Application In Synthesis of 2,5-Dimethoxybenzaldehyde. In 2020.0 EUR J MED CHEM published article about NECROSIS-FACTOR-ALPHA; NF-KAPPA-B; RAW 264.7; CHALCONE DERIVATIVES; BIOLOGICAL EVALUATION; SUPEROXIDE-DISMUTASE; CELL; KAVA; SUPPRESSION; ARTHRITIS in [Yang, Youzhe; Teichmann, Alexander Tobias; Wieland, Frank Heinrich] Southwest Med Univ, Sichuan Prov Ctr Gynaecol & Breast Dis, Affiliated Hosp, Luzhou 646000, Peoples R China; [Yang, Youzhe; Wei, Zhe; Chen, Lijuan] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China; [Yang, Youzhe; Wei, Zhe; Chen, Lijuan] Sichuan Univ, West China Hosp, Canc Ctr, Chengdu 610041, Peoples R China; [Yang, Youzhe; Wei, Zhe; Chen, Lijuan] Collaborat Innovat Ctr, Chengdu 610041, Peoples R China; [Yang, Youzhe; Fan, Tiantian; Zhou, Li; Wang, Chao] Chinese Acad Sci, Nat Prod Res Ctr, Chengdu Inst Biol, Chengdu 610041, Peoples R China; [Wang, Amu; Lei, Xiangui; Zhu, Yue; Yin, Jinxiang] Xihua Univ, Sch Sci, Chengdu 610039, Peoples R China in 2020.0, Cited 68.0. The Name is 2,5-Dimethoxybenzaldehyde. Through research, I have a further understanding and discovery of 93-02-7.
Inflammation is a complex biological response to stimuli. Activated macrophages induced excessively release of pro-inflammatory cytokines and mediators such as endogenous radical nitric oxide (NO) play a significant role in the progression of multiple inflammatory diseases. Both natural and synthetic chalcones possess a wide range of bioactivities. In this work, thirty-nine chalcones and three related compounds, including several novel ones, based on bioactive kava chalcones were designed, synthesized and their inhibitory effects on NO production in RAW264.7 cells were evaluated. The novel compound (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(3-methoxy-4-(3-morpholinopropoxy)phenyl)prop-2-en-1-one (53) exhibited a better inhibitory activity (84.0%) on NO production at 10 mu M (IC50 = 6.4 mu M) with the lowest cytotoxicity (IC50 > 80 mu M) among the tested compounds. Besides, western blot analysis indicated that compound 53 was a potent down-regulator of inducible nitric oxide synthase (iNOS) protein. Docking study revealed that compound 53 also can dock into the active site of iNOS. Furthermore, at the dose of 10 mg/kg/day, compound 53 could both significantly suppress the progression of inflammation on collagen-induced arthritis (CIA) and adjuvant-induced arthritis (AIA) models. In addition, the structure-activity relationship (SAR) of the kava chalcones based analogs was also depicted. (c) 2020 Elsevier Masson SAS. All rights reserved.
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