SAR studies of capsazepinoid bronchodilators. Part 2: Chlorination and catechol replacement in the A-ring.

Summary, in English

Capsazepine as well as its derivatives and analogues are general inhibitors of constriction of human small airways. From a systematic variation of the capsazepine structure, divided into four regions, SARs were established. This paper concerns the chlorination of the A-ring as well as the replacement of the catechol with bioisosteric groups. It is revealed that chlorination of the A-ring has a profound effect on activity. Moreover, di-chlorination of the 6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline structure results in a 10-fold increase in potency compared to capsazepine.

• Författare: Magnus Berglund; Maria Dalence; Staffan Skogvall; Olov Sterner
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 2008
• Språk: Engelska
• Sidor: 2513-2528
• Publikation/Tidskrift/Serie: Bioorganic & Medicinal Chemistry
• Volym: 16
• Issue: 5
• Länkar: http://dx.doi.org/10.1016/j.bmc.2007.11.061
• Dokumenttyp: Artikel i tidskrift
• Förlag: Elsevier
• Ämne: Organic Chemistry
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 0968-0896