Facile synthesis of antimalarial 1,2-disubstituted 4-quinolones from 1,3-bisaryl-monothio-1,3-diketones

Ajjampura C. Vinayaka, Maralinganadoddi P. Sadashiva, Xianzhu Wu, Sergei S. Biryukov, Jose Stoute, Kanchugarakoppal S. Rangappa, Channe Gowda

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

A new strategy was developed to synthesize 1,2-disubstituted 4-quinolones in good yield starting from 1,3-bisaryl-monothio-1,3-diketone substrates. The synthesized compounds were evaluated for antimalarial activity using Plasmodium falciparum strains. All compounds, except for two, showed good activity. Of these, seven compounds exhibited an excellent antimalarial activity (IC50, <2 μM). More importantly, all seven compounds were equally effective in inhibiting the growth of both chloroquine-sensitive and chloroquine-resistant strains. The cytotoxicity assessment using carcinoma and non-carcinoma human cell lines revealed that almost all synthesized compounds were minimally cytotoxic (IC50, >50 μM). This journal is

Original languageEnglish (US)
Pages (from-to)8555-8561
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number42
DOIs
StatePublished - Nov 14 2014

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4-Quinolones
Antimalarials
Plasmodium falciparum
synthesis
Inhibitory Concentration 50
Substrates

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Vinayaka, Ajjampura C. ; Sadashiva, Maralinganadoddi P. ; Wu, Xianzhu ; Biryukov, Sergei S. ; Stoute, Jose ; Rangappa, Kanchugarakoppal S. ; Gowda, Channe. / Facile synthesis of antimalarial 1,2-disubstituted 4-quinolones from 1,3-bisaryl-monothio-1,3-diketones. In: Organic and Biomolecular Chemistry. 2014 ; Vol. 12, No. 42. pp. 8555-8561.
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abstract = "A new strategy was developed to synthesize 1,2-disubstituted 4-quinolones in good yield starting from 1,3-bisaryl-monothio-1,3-diketone substrates. The synthesized compounds were evaluated for antimalarial activity using Plasmodium falciparum strains. All compounds, except for two, showed good activity. Of these, seven compounds exhibited an excellent antimalarial activity (IC50, <2 μM). More importantly, all seven compounds were equally effective in inhibiting the growth of both chloroquine-sensitive and chloroquine-resistant strains. The cytotoxicity assessment using carcinoma and non-carcinoma human cell lines revealed that almost all synthesized compounds were minimally cytotoxic (IC50, >50 μM). This journal is",
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Facile synthesis of antimalarial 1,2-disubstituted 4-quinolones from 1,3-bisaryl-monothio-1,3-diketones. / Vinayaka, Ajjampura C.; Sadashiva, Maralinganadoddi P.; Wu, Xianzhu; Biryukov, Sergei S.; Stoute, Jose; Rangappa, Kanchugarakoppal S.; Gowda, Channe.

In: Organic and Biomolecular Chemistry, Vol. 12, No. 42, 14.11.2014, p. 8555-8561.

Research output: Contribution to journalArticle

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AU - Vinayaka, Ajjampura C.

AU - Sadashiva, Maralinganadoddi P.

AU - Wu, Xianzhu

AU - Biryukov, Sergei S.

AU - Stoute, Jose

AU - Rangappa, Kanchugarakoppal S.

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