当前位置： SCI文献检索 > ACS Combinatorial Science期刊下所有文献 > Facile diversity-oriented synthesis and antitubercular evaluation of novel aryl and heteroaryl tethered pyridines and dihydro-6H-quinolin-5-ones derived via variants of the Bohlmann-Rahtz Reaction.

Facile diversity-oriented synthesis and antitubercular evaluation of novel aryl and heteroaryl tethered pyridines and dihydro-6H-quinolin-5-ones derived via variants of the Bohlmann-Rahtz Reaction.

Abstract：

:The diversity oriented synthesis of substituted pyridines and dihydro-6H-quinolin-5-ones tethered with aryls and heteroaryls was achieved in very good yields through CeCl(3)·7H(2)O-NaI catalyst via variants of the Bohlmann-Rahtz reaction. β-Enaminones derived from various aryl and heteroaryl methyl ketones were regioselectively reacted with ethyl acetoacetate or 5,5-dimethylcyclohexane-1,3-dione or 4,4-dimethylcyclohexane-1,3-dione and ammonium acetate refluxing in 2-propanol. Applicability of nontoxic cerium catalyst, high reactivity with wide range of aryl and heteroaryl β-enaminones leading to diverse analogues, operational simplicity, and shorter reaction time at comparatively low temperatures are prominent features of the developed protocol. These synthesized substituted pyridines and dihydro-6H-quinolin-5-one analogues have been evaluated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv (MTB) by agar dilution method. Among the 48 compounds screened, six compounds 2-(5-chlorothiophen-2-yl)-7,7-dimethyl-7,8-dihydro-6H-quinolin-5-one 4{13,2}, 2-(5-bromothiophen-2-yl)-7,7-dimethyl-7,8-dihydro-6H-quinolin-5-one 4{14,2}, 2-(5-chloro thiophen-2-yl)-6,6-dimethyl-7,8-dihydroquinolin-5(6H)-one 4{13,3}, and 2-(5-bromothiophen-2-yl)-6,6-dimethyl-7,8-dihydroquinolin-5(6H)-one 4{14,3}, 7,7-dimethyl-2-(naphthalen-2-yl)-7,8-dihydroquinoline-5(6H)-one 4{6,2}, 6,6-dimethyl-2-(naphthalen-2-yl)-7,8-di hydroquinolin-5(6H)-one 4{6,3} resulted as the most promising antitubercular agents.

journal_name

ACS Comb Sci

journal_title

ACS combinatorial science

authors

Kantevari S,Patpi SR,Addla D,Putapatri SR,Sridhar B,Yogeeswari P,Sriram D

doi

10.1021/co2000604

subject

Has Abstract

pub_date

2011-07-11 00:00:00

pages

427-35

issue

4

eissn

2156-8952

issn

2156-8944

journal_volume

13

pub_type

杂志文章

相关文献

ACS Combinatorial Science文献大全
  • Combinatorial screening of potentiometric Pb(II) sensors from polysulfoaminoanthraquinone solid ionophore.

    abstract：:A potentiometric Pb(II)-selective sensor was fabricated by a combinatorial screening of electrically conducting polysulfoaminoanthraquinone (PSA) nanoparticles as a solid ionophore, ion exchangers (oleic acid (OA) and NaTPB), plasticizers in a polyvinyl chloride (PVC) matrix, membrane thickness, inner filling ion spec...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co400140g

    authors： Huang MR,Ding YB,Li XG

    更新日期：2014-03-10 00:00:00

  • One-pot syntheses of isoquinolin-3-ones and benzo-1,4-diazepin-2,5-diones utilizing Ugi-4CR post-transformation strategy.

    abstract：:One-pot and efficient syntheses of structurally diverse isoquinolin-3-ones and isoquinolin-3-one-based benzo-1,4-diazepin-2,5-diones have been developed. The notable features of the process include the Ugi condensation of monomasked phthalaldehydes with amines, carboxylic acids, and isonitriles, followed by HClO4-medi...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co400001h

    authors： Che C,Li S,Yu Z,Li F,Xin S,Zhou L,Lin S,Yang Z

    更新日期：2013-04-08 00:00:00

  • A Novel Mechanistic Study on Ultrasound-Assisted, One-Pot Synthesis of Functionalized Benzimidazo[2,1-b]quinazolin-1(1H)-ones.

    abstract：:Ultrasound-assisted synthesis of benzimidazo[2,1-b]quinazolin-1(1H)-ones was achieved via piperidine-catalyzed three-component reaction of 2-aminobenzimidazoles, an aromatic aldehyde, and 1,3-dione in aqueous isopropanol. This mechanism was first suspected following our identification of unusual reaction intermediates...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.5b00186

    authors： Chen LH,Chung TW,Narhe BD,Sun CM

    更新日期：2016-03-14 00:00:00

  • Efficient Synthesis of 1,9-Substituted Benzo[h][1,6]naphthyridin-2(1H)-ones and Evaluation of their Plasmodium falciparum Gametocytocidal Activities.

    abstract：:A novel three-component, two-step, one-pot nucleophilic aromatic substitution (SNAr)-intramolecular cyclization-Suzuki coupling reaction was developed for the synthesis of benzo[h][1,6]naphthyridin-2(1H)-ones (Torins). On the basis of the new efficiently convergent synthetic route, a library of Torin analogs was synth...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.7b00119

    authors： Li H,Sun W,Huang X,Lu X,Patel PR,Kim M,Orr MJ,Fisher RM,Tanaka TQ,McKew JC,Simeonov A,Sanderson PE,Zheng W,Williamson KC,Huang W

    更新日期：2017-12-11 00:00:00

  • One-pot sequential alkynylation and cycloaddition: regioselective construction and biological evaluation of novel benzoxazole-triazole derivatives.

    abstract：:Individually, benzoxazole and triazole moieties are of significant biological interest owing to their importance in drugs and pharmaceuticals. To assess their combined biological impact when woven into one molecule, we designed a novel, regioselective, multicomponent, one-pot (MCOP) approach for the construction of be...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co500135z

    authors： Srivastava A,Aggarwal L,Jain N

    更新日期：2015-01-12 00:00:00

  • Facile Synthesis of Azaarene-Substituted Hydroxycoumarins Possessing High Biological Activities via Three-Component C(sp(3))-H Functionalization.

    abstract：:An unprecedented three-component C(sp(3))-H functionalization of 2-alkylazaarenes with aryl aldehydes and 4-hydroxycoumarins was realized, providing azaarene-substituted 3-benzyl-4-hydroxycoumarins in good to excellent yields. These new target compounds displayed broad-spectrum antibacterial activities, providing a ne...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.6b00082

    authors： Dong H,Xu L,Li SS,Wang L,Shao CL,Xiao J

    更新日期：2016-09-12 00:00:00

  • Synthesis of Aminofuran-Linked Benzimidazoles and Cyanopyrrole-Fused Benzimidazoles by Condition-Based Skeletal Divergence.

    abstract：:A condition-based skeletal divergent synthesis was explored to achieve skeletal diversity in two component condensation reaction. Cyanomethyl benzimidazole was reacted with α-bromoketone under thermal conditions to furnish 2-aminofuranyl-benzimidazoles, while the same reaction afforded 3-cyano-benzopyrrolo-imidazoles ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.7b00052

    authors： Hsu WS,Tsai MH,Barve IJ,Yellol GS,Sun CM

    更新日期：2017-07-10 00:00:00

  • Enantioselective Liquid-Solid Extraction (ELSE)--An Unexplored, Fast, and Precise Analytical Method.

    abstract：:A novel method of evaluating the enantioselectivity of chiral receptors is investigated. It involves extraction of an ionic guest in racemic form from an ion-exchange resin to the organic solvent, where it is bound by a chiral receptor. The enantioselectivity of the examined receptor is determined simply by measuring ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.5b00075

    authors： Ulatowski F,Hamankiewicz P,Jurczak J

    更新日期：2015-09-14 00:00:00

  • Efficient domino strategy for the synthesis of polyfunctionalized benzofuran-4(5H)-ones and cinnoline-4-carboxamides.

    abstract：:An efficient, three-component strategy for the improved synthesis of multifunctionalized 6,7-dihydrobenzofuran-4(5H)-ones under microwave irradiation in ethyl alcohol within short periods has been established. The synthesized benzofuran-4(5H)-ones have been readily converted into polyfunctionalized cinnoline-4-carboxa...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co5000097

    authors： Ma GH,Tu XJ,Ning Y,Jiang B,Tu SJ

    更新日期：2014-06-09 00:00:00

  • Design and Combinatorial Development of Shield-1 Peptide Mimetics Binding to Destabilized FKBP12.

    abstract：:On the basis of computational design, a focused one-bead one-compound library has been prepared on microparticle-encoded PEGA1900 beads consisting of small tripeptides with a triazole-capped N-terminal. The library was screened towards a double point-mutated version of the human FKBP12 protein, known as the destabiliz...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.9b00197

    authors： Madsen D,Jørgensen FP,Palmer D,Roux ME,Olsen JV,Bols M,Schoffelen S,Diness F,Meldal M

    更新日期：2020-03-09 00:00:00

  • Synthesis of a stereochemically diverse library of medium-sized lactams and sultams via S(N)Ar cycloetherification.

    abstract：:We have implemented an aldol-based "build/couple/pair" (B/C/P) strategy for the synthesis of stereochemically diverse 8-membered lactam and sultam scaffolds via S(N)Ar cycloetherification. Each scaffold contains two handles, an amine and aryl bromide, for solid-phase diversification via N-capping and Pd-mediated cross...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co2000218

    authors： Gerard B,Duvall JR,Lowe JT,Murillo T,Wei J,Akella LB,Marcaurelle LA

    更新日期：2011-07-11 00:00:00

  • Diversity-oriented synthesis of chromenes via metal-free domino reactions from ketones and phenols.

    abstract：:Functionalized chromenes have been synthesized via highly selective metal-free domino reactions from ketones and phenols. 2H-Chromenes, 4H-chromenes, spiran and benzocyclopentane can be respectively prepared starting from the corresponding cyclic ketones, aryl methyl ketones, acetone, and 3-pentanone. ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co3000506

    authors： Xue WJ,Li Q,Gao FF,Zhu YP,Wang JG,Zhang W,Wu AX

    更新日期：2012-08-13 00:00:00

  • (Hetero-)(arylidene)arylhydrazides as Multitarget-Directed Monoamine Oxidase Inhibitors.

    abstract：:Fourteen (hetero-)(arylidene)arylhydrazide derivatives (ABH1-ABH14) were synthesized, and their inhibitory activities against monoamine oxidases (MAOs) and acetylcholinesterase (AChE) were evaluated. Compound ABH5 most potently inhibited MAO-B with an IC50 value of 0.025 ± 0.0019 μM; ABH2 and ABH3 exhibited high IC50 ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.0c00136

    authors： Palakkathondi A,Oh JM,Dev S,Rangarajan TM,Kaipakasseri S,Kavully FS,Gambacorta N,Nicolotti O,Kim H,Mathew B

    更新日期：2020-11-09 00:00:00

  • Acid-Promoted One-Pot Synthesis of Substituted Furan and 6-Methylpyrazin-2(1 H)-one Derivatives via Allene Intermediate Formed in Situ.

    abstract：:Under the acidic conditions, substituted furans were constructed from γ-alkynyl ketones through corresponding allene intermediates in one-pot. The methodology was also tailored to a series of the Ugi reaction products for the synthesis of 6-methylpyrazin-2(1 H)-one derivatives. The current method offered significant a...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.8b00005

    authors： Lei J,Xu ZG,Tang DY,Li Y,Xu J,Li HY,Zhu J,Chen ZZ

    更新日期：2018-05-14 00:00:00

  • Magnetic Bead-Immobilized Mammalian Cells Are Effective Targets to Enrich Ligand-Displaying Yeast.

    abstract：:Yeast surface display empowers selection of protein binding ligands, typically using recombinant soluble antigens. However, ectodomain fragments of transmembrane targets may fail to recapitulate their true, membrane-bound form. Direct selections against adhered mammalian cells empower enrichment of genuine binders yet...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.0c00036

    authors： Lown PS,Hackel BJ

    更新日期：2020-05-11 00:00:00

  • Bi Alloying into Rare Earth Double Perovskites Enhances Synthesizability and Visible Light Absorption.

    abstract：:A high throughput combinatorial synthesis utilizing inkjet printing of precursor inks was used to rapidly evaluate Bi-alloying into double perovskite oxides for enhanced visible light absorption. The fast visual screening of photo image scans of the library plates identifies 4-metal oxide compositions displaying an in...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.0c00177

    authors： Newhouse PF,Zhou L,Umehara M,Boyd DA,Soedarmadji E,Haber JA,Gregoire JM

    更新日期：2020-12-14 00:00:00

  • Structural and Functional Properties of the Thin Film System Ti-Ni-Si.

    abstract：:The thin film system Ti-Ni-Si was investigated using methods of combinatorial materials science. A thin film composition spread library of the system was fabricated using combinatorial magnetron sputtering. The functional properties Seebeck coefficient, electrical resistivity, and luminance were determined using high-...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.8b00181

    authors： Wambach M,Ziolkowski P,Müller E,Ludwig A

    更新日期：2019-05-13 00:00:00

  • Column chromatography-free solution-phase synthesis of a natural piper-amide-like compound library.

    abstract：:We have achieved an efficient solution-phase parallel synthesis of a library of natural piper-amide-like compounds from the bifunctional β-phosphono-N-hydroxy-succinimidyl ester intermediate. The primary important feature in our study is the construction of natural-product-like molecules through the adaptation of soph...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co400003d

    authors： Kim S,Lim C,Lee S,Lee S,Cho H,Lee JY,Shim DS,Park HD,Kim S

    更新日期：2013-04-08 00:00:00

  • Build/couple/pair strategy for the synthesis of stereochemically diverse macrolactams via head-to-tail cyclization.

    abstract：:A build/couple/pair (B/C/P) strategy was employed to generate a library of 7936 stereochemically diverse 12-membered macrolactams. All 8 stereoisomers of a common linear amine precursor were elaborated to form the corresponding 8 stereoisomers of two regioisomeric macrocyclic scaffolds via head-to-tail cyclization. Su...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co200161z

    authors： Fitzgerald ME,Mulrooney CA,Duvall JR,Wei J,Suh BC,Akella LB,Vrcic A,Marcaurelle LA

    更新日期：2012-02-13 00:00:00

  • Screening Yeast Display Libraries against Magnetized Yeast Cell Targets Enables Efficient Isolation of Membrane Protein Binders.

    abstract：:When isolating binders from yeast displayed combinatorial libraries, a soluble, recombinantly expressed form of the target protein is typically utilized. As an alternative, we describe the use of target proteins displayed as surface fusions on magnetized yeast cells. In our strategy, the target protein is coexpressed ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.9b00147

    authors： Bacon K,Burroughs M,Blain A,Menegatti S,Rao BM

    更新日期：2019-12-09 00:00:00

  • Design of high-throughput screening assays and identification of a SUMO1-specific small molecule chemotype targeting the SUMO-interacting motif-binding surface.

    abstract：:Protein-protein interactions are generally challenging to target by small molecules. To address the challenge, we have used a multidisciplinary approach to identify small-molecule disruptors of protein-protein interactions that are mediated by SUMO (small ubiquitin-like modifier) proteins. SUMO modifications have emer...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co500181b

    authors： Alontaga AY,Li Y,Chen CH,Ma CT,Malany S,Key DE,Sergienko E,Sun Q,Whipple DA,Matharu DS,Li B,Vega R,Li YJ,Schoenen FJ,Blagg BS,Chung TD,Chen Y

    更新日期：2015-04-13 00:00:00

  • Facile (triazolyl)methylation of MACOS-derived benzofused sultams utilizing ROMP-derived OTP reagents.

    abstract：:A combination of MACOS scale-out and ROMP-derived oligomeric triazole phosphates (OTP(n)) have been successfully utilized for the preparation of a 106-member library of triazole containing benzothiaoxazepine-1,1-dioxides. This report demonstrates the utilization of a suite of soluble OTP(n) reagents for facile (triazo...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co2001839

    authors： Faisal S,Ullah F,Maity PK,Rolfe A,Samarakoon TB,Porubsky P,Neuenswander B,Lushington GH,Basha FZ,Organ MG,Hanson PR

    更新日期：2012-04-09 00:00:00

  • High-Throughput Screening and Hit Validation of Extracellular-Related Kinase 5 (ERK5) Inhibitors.

    abstract：:The extracellular-related kinase 5 (ERK5) is a promising target for cancer therapy. A high-throughput screen was developed for ERK5, based on the IMAP FP progressive binding system, and used to identify hits from a library of 57 617 compounds. Four distinct chemical series were evident within the screening hits. Resyn...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.5b00155

    authors： Myers SM,Bawn RH,Bisset LC,Blackburn TJ,Cottyn B,Molyneux L,Wong AC,Cano C,Clegg W,Harrington RW,Leung H,Rigoreau L,Vidot S,Golding BT,Griffin RJ,Hammonds T,Newell DR,Hardcastle IR

    更新日期：2016-08-08 00:00:00

  • Incorporation of Fluorine into an OBOC Peptide Library by Copper-Free Click Chemistry toward the Discovery of PET Imaging Agents.

    abstract：:A one-bead one-compound (OBOC) library of peptide-based imaging agents was developed where a 19F-containing moiety was added onto the N-terminus of octamer peptides through copper-free click chemistry prior to screening of the library. This created a library of complete imaging agents that was screened against CXCR4, ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.9b00146

    authors： Murrell E,Luyt LG

    更新日期：2020-03-09 00:00:00

  • Machine Learning Prediction of the Energy Gap of Graphene Nanoflakes Using Topological Autocorrelation Vectors.

    abstract：:The possibility of band gap engineering in graphene opens countless new opportunities for application in nanoelectronics. In this work, the energy gaps of 622 computationally optimized graphene nanoflakes were mapped to topological autocorrelation vectors using machine learning techniques. Machine learning modeling re...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.6b00094

    authors： Fernandez M,Abreu JI,Shi H,Barnard AS

    更新日期：2016-11-14 00:00:00

  • Combining the Petasis 3-component reaction with multiple modes of cyclization: a build/couple/pair strategy for the synthesis of densely functionalized small molecules.

    abstract：:A build/couple/pair strategy for the synthesis of complex and densely functionalized small molecules is presented. The strategy relies on synthetically tractable building blocks (build), that is, diversely substituted hydrazides, α-hydroxy aldehydes, and boronic acids, which undergo Petasis 3-component reactions (coup...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co500091f

    authors： Flagstad T,Hansen MR,Le Quement ST,Givskov M,Nielsen TE

    更新日期：2015-01-12 00:00:00

  • Combinatorial Investigations of High Temperature CuNb Oxide Phases for Photoelectrochemical Water Splitting.

    abstract：:High-throughput combinatorial methods have been useful in identifying new oxide semiconductors with the potential to be applied to solar water splitting. Most of these techniques have been limited to producing and screening oxide phases formed at temperatures below approximately 550 °C. We report the development of a ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.5b00142

    authors： Skorupska K,Maggard PA,Eichberger R,Schwarzburg K,Shahbazi P,Zoellner B,Parkinson BA

    更新日期：2015-12-14 00:00:00

  • A Novel pseudo-Four-Component Domino Reaction for the Synthesis of Naphtho[2,1-b]furan-2(1H)-ones Using a Nanocatalyst.

    abstract：:In this article, an original one-pot method is utilized to synthesize a variety of derivatives of naphtho[2,1-b]furan-2(1H)-one via a pseudo-four-component domino reaction of aryl aldehydes, acetic anhydride, hippuric acids, and 2-naphthols catalyzed by HSW@SPIONs. This reaction illustrates an array of attractive feat...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.5b00018

    authors： Salami-Ranjbaran E,Khosropour AR,Mohammadpoor-Baltork I,Moghadam M,Tangestaninejad S,Mirkhani V

    更新日期：2015-08-10 00:00:00

  • Metal-free intramolecular amination: one-pot tandem synthesis of 3-substituted 4-quinolones.

    abstract：:3-Substituted 4-quinolones were synthesized using a one-pot metal-free strategy in moderate to quantitative yields. Carried out in dimethylsulfoxide (DMSO) via a sequential addition of materials, the methodology is tolerant of a wide range of functional groups and applicable to library synthesis. ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/co1000103

    authors： Liu QL,Li QL,Fei XD,Zhu YM

    更新日期：2011-01-10 00:00:00

  • Compositionally Dependent Nonlinear Optical Bandgap Behavior of Mixed Anodic Oxides in Niobium-Titanium System.

    abstract：:Optical bandgap mapping of Nb-Ti mixed oxides anodically grown on a thin film parent metallic combinatorial library was performed via variable angle spectroscopic ellipsometry (VASE). A wide Nb-Ti compositional spread ranging from Nb-90 at.% Ti to Nb-15 at.% Ti deposited by cosputtering was used for this purpose. The ...

    journal_title：ACS combinatorial science

    pub_type： 杂志文章

    doi：10.1021/acscombsci.6b00162

    authors： Bleckenwegner P,Mardare CC,Cobet C,Kollender JP,Hassel AW,Mardare AI

    更新日期：2017-02-13 00:00:00