148433-00-5Relevant articles and documents
Synthesis of new symmetric cyclic and acyclic halocurcumin analogues typical precursors for hybridization
Noureddin, Sawsan A.,El-Shishtawy, Reda M.,Al-Footy, Khalid O.
, p. 5307 - 5323 (2020)
Abstract: It is believed that the synthesis of hybrid molecules containing different biologically relevant moieties would furnish multifunctional drugs with the possible synergism of potential importance for the treatment of cancer, diabetic and Alzheimer
1st generation dendrimeric antioxidants containing Meldrum's acid moieties as surface groups
Ai?pure, Klaudija,Jure, Māra,Mieri?a, Inese,Peipi?a, Elīna
, p. 607 - 620 (2022/01/22)
Free radical-caused oxidative stress can be reduced by various antioxidants. A new and promising type of antioxidant are monosubstituted Meldrum's acids. Herein the first dendritic architecture with 1,3-dioxane-4,6-dione units as surface groups is presented. The compounds were synthesized through the alkylation of phenol, the Knoevenagel condensation and sequential reduction. The antiradical activity (AA) against 1,1-diphenyl-2-picryl hydrazyl (DPPH) for all compounds is 80-90%, and the IC50 varies from 10-35 μM. These data are comparable with vitamin C, t-butylhydroquinone (TBHQ) or vitamin E. The AA against galvinoxyl (GO) increased with the number of surface groups. The AA was comparable with butylated hydroxytoluene (BHT) for compounds with at least two moieties of 1,3-dioxane-4,6-dione. The structure with a flexible glycerol core is highlighted among all the derivatives. Although the AA against DPPH for the glycerol derivative is comparable with those with aromatic cores it is more effective against GO (AA = 95%, IC50 = 60 μM): the AA is greater than for vitamin C and BHT. Thus, a flexible structure seems to be a promising core for elaborating powerful antioxidants with Meldrum's acid surface groups. This journal is
Development of a novel nitric oxide (NO) production inhibitor with potential therapeutic effect on chronic inflammation
Chen, Lijuan,Fan, Tiantian,Lei, Xiangui,Teichmann, Alexander Tobias,Wang, Amu,Wang, Chao,Wei, Zhe,Wieland, Frank Heinrich,Yang, Youzhe,Yin, Jinxiang,Zhou, Li,Zhu, Yue
, (2020/03/24)
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 RAW 264.7 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 μM (IC50 = 6.4 μM) with the lowest cytotoxicity (IC50 > 80 μM) 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.
