Synthesis and biological evaluation of chalcone, dihydrochalcone, and 1,3-diarylpropane analogs as anti-inflammatory agents.

Autor: Vijaya Bhaskar Reddy M; Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan., Hung HY; School of Pharmacy, National Cheng Kung University Hospital, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan., Kuo PC; School of Pharmacy, National Cheng Kung University Hospital, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan., Huang GJ; School of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, College of Pharmacy, China Medical University, Taichung 404, Taiwan., Chan YY; Department of Biotechnology, Southern Taiwan University of Science and Technology, Tainan 710, Taiwan., Huang SC; Graduate Institute of Pharmaceutical Science, Chia-Nan University of Pharmacy and Science, Tainan 717, Taiwan., Wu SJ; Department of Medical Technology, Chung Hua University of Medical Technology, Tainan 717, Taiwan., Morris-Natschke SL; Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599, United States., Lee KH; Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599, United States; Chinese Medicinal Research and Development Center, China Medical University Hospital, China Medical University, Taichung 404, Taiwan. Electronic address: khlee@unc.edu., Wu TS; School of Pharmacy, National Cheng Kung University Hospital, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan; Department of Pharmacy, College of Pharmacy and Health Care, Tajen University, Pingtung 907, Taiwan. Electronic address: tswu@mail.ncku.edu.tw.
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2017 Apr 01; Vol. 27 (7), pp. 1547-1550. Date of Electronic Publication: 2017 Feb 20.
DOI: 10.1016/j.bmcl.2017.02.038
Abstrakt: Twenty-one chalcones were prepared via aldol condensation and subsequent reduction of these compound led to the corresponding dihydrochalcone and 1,3-diphenylpropane derivatives. The synthetic products were examined for their effects on NO inhibition in LPS-activated mouse peritoneal macrophages. Among the tested compounds, a 1,3-diarylpropane analog, 2-(3-(3,4-dimethoxyphenyl)propyl)-5-methoxyphenol (3p), displayed the most significant inhibitory effects against NO production. To investigate the mechanism of action, the effects of 3p on iNOS and COX-2 protein expression were studied by immunoblot. The results concluded that 3p is capable of inhibiting iNOS expression in LPS-induced RAW264.7 cells via attenuation of NF-κB signaling by ERK, p38, and JNK.
(Copyright © 2017 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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