner Tahli, Schiesser Carl H

机构信息

School of Chemistry, Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria, Australia.

出版信息

Molecules. 2004 May 31;9(6):472-9. doi: 10.3390/90600472.

DOI:10.3390/90600472
PMID:18007447
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6147409/
Abstract

Photolysis of the thiohydroximate ester derivative 21 of 2-carboethoxy-2-(2- (benzylseleno)pyridin-3-yl)tridecylcarboxylic acid (20) affords 2-dodecyl-2- carboethoxy-2,3-dihydroselenolo[2,3-b]pyridine (22) in 89% yield in a process presumably involving intramolecular homolytic substitution by a tertiary alkyl radical at selenium with loss of a benzyl radical. Work toward extending this methodology to the preparation of pyridine-fused selenium analogues of antioxidants is described.

摘要

2-乙氧羰基-2-(2-(苄基硒基)吡啶-3-基)十三烷羧酸(20)的硫代肟酸酯衍生物21经光解,以89%的产率得到2-十二烷基-2-乙氧羰基-2,3-二氢硒杂环戊并[2,3 -b]吡啶(22),该过程可能涉及叔烷基自由基对硒的分子内均裂取代并失去一个苄基自由基。本文描述了将该方法扩展用于制备吡啶稠合的抗氧化剂硒类似物的研究工作。

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本文引用的文献

1
The biochemistry of selenium and the glutathione system.硒的生物化学与谷胱甘肽系统。
Environ Toxicol Pharmacol. 2001 Sep;10(4):153-8. doi: 10.1016/s1382-6689(01)00078-3.
2
Selenium-based drug design: rationale and therapeutic potential.
Expert Opin Investig Drugs. 1999 Jul;8(7):1017-30. doi: 10.1517/13543784.8.7.1017.
3
Marginal dietary selenium intakes in the UK: are there functional consequences?英国边缘性膳食硒摄入量:是否存在功能方面的影响?
J Nutr. 2003 May;133(5 Suppl 1):1557S-9S. doi: 10.1093/jn/133.5.1557S.
4
Selenium deficiency and viral infection.硒缺乏与病毒感染
J Nutr. 2003 May;133(5 Suppl 1):1463S-7S. doi: 10.1093/jn/133.5.1463S.
5
Selenium in the immune system.免疫系统中的硒
J Nutr. 2003 May;133(5 Suppl 1):1457S-9S. doi: 10.1093/jn/133.5.1457S.
6
Trends in selenium biochemistry.硒生物化学的发展趋势。
Nat Prod Rep. 2002 Dec;19(6):693-718. doi: 10.1039/b205802m.
7
Selenium as a 'nutraceutical': how to conciliate physiological and supra-nutritional effects for an essential trace element.作为“营养保健品”的硒:如何协调一种必需微量元素的生理效应和超营养效应。
Curr Opin Clin Nutr Metab Care. 2002 Nov;5(6):659-63. doi: 10.1097/00075197-200211000-00008.
8
Selenium-based pharmacological agents: an update.
Expert Opin Investig Drugs. 2002 Sep;11(9):1261-9. doi: 10.1517/13543784.11.9.1261.
9
The water-soluble vitamin E analogue Trolox protects against ischaemia/reperfusion damage in vitro and ex vivo. A comparison with vitamin E.水溶性维生素E类似物托洛克斯在体外和离体条件下可预防缺血/再灌注损伤。与维生素E的比较。
Pharmacol Res. 2002 Jun;45(6):435-9. doi: 10.1006/phrs.2002.0993.
10
The argument for increasing selenium intake.增加硒摄入量的理由。
Proc Nutr Soc. 2002 May;61(2):203-15. doi: 10.1079/PNS2002153.