Ultrasound-based approach to spiro-2,3-dihydroquinazolin-4(1H)-ones: their in vitro evaluation against chorismate mutase

Rambabu, D.; Kumar, S. Kiran; Sreenivas, B. Yogi; Sandra, Sandhya; Kandale, Ajit; Misra, Parimal; Rao, Mandava V. Basaveswara; Pal, Manojit

doi:10.1016/j.tetlet.2012.11.057

Cited by 63 publications

(34 citation statements)

References 52 publications

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“…[19] These substitutions are important as such and are also aptly suited for further chemical manipulations. [19] These substitutions are important as such and are also aptly suited for further chemical manipulations.…”

Section: Resultsmentioning

confidence: 99%

Catalyst‐Free One‐Pot Tandem Reduction of Oxo and Ene/Yne Functionalities by Hydrazine: Synthesis of Substituted Oxindoles from Isatins

2014

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An unprecedented one‐pot tandem reduction of oxo and ene/yne functionalities of substituted isatins is disclosed for the synthesis of oxindole derivatives in excellent yields. The reaction is simply performed by treating N‐(2‐alkenyl)/propargylisatins with an excess amount of hydrazine hydrate (25 %) under catalyst‐free refluxing conditions. The reduction process appears to be quite unique and proceeds quite efficiently without the aid of any catalyst at ambient pressure.

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Section: Resultsmentioning

confidence: 99%

Catalyst‐Free One‐Pot Tandem Reduction of Oxo and Ene/Yne Functionalities by Hydrazine: Synthesis of Substituted Oxindoles from Isatins

2014

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“…All the compounds synthesized were well characterized by IR absorbsions near 2227 (-C≡C-), 1700 (C=O) and 1650 (C=O) cm -1 and appearance of a peak near δ 5.6 corresponding to C-4 hydrogen [24].…”

Section: Chemistrymentioning

confidence: 99%

“…However, only a few small molecules have been reported to possess inhibitory activity against CM [16][17][18]. In continuation of our efforts on the identification of novel inhibitors of CM [19][20][21][22][23][24] we became interested in evaluating the library of small molecules based on 4-substituted 3,4-dihydropyrimidin-2(1H)-ones B derived from known DHPM framework A (Fig. 2).…”

Section: Introductionmentioning

confidence: 99%

Novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives as potential inhibitors of chorismate mutase

Rao

Kumar

Rambabu

et al. 2013

Bioorganic Chemistry

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This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. 1 Novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives as potential inhibitors of chorismate mutase ---------------------------------------------------------------------------------------------------------------------Abstract: A series of novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one (DHPM) derivatives were designed, synthesized and evaluated in vitro as potential inhibitors of chorismate mutase (CM). All these compounds were prepared via a multi-component reaction (MCR) involving sequential I 2 -mediated Biginelli reaction followed by Cu-free Sonogashira coupling. Some of them showed promising inhibitory activities when tested at 30 µM. One compound showed dose dependent inhibition of CM with IC 50 value of 14.76 ± 0.54 µM indicating o-alkynylphenyl substituted DHPM as a new scaffold for the discovery of promising inhibitors of CM.

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“…Apart from this, dihydroquinazolinones exhibited different biological activities like antibacterial, [7] anticonvaluscent, [8] antiemetic and gastrointestinal motility enhancing agents, [9] IMPDH inhibitors, [10] antifibrillatory activity, [11] antihistaminic action, [12] antiinflammatory, [13,14] antitubercular activities, [15] potential inhibitors of SIRT1, [16] Antileishmanial agents [17] and antitumor agents [18].…”

Section: Introductionmentioning

confidence: 99%

Dihydroquinazolinones as Potential Antiproliferative and Tumor Inhibiting agents

Rangappa¹

2016

OMCIJ

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Ultrasound-based approach to spiro-2,3-dihydroquinazolin-4(1H)-ones: their in vitro evaluation against chorismate mutase

Cited by 63 publications

References 52 publications

Catalyst‐Free One‐Pot Tandem Reduction of Oxo and Ene/Yne Functionalities by Hydrazine: Synthesis of Substituted Oxindoles from Isatins

Catalyst‐Free One‐Pot Tandem Reduction of Oxo and Ene/Yne Functionalities by Hydrazine: Synthesis of Substituted Oxindoles from Isatins

Novel alkynyl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives as potential inhibitors of chorismate mutase

Dihydroquinazolinones as Potential Antiproliferative and Tumor Inhibiting agents

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