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Synthesis and Antiinflammatory Activity of Coumarin Derivatives,
Open accessAbstract
The synthesis of several coumarin Mannich bases is described. The structures of the synthesized compounds were confirmed by spectral and elemental analysis. Their lipophilicity was determined experimentally by RPTLC method. All compounds were evaluated for their antiinflammatory and antioxidant activity and for their ability to inhibit in vitro lipoxygenase. The derivatives were found to present antioxidant and antiinflammatory activities. The tested derivatives inhibited carraggeenin-induced hind paw edema. They also significantly suppressed the arthritis induced by Freund's adjuvant. Compound 10, the most active in vivo, was found to possess protective properties against adjuvant-induced arthritis in rats. The biological in vitro activities were concentration dependent. Hydrophilicity, the presence of a free 7-OH, and steric requirements for the substituent at position 8 are the most important factors in terms of SAR. An attempt was made to correlate several physicochemical properties of the molecules with their in vivo/in vitro activity.
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Cited by
Kostova, I., Bhatia, S., Grigorov, P., Balkansky, S., S. Parmar, V., K. Prasad, A., & Saso, L. (2011) · Current Medicinal Chemistry · doi:10.2174/092986711803414395 · Cited by 435
Coumarin hybrids as novel therapeutic agents
Sandhu, S., Bansal, Y., Silakari, O., & Bansal, G. (2014) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2014.05.032 · Cited by 296
Melagraki, G., Afantitis, A., Igglessi-Markopoulou, O., Detsi, A., Koufaki, M., Kontogiorgis, C., & Hadjipavlou-Litina, D. J. (2009) · European Journal of Medicinal Chemistry · doi:10.1016/j.ejmech.2008.12.027 · Cited by 272
Self-citationBrahmi, F., Mechri, B., Dabbou, S., Dhibi, M., & Hammami, M. (2012) · Industrial Crops and Products · doi:10.1016/j.indcrop.2012.01.023 · Cited by 146
(2023) · doi:10.1021/acsomega.3c08255 · Cited by 15
Metadata
- Authors
- Kontogiorgis, C. A., & Hadjipavlou-Litina, D. J.
- Venue
- Journal of Medicinal Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-09-13
- Volume
- 48
- Issue
- 20
- Pages
- 6400-6408
- ISSN
- 0022-2623 (ISSN-L)
- 1520-4804
- OpenAlex
- W1998910288
- Cited by
- 432
- References
- 0
- FWCI
- 4.17
- Type
- journal article
- Language
- en
- Open access
- green
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