SAR studies of capsazepinoid bronchodilators. Part 1: The importance of the catechol moiety and aspects of the B-ring structure.
(2008) In Bioorganic & Medicinal Chemistry 16(5). p.2499-2512- Abstract
- 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.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1035530
- author
- Dalence, Maria LU ; Berglund, Magnus LU ; Skogvall, Staffan and Sterner, Olov LU
- organization
- publishing date
- 2008
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Bioorganic & Medicinal Chemistry
- volume
- 16
- issue
- 5
- pages
- 2499 - 2512
- publisher
- Elsevier
- external identifiers
-
- pmid:18065231
- wos:000255002400030
- scopus:40749142752
- ISSN
- 0968-0896
- DOI
- 10.1016/j.bmc.2007.11.055
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
- id
- 8227e940-bbe8-43e4-8dd2-ea3801511113 (old id 1035530)
- date added to LUP
- 2016-04-01 11:48:13
- date last changed
- 2022-04-28 20:17:15
@article{8227e940-bbe8-43e4-8dd2-ea3801511113, abstract = {{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.}}, author = {{Dalence, Maria and Berglund, Magnus and Skogvall, Staffan and Sterner, Olov}}, issn = {{0968-0896}}, language = {{eng}}, number = {{5}}, pages = {{2499--2512}}, publisher = {{Elsevier}}, series = {{Bioorganic & Medicinal Chemistry}}, title = {{SAR studies of capsazepinoid bronchodilators. Part 1: The importance of the catechol moiety and aspects of the B-ring structure.}}, url = {{http://dx.doi.org/10.1016/j.bmc.2007.11.055}}, doi = {{10.1016/j.bmc.2007.11.055}}, volume = {{16}}, year = {{2008}}, }