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Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF(1) production
- Authors
- Lee, Bit; Kwak, Jae-Hwan; Huang, Shin-Won; Jang, Jae-Yong; Lim, Sanglae; Kwak, Young-Shin; Lee, Kiho; Kim, Hyung Sook; Han, Sang-Bae; Hong, Jin-Tae; Lee, Heesoon; Song, Sukgil; Seo, Seung-Yong; Jung, Jae-Kyung
- Issue Date
- 1-5월-2012
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- 4-O-Methylhonokiol; Cyclooxygenase-2 (COX-2); Aryl carbamate; Isoxazole; Triazole
- Citation
- BIOORGANIC & MEDICINAL CHEMISTRY, v.20, no.9, pp.2860 - 2868
- Indexed
- SCIE
SCOPUS
- Journal Title
- BIOORGANIC & MEDICINAL CHEMISTRY
- Volume
- 20
- Number
- 9
- Start Page
- 2860
- End Page
- 2868
- ISSN
- 0968-0896
- Abstract
- A series of novel 4-O-methylhonokiol analogs were synthesized in light of revealing structure-activity relationship for inhibitory effect of COX-2 enzyme. The key strategy of the molecular design was oriented towards modification of the potential metabolic soft spots (e. g., phenol and olefin) or by altering the polar surface area via incorporating heterocycles such as isoxazole and triazole. Most of all exhibited the inhibitory effects on COX-2 and PGF(1) production but not macrophage NO production. Especially, aryl carbamates 10 and 11 exhibited more potent inhibitory activity against COX-2 and PGF(1) production. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
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