Synthesis, in vitro antibacterial and antifungal evaluations of new α-hydroxyphosphonate and new α-acetoxyphosphonate derivatives of tetrazolo [1, 5-a] quinoline

Kategaonkar, Amol H.; Pokalwar, Rajkumar U.; Sonar, Swapnil S.; Gawali, Vaibhav U.; Shingate, Bapurao B.; Shingare, Murlidhar S.

doi:10.1016/j.ejmech.2009.12.013

Cited by 125 publications

(52 citation statements)

References 22 publications

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“…Chiral hydroxyphosphonates are important precursors for the synthesis of a variety of important organophosphates [5][6][7]. Many of the known hydroxyphosphonates not yet been tested for their biological properties, however, are known to have potential antiviral [8], antibacterial [9] and antitumor properties [5].…”

Section: Introductionmentioning

confidence: 99%

Biotransformations of 2-hydroxy-2-(ethoxyphenylphosphinyl)acetic acid and the determination of the absolute configuration of all isomers

Majewska

2015

Bioorganic Chemistry

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Section: Introductionmentioning

confidence: 99%

Biotransformations of 2-hydroxy-2-(ethoxyphenylphosphinyl)acetic acid and the determination of the absolute configuration of all isomers

Majewska

2015

Bioorganic Chemistry

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“…Quinoline derivatives posses a wide range of biological activities including anti-inflammatory [1], antileishmanial [2], antifungal [3], antituberculosis [4], and antimalarial activities [5,6]. Also, several novel quinoline derivatives have been reported to show substantial anticancer activities [7][8][9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

“…IR spectrum of compound 12 revealed the presence of three carbonyl groups at (1840, 1728, and 1662 cm À1 ). 1 H-NMR spectrum of compound 12 showed a singlet at 2.4 ppm for COCH 3 , singlet at 4.8 ppm for COCH 2 and singlet at 10.1 ppm corresponding to NH (Scheme 2).…”

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confidence: 96%

Design and synthesis of some novel quinoline derivatives as anticancer and radiosensitizing agents targeting VEGFR tyrosine kinase

Ghorab

Ragab

Heiba

et al. 2011

Journal of Heterocyclic Chem

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in Wiley Online Library (wileyonlinelibrary.com).Quinoline derivatives posses many types of biological activities and have been reported to show significant anticancer activity. There is a variety of mechanisms for the anticancer activity and the most distinguished mechanism is the inhibition of vascular epithelial growth factor receptor tyrosine kinase (VEGFRTK). Novel quinoline derivatives 6-12 and pyrimido [4,5-b]quinoline derivatives 16-20 are reported herein. All the newly synthesized compounds were evaluated for their in vitro anticancer activity against human breast cancer cell line (MCF7) in which VEGFR is highly expressed. Compounds 6 and 7 with IC 50 values of 8.5 lM and 21.9 lM were the most active compounds and exhibited cytotoxic activities higher than that of the reference drug doxorubicin (IC 50 ¼ 32.02 lM). The most active compounds 6 and 7 were further evaluated for their ability to enhance the cell killing effect of c-radiation.

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“…Even though their properties and potential uses are yet to be discovered, they have been demonstrated to be efficient antiviral (Kolodiazhnyi, 2005;Magee and Evans, 2012), antibacterial and anticancer agents (Kolodiazhnyi, 2005). In addition, α-hydroxyphosphonate derivatives of tetrazolo [1,5-a]quinoline were found to possess antibacterial and antifungal properties (Kategaonkar et al, 2010). Our earlier studies, aimed at obtaining pure enantiomers of organophosphonic compounds, demonstrated that some hydroxyphosphonates might be delivered with good or excellent enantioselectivity by means of biotransformations (Skwarczyński et al, 1999;Malinowska et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

Research paper Microbial biotransformation of two phosphonoacetic acid derivatives bearing two stereomeric centres

Szyszkowiak¹,

Majewska²

2013

bta

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Three strains of microorganisms: Bacillus subtilis, Serratia liquefaciens and Escherichia coli were tested as whole-cell biocatalysts for the kinetic resolution of isomers of two new phosphonoacetic acid derivatives. Used compounds possess two chiral centres -one at the carbon adjacent to both functional groups and the other at the phosphorus. Biocatalytic hydrolysis of 2-butyryloxy-2-(butoxyetoxyphosphinyl)acetic acid and 2-butyryloxy-2-(isobutoxyetoxyphosphinyl)acetic acid with whole cells of Bacillus subtilis produced corresponding hydroxyphosphonates with diastereoselectivity ranging from 50 to 60%.

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Synthesis, in vitro antibacterial and antifungal evaluations of new α-hydroxyphosphonate and new α-acetoxyphosphonate derivatives of tetrazolo [1, 5-a] quinoline

Cited by 125 publications

References 22 publications

Biotransformations of 2-hydroxy-2-(ethoxyphenylphosphinyl)acetic acid and the determination of the absolute configuration of all isomers

Biotransformations of 2-hydroxy-2-(ethoxyphenylphosphinyl)acetic acid and the determination of the absolute configuration of all isomers

Design and synthesis of some novel quinoline derivatives as anticancer and radiosensitizing agents targeting VEGFR tyrosine kinase

Research paper Microbial biotransformation of two phosphonoacetic acid derivatives bearing two stereomeric centres

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