Greener synthesis and photo-antiproliferative activity of novel fluorinated benzothiazolo[2, 3-b]quinazolines

1-Butyl-3-methylimidazolium and inorganic anions such as BF 4 − , PF 6 − and PTSA − are used as green catalyst and reaction medium for synthesis of fluorinated benzothiazolo[2,3- b ]quinazoline-2 H -ones analogues via one-pot reaction of 2-amino-6-chlorobenzothiazole ( 1 ), fluorinated aldehydes ( 2...

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Veröffentlicht in:Medicinal chemistry research 2014-02, Vol.23 (2), p.896-904
Hauptverfasser: Arya, Kapil, Tomar, Ravi, Rawat, Diwan Singh
Format: Artikel
Sprache:eng
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Zusammenfassung:1-Butyl-3-methylimidazolium and inorganic anions such as BF 4 − , PF 6 − and PTSA − are used as green catalyst and reaction medium for synthesis of fluorinated benzothiazolo[2,3- b ]quinazoline-2 H -ones analogues via one-pot reaction of 2-amino-6-chlorobenzothiazole ( 1 ), fluorinated aldehydes ( 2 ) dimedone and ( 3 ) using microwave irradiation. The whole procedure is simple and straightforward, and no aqueous work-up is needed. Synthesized compounds are screened for photo-antiproliferative activity against human keratinocytes cell line and carcinoma cell lines like promyelocytic leukemia (HL-60) cells and adenocarcinoma (LoVo) cells. Structure activity relationship studies revealed that the substitution on aryl ring played a dominant role and was responsible for the antiproliferative activity.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-013-0689-y