SAR studies of capsazepinoid bronchodilators. Part 1: The importance of the catechol moiety and aspects of the B-ring structure.

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 part concerns the catechol moiety of the A-ring as well as the 2,3,4,5-tetrahydro-1H-2-azepine moiety (the B-ring) of capsazepine. It is revealed that a conformational constrain (as a fused ring) is important and that compounds with a six-membered B-ring (as a 1,2,3,4-tetrahydroisoquinoline) in general are more potent than the corresponding isoindoline, 2,3,4,5-tetrahydro-1H-2-benzazepine and 2,3,4,5-tetrahydro-1H-3-benzazepine derivatives.

• Författare: Maria Dalence; Magnus Berglund; Staffan Skogvall; Olov Sterner
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 2008
• Språk: Engelska
• Sidor: 2499-2512
• Publikation/Tidskrift/Serie: Bioorganic & Medicinal Chemistry
• Volym: 16
• Issue: 5
• Länkar: http://dx.doi.org/10.1016/j.bmc.2007.11.055
• Dokumenttyp: Artikel i tidskrift
• Förlag: Elsevier
• Ämne: Organic Chemistry
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 0968-0896