- Design, green synthesis, antioxidant activity screening, and evaluation of protective effect on cerebral ischemia reperfusion injury of novel monoenone monocarbonyl curcumin analogs
-
Antioxidants with high efficacy and low toxicity have the potential to treat cerebral ischemia reperfusion injury (CIRI). Dienone monocarbonyl curcumin analogs (DMCA) capable of overcoming the instability and pharmacokinetic defects of curcumin possess notable antioxidant activity but are found to be significantly toxic. In this study, a novel skeleton of the monoenone monocarbonyl curcumin analogue sAc possessing reduced toxicity and improved stability was designed on the basis of the DMCA skeleton. Moreover, 32 sAc analogs were obtained by applying a green, simple, and economical synthetic method. Multiple sAc analogs with an antioxidant protective effect in PC12 cells were screened using an H2O2-induced oxidative stress damage model, and quantitative evaluation of structure–activity relationship (QSAR) model with regression coefficient of R2 = 0.918921 was built through random forest algorithm (RF). Among these compounds, the optimally active compound sAc15 elicited a potent protective effect on cell growth of PC12 cells by effectively eliminating ROS generation in response to oxidative stress injury by activating the Nrf2/HO-1 antioxidant signaling pathway. In addition, sAc15 exhibited good protection against CIRI in the mice middle cerebral artery occlusion (MCAO) model. In this paper, we provide a novel class of antioxidants and a potential compound for stroke treatment.
- He, Wenfei,Wang, Jingsong,Jin, Qiling,Zhang, Jiafeng,Liu, Yugang,Jin, Zewu,Wang, Hua,Hu, Linya,Zhu, Lu,Shen, Mengya,Huang, Lili,Huang, Shengwei,Li, Wulan,Zhuge, Qichuan,Wu, Jianzhang
-
-
- Novel vacuum stable ketone-based matrices for high spatial resolution MALDI imaging mass spectrometry
-
We describe the use of aromatic ketones and cinnamyl ketones that have high vacuum stability for analyzing tissue sections using matrix-assisted laser desorption/ionization imaging mass spectrometry. Specifically, the matrix, (E)-4-(2,5-dihydroxyphenyl)but-3-en-2-one (2,5-cDHA) provides high sensitivity and high vacuum stability while producing small size crystals (1-2?μm). A high throughput and highly reproducible sample preparation method was developed for these matrices that first involves using an organic spray solution for small matrix crystal seeding followed by spraying of the matrix in a 30% acetonitrile/70% water solution on the tissue surface to obtain a homogeneous coating of small crystals, suitable for high spatial resolution imaging.
- Yang, Junhai,Norris, Jeremy L.,Caprioli, Richard
-
p. 1005 - 1012
(2018/09/10)
-
- Effect of Phenolic Glycosides on Agrobacterium tumefaciens virH Gene Induction and Plant Transformation
-
O-Aryl-D-glucoside (4-7) and D-xyloside (8-10) derivatives were synthesized and tested on Agrobacterium virH gene induction and plant transformation. α- or β-Glycosides enhanced vir activity at concentrations above 250 μM. The highest vir activity was obs
- Joubert, Philippe,Beaupere, Daniel,Wadouachi, Anne,Chateau, Sophie,Sangwan, Rajbir S.,Sangwan-Norreel, Brigitte S.
-
p. 348 - 351
(2007/10/03)
-
- Synthesis and cell growth inhibitory properties of substituted (E)-1-phenylbut-1-en-3-ones
-
A series of (E)-1-phenylbut-1-en-3-ones, based on the naturally occurring (E)-1-(4'-hydroxyphenyl)but-1-en-3-one [IC50 (K562) 60 μM], was synthesised and screened for cytotoxic activity against the K562 human leukaemia cell line. (E)-1-(Pentafluorophenyl)but-1-en-3-one [IC50 (K562) 1.8 μM] was found to be over 30-fold more active than 1.
- Ducki, Sylvie,Hadfield, John A.,Hepworth, Lucy A.,Lawrence, Nicholas J.,Ching-Ying, Liu,McGown, Alan T.
-
p. 3091 - 3094
(2007/10/03)
-
- Dehydrozingerone and its analogues as inhibitors of nonenzymatic lipid peroxidation
-
The antioxidant property of dehydrozingerone and its analogs were investigated in the ferric-ascorbate induced lipid peroxidation model in rat brain homogenate. All the non phenolic compounds were either inactive or less active, while phenolic compounds w
- Rajakumar,Rao
-
p. 516 - 519
(2007/10/02)
-