reaction characteristics of andrographolide and its analogue al-1 with gsh, as a simple chemical simulation of nf-κb inhibition穿心莲内酯、脱水穿心莲内酯的反应特点与谷胱甘肽模拟al-1,作为一个简单的化学模拟nf-κb抑制.pdfVIP

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reaction characteristics of andrographolide and its analogue al-1 with gsh, as a simple chemical simulation of nf-κb inhibition穿心莲内酯、脱水穿心莲内酯的反应特点与谷胱甘肽模拟al-1,作为一个简单的化学模拟nf-κb抑制.pdf

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reaction characteristics of andrographolide and its analogue al-1 with gsh, as a simple chemical simulation of nf-κb inhibition穿心莲内酯、脱水穿心莲内酯的反应特点与谷胱甘肽模拟al-1,作为一个简单的化学模拟nf-κb抑制

Molecules 2012, 17, 728-739; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Reaction Characteristics of Andrographolide and its Analogue AL-1 with GSH, as a Simple Chemical Simulation of NF-κB Inhibition Hui Yao 1,2, Sha Li 1,3,*, Pei Yu 2,3, Xiaodan Tang 2,3, Jie Jiang 2,3 and Yuqiang Wang 2,3 1 Department of Pharmaceutics, Jinan University College of Pharmacy, Guangzhou 510632, China 2 Institute of New Drug Research, Jinan University College of Pharmacy, Guangzhou 510632, China 3 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM, Jinan University College of Pharmacy, Guangzhou 510632, China * Author to whom correspondence should be addressed; E-Mail: tlisha@; Tel.: +86-20-8522-3784; Fax: +86-20-8522-4766. Received: 10 October 2011; in revised form: 4 January 2012 / Accepted: 12 January 2012 / Published: 12 January 2012 Abstract: 14-α-Lipoic acid-3,19-dihydroxyandrographolide (AL-1, 2) is an analogue of andrographolide (Andro, 1) coupled to α-lipoic acid (LA, 4). AL-1 was at least 10-fold more potent than the natural parent compound Andro in inhibiting nuclear factor (NF)-κB activation in RIN-m cells. In the present study, glutathione (GSH, 3) was used as a simple chemical model molecule of NF-κB with cysteine 62. The characteristics of the reaction between AL-1 or Andro and GSH were investigated to trace some possible elucidation for the inhibitive mechanism and stronger inhibition of AL-1 to NF-κB activation. The results showed