- SAR Studies and Biological Characterization of a Chromen-4-one Derivative as an Anti- Trypanosoma brucei Agent
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Chemical modulation of the flavonol 2-(benzo[d][1,3]dioxol-5-yl)-chromen-4-one (1), a promising anti-Trypanosomatid agent previously identified, was evaluated through a phenotypic screening approach. Herein, we have performed structure-activity relationsh
- Borsari, Chiara,Santarem, Nuno,MacEdo, Sara,Jiménez-Antón, María Dolores,Torrado, Juan J.,Olías-Molero, Ana Isabel,Corral, María J.,Tait, Annalisa,Ferrari, Stefania,Costantino, Luca,Luciani, Rosaria,Ponterini, Glauco,Gul, Sheraz,Kuzikov, Maria,Ellinger, Bernhard,Behrens, Birte,Reinshagen, Jeanette,Alunda, José María,Cordeiro-Da-Silva, Anabela,Costi, Maria Paola
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supporting information
p. 528 - 533
(2019/04/25)
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- 3-substituted propyl-2-alkene-1-ketone compound and application thereof
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The invention relates to the technical field of medicine and particularly discloses a 3-substituted propyl-2-alkene-1-ketone compound and application thereof to preparation of antifungal drugs and synergistic antifungal drugs. The compound can be used tog
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-
Paragraph 0106; 0107; 0108; 0109; 0150; 0151; 0152; 0153
(2016/10/09)
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- The synthesis and synergistic antifungal effects of chalcones against drug resistant Candida albicans
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To identify effective and low toxicity synergistic antifungal compounds, 24 derivatives of chalcone were synthesized to restore the effectiveness of fluconazole against fluconazole-resistant Candida albicans. The minimal inhibitory concentration (MIC80) and the fractional inhibitory concentration index (FICI) of the antifungal synergist fluconazole were measured against fluconazole-resistant Candida albicans. This was done via methods established by the clinical and laboratory standards institute (CLSI). Of the synthesized compounds, 2′-hydroxy-4′-methoxychalcone (8) exhibited the most potent in vitro (FICI = 0.007) effects. The structure activity relationship of the compounds are then discussed.
- Wang, Yuan-Hua,Dong, Huai-Huai,Zhao, Fei,Wang, Jie,Yan, Fang,Jiang, Yuan-Ying,Jin, Yong-Sheng
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supporting information
p. 3098 - 3102
(2016/06/13)
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- Scaffold-hopping of bioactive flavonoids: Discovery of aryl-pyridopyrimidinones as potent anticancer agents that inhibit catalytic role of topoisomerase IIα
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A strategy of scaffold-hopping of bioactive natural products, flavones and isoflavones, leading to target-based discovery of potent anticancer agents has been reported for the first time. Scaffold-hopped flavones, 2-aryl-4H-pyrido[1,2-a]pyrimidin-4-ones and the scaffold-hopped isoflavones, 3-aryl-pyrido[1,2-a]pyrimidin-4-ones were synthesized via Pd-catalyzed activation–arylation methods. Most of the compounds were found to exhibit pronounced human topoisomerase IIα (hTopoIIα) inhibitory activities and several compounds were found to be more potent than etoposide (a hTopoIIα-inhibiting anticancer drug). These classes of compounds were found to be hTopoIIα-selective catalytic inhibitors while not interfering with topoisomerase I and interacted with DNA plausibly in groove domain. Cytotoxicities against various cancer cells, low toxicity in normal cells, and apoptotic effects were observed. Interestingly, compared to parent flavones/isoflavones, their scaffold-hopped analogs bearing alike functionalities showed significant/enhanced hTopoIIα-inhibitory and cytotoxic properties, indicating the importance of a natural product-based scaffold-hopping strategy in the drug discovery.
- Priyadarshani, Garima,Amrutkar, Suyog,Nayak, Anmada,Banerjee, Uttam C.,Kundu, Chanakya N.,Guchhait, Sankar K.
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- QSAR, in silico docking and in vitro evaluation of chalcone derivatives as potential inhibitors for H1N1 virus neuraminidase
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Thirty three chalcones were synthesized and tested on viral H1N1 neuraminidase activity by using MUNANA assay [2′-(4-methylumbelliferyl)-α-d-N-acetylneuraminic acid] assay with DANA (2,3-didehydro-2-deoxy-N-acetylneuraminic acid) was used as standard. 2D and 3D-quantitative structure?activity relationship models have been successfully developed with a good correlative and predictive ability for quantitative structure?activity relationships of these chalcone derivatives. Result from the 2D-quantitative structure?activity relationship model indicates that electrostatic parameter enhanced bioactivity of the chalcones while steric substituents diminished their potency as H1N1 neuraminidase inhibitors. 3D-quantitative structure?activity relationship model showed the importance of the position of the hydroxyl group in chalcone derivatives which can influence on hydrophobicity, hydrogen bond donor and aromatic ring features that enhance the biological activity. Finally, docking studies showed that chalcones MC8 and MC16 with low C docker interaction energies and higher numbers of hydrogen bonding have better inhibitory activity against viral H1N1 neuraminidase.
- Yaeghoobi, Marzieh,Frimayanti, Neni,Chee, Chin Fei,Ikram, Kusaira K.,Najjar, Belal O.,Zain, Sharifuddin M.,Abdullah, Zanariah,Wahab, Habibah A.,Rahman, Noorsaadah Abd.
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p. 2133 - 2142
(2016/10/25)
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- Discovery of 2′-hydroxychalcones as autophagy inducer in A549 lung cancer cells
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A series of 2′-hydroxychalcone derivatives was synthesized and the effects of all the compounds on growth of A549 lung cancer cell were investigated. The results showed that all compounds had inhibitory effects on the growth of A549 lung cancer cells and compound 2-7 possessed the highest growth inhibitory effect and induced autophagy of A549 lung cancer cells.
- Wang, Fang-Wu,Wang, Sheng-Qing,Zhao, Bao-Xiang,Miao, Jun-Ying
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p. 3062 - 3070
(2014/05/06)
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- Chalcones with electron-withdrawing and electron-donating substituents: Anticancer activity against TRAIL resistant cancer cells, structure-activity relationship analysis and regulation of apoptotic proteins
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In the present study, a series of 46 chalcones were synthesised and evaluated for antiproliferative activities against the human TRAIL-resistant breast (MCF-7, MDA-MB-231), cervical (HeLa), ovarian (Caov-3), lung (A549), liver (HepG2), colorectal (HT-29), nasopharyngeal (CNE-1), erythromyeloblastoid (K-562) and T-lymphoblastoid (CEM-SS) cancer cells. The chalcone 38 containing an amino (-NH2) group on ring A was the most potent and selective against cancer cells. The effects of the chalcone 38 on regulation of 43 apoptosis-related markers in HT-29 cells were determined. The results showed that 20 apoptotic markers (Bad, Bax, Bcl-2, Bcl-w, Bid, Bim, CD40, Fas, HSP27, IGF-1, IGFBP-4, IGFBP-5, Livin, p21, Survivin, sTNF-R2, TRAIL-R2, XIAP, caspase-3 and caspase-8) were either up regulated or down regulated.
- Mai, Chun Wai,Yaeghoobi, Marzieh,Abd-Rahman, Noorsaadah,Kang, Yew Beng,Pichika, Mallikarjuna Rao
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supporting information
p. 378 - 387
(2014/04/17)
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- Dual inhibition of the α-glucosidase and butyrylcholinesterase studied by Molecular Field Topology Analysis
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A striking dual inhibition of enzymes α-glucosidase and butyrylcholinesterase by small drug-like molecules, including 1,4-disubstituted-1,2,3-triazoles, chalcones, and benzothiazepines, was rationalized with the help of Molecular Field Topology Analysis, a 3D QSAR technique similar to CoMFA. A common pharmacophore supported the concept of a link existing between type-2 diabetes mellitus and Alzheimer's disease. These findings will be instrumental for rational design of drug candidates for both of these conditions.
- Jabeen, Farukh,Oliferenko, Polina V.,Oliferenko, Alexander A.,Pillai, Girinath G.,Ansari, Farzana Latif,Hall, C. Dennis,Katritzky, Alan R.
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p. 228 - 242
(2014/05/20)
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- COMPOSITION FOR TREATING DIABETES AND METABOLIC DISEASES AND A PREPARATION METHOD THEREOF
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Disclosed is a chalcone composition for treating diabetes and metabolic syndromes. In particular, the chalcone compound bound with 2-halogen in ring A significantly decreases the blood glucose level in the in vitro anti-diabetic effect experiment. In the in vivo animal model, the leading chalcone compound can prevent the progression of diabetes and control the blood glucose level, and there is no significant difference in the gains in body weight. Throughout the seven-week administration, there are no hepatic or renal toxicity observed.
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Paragraph 0029
(2013/03/26)
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- Biological and structure-activity evaluation of chalcone derivatives against bacteria and fungi
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The present work describes the antibacterial and antifungal activities of several chalcones obtained by a straight Claisen-Schmidt aldol condensation determined by the minimal inhibitory concentration against different microorganisms (Gram-positive and Gram-negative bacteria and fungi). Solid state crystal structures of seven chalcones were determined by X-ray diffraction (XRD) analysis. Chemometric studies were carried out in order to identify a potential structureactivity relationship.
- Silva, Wender A.,Andrade, Carlos Kleber Z.,Napolitano, Hamilton B.,Vencato, Ivo,Lariucci, Carlito,De Castro, Miria M. R. C.,Camargo, Ademir J.
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p. 133 - 144
(2013/04/24)
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- Synthesis and cdc25B inhibitory activity evaluation of chalcones
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A library of sixty-five chalcones was prepared for screening against the protein phosphatase, cdc25B. From this library, thirteen compounds were found having good inhibitory activity. Two compounds have excellent activity and can be used for the design of
- Zhao, Fei,Zhao, Qing-Jie,Zhao, Jing-Xia,Zhang, Da-Zhi,Wu, Qiu-Ye,Jin, Yong-Sheng
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p. 206 - 214
(2013/07/26)
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- Synthesis of chalcone derivatives as potential anti-diabetic agents
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Chalcones bearing electron donating or electron withdrawing substitutions were prepared and their glucose uptake activity was evaluated. Chalcone derivatives were synthesized in one step protocol with high purity and yield. Chalcones with chloro, bromo, iodo and hydroxy substitutions at position 2 on A-ring exhibited the highest activity with glucose medium concentration (210 to 236 mg/dl) compared to pioglitazone and rosiglitazone (230 and 263 mg/dl, respectively). Also chalcones with iodo substitution at position 3 on A-ring were comparably active (≤ 238 mg/dl). The structure-activity relationship of the tested chalcones was studied and the findings were supported statistically.
- Hsieh, Chi-Ting,Hsieh, Tusty-Jiuan,El-Shazly, Mohamed,Chuang, Da-Wei,Tsai, Yi-Hong,Yen, Chiao-Ting,Wu, Shou-Fang,Wu, Yang-Chang,Chang, Fang-Rong
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supporting information; experimental part
p. 3912 - 3915
(2012/07/03)
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- Asymmetric ion-pairing catalysis of the reversible cyclization of 2'-hydroxychalcone to flavanone: Asymmetric catalysis of an equilibrating reaction
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The asymmetric catalytic cyclization of the simple 2'-hydroxychalcone (1) to flavanone (2), a model for the chalcone isomerase reaction, has been realized as a catalytic asymmetric ion-pairing process with chiral quaternary ammonium salts (e.g., 9-anthracenylmethlycinchoninium chloride; 9-Am-CN-Cl) and NaH as small-molecule co-catalyst. In toluene/CHCl3 solution, the process reaches an intrinsic enantioselectivity of up to S = 14.4 (er = 93.5:6.5). The reversible reaction proceeds in two steps: A fast initial reaction approaches a quasi-equilibrium with KR/S = 4.5, followed by a second, slow racemization phase approaching Krac = 9. A simple mechanistic model featuring a living ion-pairing catalysis with full reversibility is proposed. Deuterium transfer from co-solvent CDCl3 to product 2 and isolation of a Michael conjugate formed from 2 and 1 demonstrate the intermediacy of flavanone enolate ion pairs. A kinetic model shows good agreement with the experimentally observed, peculiar, time-dependent evolution of the species concentrations and the enantiomeric excess of 2. The reaction is a chemical model of the chalcone isomerase enzymatic reaction. Furthermore, it is an ideal model for studying the characteristic behavior of reversible asymmetric catalyses close to their equilibria.
- Hintermann, Lukas,Dittmer, Claudia
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supporting information
p. 5573 - 5584
(2012/11/13)
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- In silico studies on 2,3-dihydro-1,5-benzothiazepines as cholinesterase inhibitors
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In vitro studies on cholinesterase inhibitory potential on the three sets of 2,3-dihydro-1,5-benzothiazepines have been carried out. The compounds in Set 1 were unsubstituted on ring A, while those in Sets 2 and 3 had a 2′- and 3′-hydoxy substituent, respectively, in ring A. These studies revealed that they are mixed inhibitors of both AChE and BChE as reflected from their IC50 values. It was further observed that 3′-hydroxy substituted benzothiazepines (Set 3) were found to have stronger affinity for both AChE and BChE compared with those of Sets 1 and 2. Moreover, all the compounds in Set 3 were found to be stronger BChE inhibitors than AChE. These experimental observations were rationalized by conducting in silico studies using molecular docking tool of Molecular Operating Environment (MOE) software, thereby, a good correlation was observed between IC50 values and their binding interactions within the enzyme active site. We have observed that these interactions were electrostatic and hydrophobic in nature besides hydrogen bonding. The high BChE inhibitory potential of 3′-hydroxy substituted benzothiazepines was found to be cumulative effect of hydrogen bonding and π-π interactions between the ligand and BChE. These findings may serve as a guideline for synthesizing more potent ChE inhibitors for the treatment of Alzheimer's disease and related dementias. Springer Science+Business Media, LLC 2011.
- Ansari, Farzana Latif,Kalsoom, Saima,Zaheer-Ul-Haq,Ali, Zahra,Jabeen, Farukh
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p. 2329 - 2339
(2012/11/07)
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- An unexpected rearrangement-hydration reaction sequence of 2H-chromenes to dihydrochalcones under catalysis of HAuCl4
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2-Aryl-2H-chromenes in aqueous DCM medium under catalysis of HAuCl 4 are converted into 3-(2-hydroxyaryl)-1-arylpropan-1-ones through hydration-rearrangement reaction sequence in very good yield. The key step probably involves the [1,5] hydride shift followed by the hydrolysis under the reaction condition. The notable advantages of this method are operational simplicity and ease of isolation of products and also provide a pathway to convert the chalcone into DHCs with the transposition of carbonyl group. 2012 Elsevier Ltd. All rights reserved.
- Maiti, Gourhari,Kayal, Utpal,Karmakar, Rajiv,Bhattacharya, Rudraksha N.
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p. 6321 - 6325,5
(2012/12/12)
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- Mosquito larvicidal studies of some chalcone analogues and their derived products: Structure-activity relationship analysis
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A series of chalcone analogues and some of their derivatives were synthesized and subjected to the mosquito larvicidal study. Chalcones having electron releasing group(s) on either ring A or ring B showed high toxicity. Electron withdrawing group(s), especially at ring B, reduced the activity of chalcones. The activity was abruptly decreased due to replacement of ring A by CH3, extension of conjugation or blocking of α,β- unsaturated ketone part of chalcones by derivatization. Quantitative structure-activity relationship (QSAR) studies of these compounds were performed using various spatial, electronic and physicochemical parameters. Genetic Function approximation with linear and spline options was used as the chemometric tool for developing the QSAR models.
- Begum, Naznin A.,Roy, Nayan,Laskar, Rajibul A.,Roy, Kunal
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experimental part
p. 184 - 191
(2012/02/16)
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- Synthesis of flavanones by use of anhydrous potassium carbonate as an inexpensive, safe, and efficient basic catalyst
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Anhydrous potassium carbonate has been utilized as an inexpensive, safe, and efficient basic catalyst for the synthesis of flavanones starting either from 2′-hydroxychalcones or from 2′-hydroxyacetophenones. In both the cases the favored reaction condition was either refluxing in a solvent with added catalyst or microwave irradiation on the catalyst.
- Mondal, Rina,Gupta, Arpita Das,Mallik, Asok K.
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experimental part
p. 5020 - 5024
(2011/10/19)
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- Biochemical evaluation of a series of synthetic chalcone and hydrazide derivatives as novel inhibitors of cruzain from trypanosoma cruzi
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Chagas' disease, a parasitic infection widely distributed throughout Latin America, is a major public health problem with devastating consequences in terms of human morbidity and mortality. The enzyme cruzain is the major cysteine protease from Trypanosoma cruzi, the etiologic agent of American trypanosomiasis or Chagas' disease, and has been selected as an attractive target for the development of novel trypanocidal drugs. In the present work, we describe the synthesis and inhibitory effects of a series of thirty-three chalcone and seven hydrazide derivatives against the enzyme cruzain from T. cruzi. Most of the compounds showed promising in vitro inhibition (IC50 values in the range of 20-60 μM), which suggest the potential of these compounds as lead candidates for further development. Twelve compounds have not been reported before, and four of them (7, 13, 16 e 18) are among the most potent inhibitors of the series.
- Borchhardt, Deise M.,Mascarello, Alessandra,Chiaradia, Louise Domeneghini,Nunes, Ricardo J.,Oliva, Glaucius,Yunes, Rosendo A.,Andricopulo, Adriano D.
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experimental part
p. 142 - 150
(2010/08/22)
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- Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers
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Cancer preventive agents (CPA) are drugs able to suppress the carcinogen metabolic activation or block the formation of ultimate carcinogens. CPA could act through various molecular mechanisms, for example by interfering with the action of procarcinogen. This could be attained by increasing the phase II enzymes levels of quinone reductase (QR) and glutathione S-transferase (GST). New flavonoids, especially chalcones, have been identified as in vivo monofunctional phase II enzymes inducers. Oral administration of chalcone, 4, and both p-methoxy-substituted chalcones, 6 and 14, increased hepatic QR activity with concomitant decrease in CYP1A1 activity, a member of the most important group of phase I enzymes cytochrome P450. Among them, 4 also increased GST activity. While p-bromo-substituted chalcone 8 was the best inducer of QR it decreased hepatic GST expression and cytochrome P450, being the most effective decreasing cytochrome P450-expression. Thienyl-chalcone 20 being the bioisostere of chalcone 4 did not display the same in vivo profile in the phase I level modification. As chalcone 4 its bioisostere, chalcone 20, displayed low DNA strand breakage and absence of mutagenicity. Also, in our preliminary in vivo tumourigenesis/chemopreventive and acute-toxicity studies, chalcones 4, 6 and 8 showed the best behaviours as CPA justifying additional studies that are ongoing.
- Cabrera, Mauricio,Lavaggi, Maria Laura,Croce, Fiorela,Celano, Laura,Thomson, Leonor,Fernandez, Marcelo,Pintos, Cristina,Raymondo, Stella,Bollati, Mariela,Monge, Antonio,Lopez De Cerain, Adela,Piro, Oscar E.,Cerecetto, Hugo,Gonzalez, Mercedes
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scheme or table
p. 5391 - 5399
(2010/09/11)
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- Synthesis and cytotoxic activity of 4-aryl-4H-chromeno[4,3-d] [1,2,3] selenadiazoles
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Fourteen 4-Aryl-4H-chromeno[4,3-d][1,2,3] selenadiazole derivatives were synthesized by the reaction of fla-vonone-4-semicarbazones with SeO2. The structures of the target compounds 1a-n were elucidated by 1H NMR, IR spectra, ESI-MS and elemental analyses. The preliminary cytotoxic activities of 1a-n against K562, KB, A549, SMC-7721 and SGC-7901 cell lines were evaluated by MTT method, indicating that most compounds displayed moderate to good antiproliferative activities against K562 and KB cell lines. Compounds 1m and 1n, the most potent ones, were promising template for development of novel potent antitumor agents.
- Yin, Hong,Huang, Yueyan,Song, Guojie
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p. 721 - 725
(2013/01/09)
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- Synthesis and biological evaluation of flavan-3-ol derivatives as positive modulators of GABAA receptors
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We herein describe the synthesis and positive modulatory activities of a small library of flavan-3-ol derivatives on α1β2γ2L GABAA receptors. Structure-activity relationships of various substituents on the A, B
- Mewett, Kenneth N.,Fernandez, Sebastian P.,Pasricha, Anmol K.,Pong, Alice,Devenish, Steven O.,Hibbs, David E.,Chebib, Mary,Johnston, Graham A.R.,Hanrahan, Jane R.
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experimental part
p. 7156 - 7173
(2010/03/04)
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- Inhibitory activity of prostaglandin E2 production by the synthetic 2′-hydroxychalcone analogues: Synthesis and SAR study
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A series of 2′-hydroxychalcones has been synthesized and screened for their in vitro inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin production from lipopolysaccharide-treated RAW 264.7 cells. Structure-activity relationship study suggested that inhibitory activity against prostaglandin E2 production was governed to a greater extent by the substituent on B ring of the chalcone, and most of the active compounds have at least two methoxy or benzyloxy groups on B ring. The relationship between chalcone structures and their PGE2 inhibitory activities was also interpreted by docking study on cyclooxygenase-2.
- Tran, Thanh-Dao,Park, Haeil,Kim, Hyun Pyo,Ecker, Gerhard F.,Thai, Khac-Minh
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experimental part
p. 1650 - 1653
(2009/11/30)
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- Synthetic chalcones as efficient inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase PtpA
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In the search for lead compounds for new drugs for tuberculosis, the activity of 38 synthetic chalcones were assayed for their potential inhibitory action towards a protein tyrosine phosphatase from Mycobacterium tuberculosis - PtpA. The compounds were ob
- Chiaradia, Louise Domeneghini,Mascarello, Alessandra,Purificacao, Marcela,Vernal, Javier,Cordeiro, Marlon Norberto Sechini,Zenteno, Maria Emilia,Villarino, Andrea,Nunes, Ricardo Jose,Yunes, Rosendo Augusto,Terenzi, Hernan
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supporting information; experimental part
p. 6227 - 6230
(2009/06/30)
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- Synthesis of chiral 3-substituted indanones via an enantioselective reductive-heck reaction
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(Chemical Equation Presented) An efficient intramolecular palladium-catalyzed, asymmetric reductive-Heck reaction has been developed, which allowed for the synthesis of either enantiomerically enriched 3-substituted indanones or α-exo-methylene indanones depending on the base used.
- Minatti, Ana,Zheng, Xiaolai,Buchwald, Stephen L.
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p. 9253 - 9258
(2008/03/13)
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- Synthetic chalcones, flavanones, and flavones as antitumoral agents: Biological evaluation and structure-activity relationships
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A series of synthetic chalcones, flavanones, and flavones has been synthesized and evaluated for antitumor activity against the human kidney carcinoma cells TK-10, human mammary adenocarcinoma cells MCF-7 (estrogen receptor-positive), and human colon adenocarcinoma cells HT-29. The most active series is the chalcone ones with the best results against TK-10 and HT-29 cells. Fourteen out of 53 analyzed compounds resulted very active against at least two of the studied tumoral cells. Alkaline single cell gel electrophoresis, comet assay, was performed as a study of the chromosomal aberrations promoted by the compounds on normal cells. Four active and two inactive chalcones were studied in the comet assay against normal human kidney cells (HK-2). A structure-activity relationship analysis of these compounds was performed and for 4- and 3,4-disubstituted derivatives a quantitative correlation was obtained in the case of anti-HT-29 activity.
- Cabrera, Mauricio,Simoens, Macarena,Falchi, Gabriela,Lavaggi, M. Laura,Piro, Oscar E.,Castellano, Eduardo E.,Vidal, Anabel,Azqueta, Amaia,Monge, Antonio,de Cerain, Adela Lopez,Sagrera, Gabriel,Seoane, Gustavo,Cerecetto, Hugo,Gonzalez, Mercedes
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p. 3356 - 3367
(2008/02/07)
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- Candida rugosa lipase-mediated enantioselective acetylation studies on (±)-3-arylmethyl-3-hydroxymethyl-2,3-dihydro-1-benzopyran-4(H)-ones
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Candida rugosa lipase, catalyzed enantioselective acetylation reactions have been performed on novel (±)-3-arylmethyl-3-hydroxymethyl-2,3- dihydrobenzopyran-4-ones in diisopropyl ether. The Candida rugosa lipase-catalyzed acetylations exhibit the enantiomeric separation of the racemic compounds 5a-g, the enantioselectivity of the reaction has been found to be highly dependent on the structure of the substrate. The enantiomeric excess (ee) values are determined by 1H NMR spectral analysis of their O-acetylmandelic acid esters and highest enantiomeric excess obtained is 79% in case of 5c.
- Trikha, Smriti,Kumar, Rajesh,Dhawan, Ashish,Poonam,Prasad, Ashok K.,Cholli, Ashok L.,Olsen, Carl E.,Watterson, Arthur C.,Parmar, Virinder S.
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p. 356 - 365
(2007/10/03)
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- Synthesis and biological evaluation of aromatic enones related to curcumin
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Curcumin, a natural product isolated from the spice turmeric, has been shown to exhibit a wide range of pharmacological activities including certain anti-cancer properties. It has been specifically shown to be an effective inhibitor of angiogenesis both in vitro and in vivo. Using curcumin as a lead compound for anti-angiogenic analog design, a series of structurally related compounds utilizing a substituted chalcone backbone have been synthesized and tested via an established SVR cell proliferation assay. The results have yielded a wide range of compounds that equal or exceed curcumin's ability to inhibit endothelial cell growth in vitro. Due to both their commercial availability and their fairly straightforward synthetic preparation, these low molecular weight compounds are attractive leads for developing future angiogenic inhibitors.
- Robinson, Thomas Philip,Hubbard IV, Richard B.,Ehlers, Tedman J.,Arbiser, Jack L.,Goldsmith, David J.,Bowen, J. Phillip
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p. 4007 - 4013
(2007/10/03)
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- 2,4,6-trisubstituted pyridines with estrogenic activity and methods for the solid phase synthesis
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The present invention relates to novel substituted pyridine compounds of Formula (I) wherein the moiety Z, R1, R2and R3are as herein defined, having estrogenic activity, to processes for their preparation, to a combinatori
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- A concerted synthesis of hydroxychalcones, flavanones and benzo[b]furans through palladium-catalysed reactions
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A convenient palladium-catalysed procedure for the synthesis of o-hydroxychalcones, flavanones and benzo[b]furans is described where o-iodophenyl acetate was used as a common precursor.
- De, Mahuya,Majumdar, Dyuti P.,Kundu, Nitya G.
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p. 665 - 674
(2007/10/03)
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- Synthesis of Some 3-Methoxyflavones and Chromones
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3-Methoxy-3',4'-methylenedioxyflavone (I), 3,4'-dimethoxyflavone (II), 3,3',4'-trimethoxyflavone (III), 3-methoxy-4'-chloroflavone (IV), 3-methoxy-2-(2-furyl)chromone (V) and 3-methoxy-2-styrylchromone (VI) have been synthesised by methylation of the corresponding 3-hydroxy compounds.
- Dhoubhadel, S. P.,Tuladhar, Sudersan M.,Tuladhar, Sarbajna M.,Wagley, Pradyumna P.
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p. 511 - 512
(2007/10/02)
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