- Design, synthesis and evaluation of novel 4-dimethylamine flavonoid derivatives as potential multi-functional anti-Alzheimer agents
-
A series of 4-dimethylamine flavonoid derivatives 5a-5r were designed, synthesized and evaluated as potential multi-functional anti-Alzheimer agents. The results showed that most of the synthesized compounds exhibited high acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activity at the micromolar range (IC50, 1.83-33.20 μM for AChE and 0.82-11.45 μM for BChE). A Lineweaver-Burk plot indicated a mixed-type inhibition for compound 5j with AChE, and molecular modeling study showed that 5j targeted both the catalytic active site (CAS) and the peripheral anionic site (PAS) of AChE. Besides, the derivatives showed potent self-induced Aβ aggregation inhibitory activity at 20 μM with percentage from 25% to 48%. In addition, some compounds (5j-5q) showed potent oxygen radical absorbance capacity (ORAC) ranging from 1.5- to 2.6-fold of the Trolox value. These compounds should be further investigated as multi-potent agents for the treatment of Alzheimer's disease.
- Luo, Wen,Su, Ya-Bin,Hong, Chen,Tian, Run-Guo,Su, Lei-Peng,Wang, Yue-Qiao,Li, Yang,Yue, Jun-Jie,Wang, Chao-Jie
-
-
Read Online
- Design, synthesis, biological evaluation, and molecular docking studies of some novel N,N-dimethylaminopropoxy-substituted aurones
-
In continuation of our ongoing research on the discovery of novel and potentially bioactive aurones, we have designed and synthesized some novel N,N-dimethylaminopropoxy-substituted pyrazole-based aurones 10(a-l). These pyrazole-benzofuranone hybrid compounds were characterized by using their IR, 1H-NMR, 13C-NMR, and mass spectrometry data. Compound 10c was used as a model to further explicate the structure of tilted compounds by means of 1H-1H COSY, 1H-13C HMQC, 1H-13C HMBC, 1H-1H TOCSY, 1H-1H NOSEY, DEPT-45°, DEPT-90°, and DEPT-135° NMR spectra. The comparative molecular docking study of N,N-dimethylaminopropoxy-substituted pyrazole-based aurones and standard drugs (Ampicillin and Chloramphenicol) against Bacillus subtilis (PDB: 6tzp) active site was performed to determine the binding interactions, binding energy, and orientation of the molecules at the active site of the target protein. Out of these synthesized compounds, five best analogs (10b, 10f, 10h, 10k, and 10l) of docking results were also evaluated for their in vitro antibacterial potential against Bacillus subtilis to validate the docking results.
- Dalal, Sunita,Kumar, Gourav,Kumar, Ramesh,Kumar, Suresh,Kumari, Meena,Saroha, Bhavna
-
-
- Design and biological evaluation of novel imidazolyl flavonoids as potent and selective protein tyrosine phosphatase inhibitors
-
Background: Protein tyrosine phosphatases 1B are considered to be a desirable vali-dated target for therapeutic development of type II diabetes and obesity. Methods: A new series of imidazolyl flavonoids as potential protein tyrosine phosphatase inhibi-to
- Ge, Yu,Han, Rong Y.,Wang, Qing M.,Zhang, Ling
-
p. 563 - 574
(2020/06/21)
-
- Flavone inspired discovery of benzylidenebenzofuran-3(2H)-ones (aurones) as potent inhibitors of human protein kinase CK2
-
In this work, we describe the design, synthesis and SAR studies of 2-benzylidenebenzofuran-3-ones (aurones), a new family of potent inhibitors of CK2. A series of aurones have been synthesized. These compounds are structurally related to the synthetic flavones and showed nanomolar activities towards CK2. Biochemical tests revealed that 20 newly synthesized compounds inhibited CK2 with IC50 values in the nanomolar range. Further property-based optimization of aurones was performed, yielding a series of CK2 inhibitors with enhanced lipophilic efficiency. The most potent compound 12m (BFO13) has CLipE = 4.94 (CLogP = 3.5; IC50 = 3.6 nM) commensurable with the best known inhibitors of CK2.
- Bdzhola, V. G.,Bilokin, Y. V.,Borysenko, I. P.,Lukashov, S. S.,Protopopov, M. V.,Prykhod'ko, A. O.,Starosyla, S. A.,Vdovin, V. S.,Yarmoluk, S. M.
-
supporting information
(2020/07/21)
-
- Synthesis of novel pyrazole derivatives and their tumor cell growth inhibitory activity
-
To find novel antitumor agents, a series of 1H-benzofuro[3,2-c]pyrazole derivatives 4a-e were designed and synthesized. The treatment of 6-methoxybenzofuran-3(2H)-one 3 with LiHMDS in anhydrous tetrahydrofuran (THF) followed by reaction with 3-substitued phenyl isothiocyanate gave the thioamide intermediates, which underwent condensation with hydrazine monohydrate in dioxane/EtOH (1:1) to provide the benzofuropyrazole derivatives 4a–e as well as the unexpected pyrazole derivatives 5a–e. In tumor cell growth inhibitory assay, all the benzofuropyrazole derivatives were not active against the breast tumor MCF-7 cell, only 4a was highly active and more potent than ABT-751 against the leukemia K562 (GI50 = 0.26 μM) and lung tumor A549 cells (GI50 = 0.19 μM), while other benzofuropyrazoles showed very weak inhibitory activity. In contrast, the pyrazoles 5a-e were in general more potent than the benzofuropyrazoles 4a–e. Compound 5a exhibited a similar tendency to that of 4a with high potency against K562 and A549 cells but weak effects on MCF-7 cell. Both pyrazoles 5b and 5e exhibited high inhibitory activities against K562, MCF-7 and A549 cells. The most active compound 5b was much more potent than ABT-751 against K562 and A549 cells with GI50 values of 0.021 and 0.69 M, respectively. Moreover, 5b was identified as a novel tubulin polymerization inhibitor with an IC50 of 7.30 M.
- Cui, Ying-Jie,Tang, Long-Qian,Zhang, Cheng-Mei,Liu, Zhao-Peng
-
-
- Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents
-
According to the pharmacophore combination principle, a set of new 3′,4′,5′-trimethoxy flavonoid salicylate derivatives were designed, synthesized, and evaluated for biological activity. The cytotoxicity evaluation revealed that compound 10v exhibited higher potency than 5-Fu against HCT-116 cells. Preliminary biological activity studies showed that compound 10v could inhibit the colony formation and migration of HCT-116 cells. Besides, the Hoechst 33258 staining assay and flow cytometry revealed that treatment with compound 10v induced the apoptosis of HCT-116 cells in a concentration-dependent manner, while it had no effect on their cell cycle. The WB analysis suggested that HIF-1α, tubulin, HK-2, and PFK might be the potential pharmacophore targets of compound 10v. Tubulin was a potential drug target for compound 10v, which was explained by analyzing the crystal structure of compound 10v complexed with tubulin. These results indicated that compound 10v might be a promising anti-tumor agent candidate, deserving further optimization and evaluation.
- Deng, Xiangping,Liu, Renbo,Li, Junjian,Li, Zhongli,Liu, Juan,Xiong, Runde,Lei, Xiaoyong,Zheng, Xing,Xie, Zhizhong,Tang, Guotao
-
p. 1874 - 1884
(2019/01/28)
-
- Tryptophan compound, preparation method and application thereof
-
The invention relates to a tryptophan compound, a preparation method and application thereof. The molecular formula is (Z)-(2-((2-(4-methoxybenzylidene)-3-oxo-2, 3-dihydrobenzofuran-6-yl)oxyl)acetyl)-D-tryptophan. The small molecule compound has a chiral center, and the absolute configuration is R configuration; the small molecule compound can reach a good inhibitory effect on thrombin, also has low toxicity, good druggability, and good medicinal potential, and provides a new potential option for clinical medication.
- -
-
Paragraph 0030-0037; 0050-0052; 0058-0060
(2019/11/28)
-
- Identification of novel imidazole flavonoids as potent and selective inhibitors of protein tyrosine phosphatase
-
A series of imidazole flavonoids as new type of protein tyrosine phosphatase inhibitors were synthesized and characterized. Most of them gave potent protein phosphatase 1B (PTP1B) inhibitory activities. Especially, compound 11a could effectively inhibit P
- Zhang, Ling,Ge, Yu,Wang, Qing Ming,Zhou, Cheng-He
-
-
- A three-methoxy flavone salicylic acid derivatives and its anti-tumor activity (by machine translation)
-
The invention discloses a three-methoxy flavone salicylic acid derivatives, can be used as a tumor blood vessel and tumor cell glycolysis double-target inhibitors, in order to block the tumor tissue has generated the blood vessel, in order to block tumor cell nutrient supply, at the same time inhibiting glycolysis process of tumor cells, tumor cells in the absence of nutrition, also cannot use their own glycolysis proliferate, thereby accelerating the death of tumor cells. The design of this invention is of tumor blood vessel with the glycolysis double-target inhibitor has the role of both, but than the combined medication safer and more convenient. (by machine translation)
- -
-
Paragraph 0038-0039; 0040
(2019/05/08)
-
- Design, synthesis and biological evaluation of 3′,4′,5′-trimethoxy flavonoid benzimidazole derivatives as potential anti-tumor agents
-
A series of 3′,4′,5′-trimethoxy flavonoids with benzimidazole linked by different chain alkanes have been designed and synthesized. The potential activity of these compounds as anti-tumor agents was evaluated by cytotoxicity assay in MGC-803 (human gastri
- Wang, Zhe,Deng, Xiangping,Xiong, Runde,Xiong, Shujuan,Liu, Juan,Cao, Xuan,Lei, Xiaoyong,Chen, Yanming,Zheng, Xing,Tang, Guotao
-
p. 305 - 315
(2018/03/08)
-
- Drug design, synthesis and in vitro evaluation of substituted benzofurans as hsp90 inhibitors
-
Background: Heat shock protein 90 is a molecular chaperone required for the stability and function of several client proteins that promote cancer cell growth and/or survival. Discovery of Hsp90 inhibitors has emerged as an attractive target of research in cancer therapeutics. Natural products like geldanamycin and radicicol are established Hsp90 inhibitors, but face limitations with toxicity and inactivity, by in vivo studies respectively. However, they lay the logical starting point for the design of novel synthetic or semi-synthetic congeners as Hsp90 inhibitors. Objective: In this article, the structure based drug design of substituted 2-aryl/heteroarylidene-6- hydroxybenzofuran-3(2H)-one analogues to optimize and mimic the pharmacophoric interactions of the valid Hsp90 inhibitor radicicolis focused. Method: In silico docking study was performed by Surflex dock-Geom (SYBYL- X 1.2 drug discovery suite) and the designed ligands were chemically synthesized by conventional method using resorcinol and chlororesorcinol as starting materials. Two dimensional chemical similarity search was carried out to identify the chemical space of 'SY' series in comparison with reported Hsp90 inhibitors. The in vitro cell proliferation assay (resazurin reduction method) and proteomic investigation (DARTS) was carried out on whole cell lysate to evaluate anticancer activity. Results: The chemical structures of all the synthesized compounds were confirmed by IR, 1H-NMR and Mass spectral analysis. The results of chemical similarity search show that SY series fit it in the chemical space defined by existing Hsp90 inhibitors. In vitro cell proliferation assay, against human melanoma and breast cancer cell lines, identified 'SY3' as the promising anticancer agent amongst the series. Conclusion: Docking studies, 2D chemical similarity search, resazurin reduction assay and qualitative proteomic analysis identify 'SY3'as a promising Hsp90 inhibitor amongst the series.
- Kadasi, Sundeep,Costa, Thadeu E.M.M.,Arukala, Neha,Toshakani, Mallika,Duggineti, Chaitanya,Thota, Sreekanth,Gupta, Sayan D.,Raj, Shiva,Penido, Carmen,Henriques, Maria G.,Raghavendra, Nulgumnalli M.
-
-
- Design, synthesis of novel azolyl flavonoids and their protein tyrosine Phosphatase-1B inhibitory activities
-
A series of azolyl flavonoids were synthesized and characterized by NMR, IR, MS and HRMS spectra. All the newly prepared compounds were screened for their potential protein tyrosine phosphatase inhibitory activities. Bioactive assay manifested that most of the azolyl flavonoids exhibited good protein phosphatase 1B (PTP1B) inhibitory activities. Especially, triazolyl flavonoid 6a displayed the best inhibitory activity (IC50 = 1.6 μM) with 9.9-fold selectivity for PTP1B over the closely related T-cell protein tyrosine phosphatase (TCPTP). Cell viability assays indicated 6a has lower cytotoxicity. Molecular modeling and dynamics studies revealed the reason of selectivity for PTP1B over TCPTP. Quantum chemical studies were carried out on these compounds to understand the structural features essential for activity.
- Zhang, Ling,Ge, Yu,Song, Hao Ming,Wang, Qing Ming,Zhou, Cheng-He
-
p. 195 - 203
(2018/06/26)
-
- An Aurone-derived Low-molecular-weight Fluorescence Probe for the Detection of Hg2+ in Aqueous Solution and Living Cells
-
A low-molecular-weight fluorescent probe 1 (M.W.?=?238.24) based on aurone was synthesized, and its application in fluorescent detection of Hg2+ in aqueous solution and living cells was reported. It exhibited an “on–off” fluorescent response to
- Zhang, Min,Bao, Yong-Tuan,Yang, Wenbo,Xiao, Hui-Feng,Han, Zhi-Xiang,Wu, Xiangyang,Yang, Liuqing
-
p. 1130 - 1135
(2018/03/21)
-
- Flavone imidazole compound and preparation method thereof
-
The invention provides a flavone imidazole compound or pharmacologically acceptable salt thereof. General formula of the flavone imidazole compound is a general formula I, a general formula II or a general formula III, wherein R1 is selected from hydrogen
- -
-
Paragraph 0034-0036
(2017/12/02)
-
- Inhibitory effect of flavonoids on human glutaminyl cyclase
-
Glutaminyl cyclase (QC) plays an important role in the pathogenesis of Alzheimer's disease (AD) and can be a potential target for the development of novel anti-AD agents. However, the study of QC inhibitors are still less. Here, phenol-4′ (R1-), C5-OH (R2-) and C7-OH (R3-) modified apigenin derivatives were synthesized as a new class of human QC (hQC) inhibitors. The efficacy investigation of these compounds was performed by spectrophotometric assessment and the structure-activity relationship (SAR) was evaluated. Molecular docking was also carried out to analyze the binding mode of the synthesized flavonoid to the active site of hQC.
- Li, Manman,Dong, Yao,Yu, Xi,Zou, Yongdong,Zheng, Yizhi,Bu, Xianzhang,Quan, Junmin,He, Zhendan,Wu, Haiqiang
-
p. 2280 - 2286
(2016/04/26)
-
- Natural products as sources of new fungicides (II): antiphytopathogenic activity of 2,4-dihydroxyphenyl ethanone derivatives
-
A series of 17 simple 1-(2,4-dihydroxyphenyl) ethanones were synthesised, and their structures characterised by 1H, 13C NMR and ESI-MS. Their in vitro antifungal activities were evaluated against five phytopathogenic fungi including Glomerella cingulate, Botrytis cirerea, Fusarium graminearum, Curvularia lunata and Fusarium oxysporum f. sp. vasinfectum by the mycelial growth inhibition assay. Compounds 2g and 2h exhibited broad-spectrum inhibitory activity against the mycelial growth of the tested pathogens with IC50 values in the range of 16-36 g/mL, and in particular being more active to G. cingulate, with IC50 values of 16.50 and 19.25 g/mL, respectively, than the other pathogens. Preliminary SAR indicated that an α,β-unsaturated ketone unit of the alkyl chain of the compounds is the structure requirement for fungicidal action. The results suggested that 2g and 2h may be promising leads in the development of new antifungal agents.
- Nandinsuren, Tseden,Shi, Wei,Zhang, An-Ling,Bai, Yu-Bin,Gao, Jin-Ming
-
supporting information
p. 1166 - 1169
(2016/04/20)
-
- Design, synthesis and evaluation of novel 7-aminoalkyl-substituted flavonoid derivatives with improved cholinesterase inhibitory activities
-
A novel series of 7-aminoalkyl-substituted flavonoid derivatives 5a-5r were designed, synthesized and evaluated as potential cholinesterase inhibitors. The results showed that most of the synthesized compounds exhibited potent acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities at the micromolar range. Compound 2-(naphthalen-1-yl)-7-(8-(pyrrolidin-1-yl)octyloxy)-4H-chromen-4-one (5q) showed the best inhibitory activity (IC50, 0.64 μM for AChE and 0.42 μM for BChE) which were better than our previously reported compounds and the commercially available cholinergic agent Rivastigmine. The results from a Lineweaver-Burk plot indicated a mixed-type inhibition for compound 5q with AChE and BChE. Furthermore, molecular modeling study showed that 5q targeted both the catalytic active site (CAS) and the peripheral anionic site (PAS) of AChE. Besides, these compounds (5a-5r) did not affect PC12 and HepG2 cell viability at the concentration of 10 μM. Consequently, these flavonoid derivatives should be further investigated as multipotent agents for the treatment of Alzheimer's disease.
- Luo, Wen,Chen, Ying,Wang, Ting,Hong, Chen,Chang, Li-Ping,Chang, Cong-Cong,Yang, Ya-Cheng,Xie, Song-Qiang,Wang, Chao-Jie
-
p. 672 - 680
(2016/02/09)
-
- Design, synthesis and evaluation of 4-dimethylamine flavonoid derivatives as potential multifunctional anti-Alzheimer agents
-
A new series of 4-dimethylamine flavonoid derivatives were designed and synthesized as potential multifunctional anti-Alzheimer agents. The inhibition of cholinesterase activity, self-induced β-amyloid (Aβ) aggregation, and antioxidant activity by these derivatives was investigated. Most of the compounds exhibited potent acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activity. A Lineweaver-Burk plot and molecular modeling study showed that these compounds targeted both the catalytic active site (CAS) and peripheral anionic site (PAS) of AChE. The derivatives showed potent self-induced Aβ aggregation inhibition and peroxyl radical absorbance activity. Moreover, compound 6d significantly protected PC12 neurons against H2O2-induced cell death at low concentrations. Thus, these compounds could become multifunctional agents for further development for the treatment of AD.
- Luo, Wen,Wang, Ting,Hong, Chen,Yang, Ya-Chen,Chen, Ying,Cen, Juan,Xie, Song-Qiang,Wang, Chao-Jie
-
-
- Synthesis and Biological Activities of 6-Hydroxyaurone Derivatives
-
A series of 6-hydroxyaurone derivatives were synthesized in satisfactory yields and characterized by IR, 1H NMR, 13C NMR, and HRMS or elemental analysis. The structure of compound 3e was further confirmed by X-ray crystal analysis. B
- Bao, Yong-Tuan,Zhang, Min,Li, Ting,Xiao, Hui-Feng,Zhao, Ting,Xu, Xiao-Hua,Yang, Liu-Qing
-
p. 637 - 642
(2016/04/19)
-
- 6-aryloxyacetic acetoxy orange ketones compound and the application of the pesticides
-
The invention relates to a 6-aryloxy acetoxy aurone compound and an application thereof on a pesticide, and belongs to the technical field of herbicides. The general formula of the 6-aryloxy acetoxy aurone compound is as shown in the specification, wherein R1 is hydrogen, halogen, C1-C4 haloalkyl, C1-C4 alkyl, C1-C4 alkoxy and C1-C4 alkylamino, and R2 is the hydrogen and the C1-C4 alkyl. The invention provides a lot of novel chemical structures and novel compounds. A biological activity measurement result indicates that the compound I has very high weeding activity.
- -
-
Paragraph 0035; 0036
(2016/12/01)
-
- Synthesis and anti-thyroid cancer effect of iodo-chrysin derivatives
-
A novel series of iodo-chrysin derivatives with resorcinol as raw materials were synthesized according to Baker-Venkataraman reaction and their inhibitory activities in vitro against thyroid cancer cell lines (SW-579 and TT) were evaluated by the standard
- Wei, Yun,Zheng, Qutong,Tang, Guotao,Song, Chen,Wang, Guan,Zhang, Yinxiang,Xiao, Yan,Zeng, Xianliang,Wang, Zongbao,Xiao, Jichang,Zheng, Xing
-
p. 441 - 447
(2016/07/19)
-
- Synthesis and anti-thyroid cancer effect of iodo-chrysin derivatives
-
A novel series of iodo-chrysin derivatives with resorcinol as raw materials were synthesized according to Baker-Venkataraman reaction and their inhibitory activities in vitro against thyroid cancer cell lines (SW-579 and TT) were evaluated by the standard
- Wei, Yun,Zheng, Qutong,Tang, Guotao,Song, Chen,Wang, Guan,Zhang, Yinxiang,Xiao, Yan,Zeng, Xianliang,Wang, Zongbao,Xiao, Jichang,Zheng, Xing
-
p. 441 - 447
(2016/10/12)
-
- Synthesis method of isoprenaline drug intermediate 2,4-dihydroxy-alpha-chloroacetophenone
-
The invention relates to a synthesis method of an isoprenaline drug intermediate 2,4-dihydroxy-alpha-chloroacetophenone, which comprises the following steps: adding 0.13 mol of resorcinol, 15-17ml of chloroacetamide and 80ml of nitromethane into a reaction vessel, cooling the solution to 3-5 DEG C, controlling the stirring rate at 120-150 rpm, adding 0.021-0.023 mol of cuprous chloride, adding 300ml of oxalic acid solution, standing for 36 hours, stratifying the solution, pouring out the nitromethane layer, washing with ethyl acetate 3-5 times, adding 600ml of potassium chloride solution, reacting under reflux for 3-4 hours, standing for 30-35 hours, precipitating a solid, carrying out vacuum filtration, sequentially washing the solid with a salt solution and chlorobenzene, and recrystallizing in toluene to obtain the yellow acicular crystal 2,4-dihydroxy-alpha-chloroacetophenone, wherein the mass percent of the oxalic acid solution is 30-35%, the mass percent of the ethyl acetate is 70-75%, and the mass percent of the potassium chloride solution is 10-15%.
- -
-
Paragraph 0014; 0015
(2016/10/31)
-
- Synthesis, characterization, and anticancer effect of trifluoromethylated aurone derivatives
-
A series of trifluoromethylated aurone derivatives were synthesized, and the structure of 6-hydroxy- 4-trifluoromethylated aurone was determined by single crystal X-ray analysis. Their anticancer activities against leucocythemia (HL-60) and colorectal ade
- Zheng, Xing,Wang, Hui,Liu, Yun-Mei,Yao, Xu,Tong, Min,Wang, Yu-Hong,Liao, Duan-Fang
-
p. 296 - 301
(2015/01/30)
-
- CAGED COMPOUND WHICH CAN BE PHOTOACTIVATED SELECTIVELY FOR CELL TYPES
-
An objective of the present invention is to provide a caged compound that can be photoactivated selectively for specific target cell types and can be used in an individual organism. The objective can be achieved by a compound represented by general formula K-Q-X, which is prepared by binding bioactive substance X, photocleavable protecting group Q, and compound K, which can be an enzyme substrate and is dissociated from Q-X by an enzyme reaction, wherein: Q is a protecting group that is photocleaved by light with a specific wavelength and then dissociated from X, when K is not bound thereto; X is a substance that does not express bioactivity when Q is bound thereto, but expresses bioactivity when Q is dissociated therefrom; and K is dissociated from Q by the above enzyme, so as to form a compound represented by Q-X. Specifically, the objective can be achieved with the use of such a compound, which is characterized in that Q is dissociated from X when the compound represented by Q-X is photoirradiated, and thus K expresses bioactivity.
- -
-
Paragraph 0105; 0106
(2014/09/29)
-
- Synthesis and anti-cancer activities of apigenin derivatives
-
A novel series of apigenin derivatives with phloroglucinol or resorcinol as raw materials were synthesized according to Baker-Venaktaraman reaction and their in vitro inhibitory activities on colorectal adenocarcinoma (HT-29) and leucocythemia (HL-60) cell lines were evaluated by the standard methyl thiazole tetrazolium (MTT) method. The results of biological test showed that some of apigenin derivatives possessed stronger anti-cancer activities than apigenin. Compound 6 showed the strongest activity against colorectal adenocarcinoma (HT-29) and leucocythemia (HL-60) cell lines with IC50 valure of 2.03±0.22 μM, 2.25±0.42 μM, it was better than 5-FU (12.92±0.61 μM, 9.56±0.16 μM), which shows a potezntial compound for colorectal adenocarcinoma and leucocythemia.
- Zheng, Xing,Yu, Liuying,Yang, Jing,Yao, Xu,Yan, Wenna,Bo, Shaowei,Liu, Ya,Wei, Yun,Wu, Zhiyi,Wang, Guan
-
p. 747 - 752
(2015/04/14)
-
- Synthesis of some new 3-coumaranone and coumarin derivatives as dual inhibitors of acetyl- and butyrylcholinesterase
-
A novel series of coumarin and 3-coumaranone derivatives encompassing the phenacyl pyridinium moiety were synthesized and evaluated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitory activity using Ellman's method. All compounds presented inhibitory activity against both AChE and BuChE in the micromolar range. The molecular docking simulations revealed that all compounds were dual binding site inhibitors of AChE. A kinetic study was performed and the mechanism of enzyme inhibition was proved to be of mixed type. All compounds were tested for their antioxidant activity and no significant activity was observed.
- Alipour, Masoumeh,Khoobi, Mehdi,Nadri, Hamid,Sakhteman, Amirhossein,Moradi, Alireza,Ghandi, Mehdi,Foroumadi, Alireza,Shafiee, Abbas
-
p. 577 - 587
(2013/09/02)
-
- Synthesis and identification of new flavonoids targeting liver X receptor β involved pathway as potential facilitators of Aβ clearance with reduced lipid accumulation
-
Alzheimer's disease (AD) is associated with impaired Aβ degradation in the brain. Enhancing the process of Aβ clearance is an attractive potential AD therapy. Treatment with LXR agonists may reduce Aβ levels in vivo. However, the clinical potential of man
- Hu, Yun,Yang, Yaqi,Yu, Yanjun,Wen, Gesi,Shang, Nana,Zhuang, Wei,Lu, Dihan,Zhou, Binhua,Liang, Baoxia,Yue, Xin,Li, Feng,Du, Jun,Bu, Xianzhang
-
p. 6033 - 6053
(2013/09/02)
-
- Discovery of naturally occurring aurones that are potent allosteric inhibitors of hepatitis C virus RNA-dependent RNA polymerase
-
We have identified naturally occurring 2-benzylidenebenzofuran-3-ones (aurones) as new templates for non-nucleoside hepatitis C virus (HCV) RNA-dependent RNA polymerase (RdRp) inhibitors. The aurone target site, identified by site-directed mutagenesis, is located in thumb pocket I of HCV RdRp. The RdRp inhibitory activity of 42 aurones was rationally explored in an enzyme assay. Molecular docking studies were used to determine how aurones bind to HCV RdRp and to predict their range of inhibitory activity. Seven aurone derivatives were found to have potent inhibitory effects on HCV RdRp, with IC50 below 5 μM and excellent selectivity index (inhibition activity versus cellular cytotoxicity). The most active aurone analogue was (Z)-2-((1-butyl-1H-indol-3-yl)methylene)-4,6-dihydroxybenzofuran-3(2H)-one (compound 51), with an IC50 of 2.2 μM. Their potent RdRp inhibitory activity and their low toxicity make these molecules attractive candidates as direct-acting anti-HCV agents.
- Haudecoeur, Romain,Ahmed-Belkacem, Abdelhakim,Yi, Wei,Fortuné, Antoine,Brillet, Rozenn,Belle, Catherine,Nicolle, Edwige,Pallier, Coralie,Pawlotsky, Jean-Michel,Boumendjel, Ahcène
-
p. 5395 - 5402
(2011/10/02)
-
- Design, synthesis and anticholinesterase activity of a novel series of 1-benzyl-4-((6-alkoxy-3-oxobenzofuran-2(3H)-ylidene) methyl) pyridinium derivatives
-
A novel series of benzofuranone-ylidene-methyl benzylpyridinium derivatives (6a-u) were synthesized as acetylcholinesterase inhibitors. The anticholinesterase activity of synthesized compounds was measured using colorimetric Ellman's method. It was revealed that some synthesized compounds exhibited high anticholinesterase activity, among them compound 6b was the most active compound (IC50 = 10 ± 6.87 nM).
- Nadri, Hamid,Pirali-Hamedani, Morteza,Shekarchi, Maryam,Abdollahi, Mohammad,Sheibani, Vahid,Amanlou, Massoud,Shafiee, Abbas,Foroumadi, Alireza
-
scheme or table
p. 6360 - 6366
(2010/10/01)
-
- Specificity of Calreticulin Transacetylase to acetoxy derivatives of benzofurans: Effect on the activation of platelet Nitric Oxide Synthase
-
Calreticulin Transacetylase (CRTAase) catalyzes the transfer of acetyl group(s) from polyphenolic acetates (PAs) to functional proteins, such as Glutathione S-transferase (GST), NADPH Cytochrome c reductase and Nitric Oxide Synthase (NOS) resulting in the modulation of biological activities. A comparison of the specificities of the acetoxy derivatives of coumarins, biscoumarins, chromones, flavones, isoflavones and xanthones has been carried out earlier by us with an aim to study the effect of nature and position of the acetoxy groups on the benzenoid ring and the position of the carbonyl group with respect to oxygen/nitrogen heteroatom for the catalytic activity of CRTAase. In this communication for the first time, we have studied the influence of differently substituted benzofurans on the CRTAase activity to study the effect of the replacement of pyran ring of coumarin with furan ring, presence of carbonyl at C-3, substitution of C-3 carbonyl group with acetoxy group and presence of various substituents (OAc/OH/Cl) on the benzenoid ring. It was observed that acetoxy derivatives of benzofurans lead to inhibition of ADP induced platelet aggregation by the activation of platelet Nitric Oxide Synthase catalyzed by CRTAase. Accordingly, the formation of NO in platelets by 3-oxo-2,3-dihydrobenzofuran-6,7-diyl diacetate (3a) was found to be comparable with that of model polyphenolic acetate (PA), 7,8-diacetoxy-4-methylcoumarin (DAMC).
- Gupta, Anjali,Priya, Nivedita,Jalal, Sarah,Singh, Prabhjot,Chand, Karam,Raj, Hanumantharao G.,Parmar, Virinder S.,DePass, Anthony L.,Sharma, Sunil K.
-
experimental part
p. 1180 - 1185
(2011/11/06)
-
- ANTIDIABETIC BICYCLIC COMPOUNDS
-
Tricyclic compounds containing a cyclopropyl carboxylic acid or carboxylic acid derivative (e.g. amide) fused to a bicyclic ring, including pharmaceutically acceptable salts and prodrugs thereof, are agonists of G-protein coupled receptor 40 (GPR40) and are useful as therapeutic compounds, particularly in the treatment of Type 2 diabetes mellitus, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.
- -
-
Page/Page column 11-12
(2008/06/13)
-
- A method of cosmetic depigmentation care by applying at least one aurone
-
At least one aurone or a natural or synthetic derivative of aurone, or an analogue of aurone, in which the independent phenyl ring can be substituted by a heterocycle of pyrrole, imidazole, triazole, pyridine, furan, or thiophene type, is disclosed as a cosmetic agent, or as an active substance, for the manufacture either of a cosmetic composition, or of a pharmaceutical composition, notably a dermatological composition, having a melanogenesis-inhibiting activity or a depigmenting activity, or an anti-tyrosinase activity.
- -
-
Page/Page column 8-9
(2008/06/13)
-
- Synthesis of gem-difluoromethylenated biflavonoid via the Suzuki coupling reaction
-
gem-Difluoromethylenated biflavonoid 1 was synthesized via the Suzuki coupling reaction. The key intermediate 6-iodonated flavone 4 was regioselectively synthesized by the use of AgOAc/I2 under mild conditions without handling of a strongly toxic reagent. The key step was the formation of a flavone 3′-boronate 3 using a palladium-catalyzed exchange of the corresponding 3′-iodonated flavone with a diboron reagent.
- Zheng, Xing,Meng, Wei-Dong,Qing, Feng-Ling
-
p. 8083 - 8085
(2007/10/03)
-
- Synthesis and anticancer effect of B-ring trifluoromethylated flavonoids
-
A series of B-ring trifluoromethylated flavonoids derivatives were prepared and tested in vitro against human gastric adenocarcinoma cell line (SGC-7901). Among these derivatives, 5,7-dipropoxy-2-(4′ -trifluoromethylphenyl)-chromen-4-one 5c had the strongest activity against SGC-7901 cell.
- Zheng, Xing,Cao, Jian-Guo,Meng, Wei-Dong,Qing, Feng-Ling
-
p. 3423 - 3427
(2007/10/03)
-
- PROTECTING GROUPS WITH INCREASED PHOTOSENSITIVITIES
-
Protecting groups derived from a halogenated coumarin group, a quinoline-2-one group, a xanthene group, a thioxanthene group, a selenoxanthene group, or an anthracene group are described. The protecting groups is photolabile and can be removed by irradiating the group with light, such as flash photolysis with ultraviolet radiation or pulsed infrared radiation.
- -
-
-
- The Chemistry of Nitrilium Salts. Part 1. Acylation of Phenols and Phenol Ethers with Nitriles and Trifluoromethanesulphonic Acid
-
Aliphatic nitriles, RCN (R = Me, n-Pr, CH2Cl, and CCl3), in the presence of trifluoromethanesulphonic acid have been found to react with a number of mono-, di-, and tri-substituted phenols and phenol ethers at room temperature to give ketones after hydrolysis of the reaction mixture.Moderate to good yields of acylation products are obtained in the majority of these reactions.The yield with malononitrile and succinonitrile, which are only slightly soluble in the reaction medium, are generally poor, and reaction involves only one of the available nitrile groups.Attempts to use diethyl ether and dichloromethane as solvents for some of these reactions were unsuccessful, but limited success was achieved with nitromethane.
- Booth, Brian L.,Noori, Ghazi F.M.
-
p. 2894 - 2900
(2007/10/02)
-