Heterocondensed quinazolones: Synthesis and protein-tyrosine kinase inhibitory activity of 3,4-dihydro-1h,6h-[1,4]oxazino-[3,4-b]quinazolin-6-one derivatives

László Ôrfi, József Kökösi, György Szász, István Kövesdi, Marianna Mák, István Teplán, György Kéri

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

1-Benzylidene (2-14) and 1-phenylhydrazono derivatives (15-29) of 3,4-dihydro-1H,6H-[1,4]oxazino[3,4-b]quinazolin-6-one (1) were obtained from the condensation reactions of 1 with a series of aromatic aldehydes and by direct diazonium coupling with aryl-diazonium chlorides. The substances were tested for their ability to inhibit the tyrosine kinase activity of SW-620 (human colon carcinoma) cells. Compounds 8, 10, 12, and 13 showed remarkable inhibitory activity.

Original languageEnglish
Pages (from-to)547-551
Number of pages5
JournalBioorganic and Medicinal Chemistry
Volume4
Issue number4
DOIs
Publication statusPublished - Apr 1996

Fingerprint

Condensation reactions
Aldehydes
Protein-Tyrosine Kinases
Chlorides
Colon
Derivatives
Carcinoma

Keywords

  • 1-benzylidene-3
  • 1-phenylhydrazono-3
  • 4-dihydro-1h
  • 6h-[1,4]-oxazino-[3,4-b]quinazolin-6-ones
  • 6h-[1,4]oxazino-[3,4-b]quinazolin-6-ones
  • Protein kinase inhibitory activity
  • SW-620 human colon carcinoma cells
  • Synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

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title = "Heterocondensed quinazolones: Synthesis and protein-tyrosine kinase inhibitory activity of 3,4-dihydro-1h,6h-[1,4]oxazino-[3,4-b]quinazolin-6-one derivatives",
abstract = "1-Benzylidene (2-14) and 1-phenylhydrazono derivatives (15-29) of 3,4-dihydro-1H,6H-[1,4]oxazino[3,4-b]quinazolin-6-one (1) were obtained from the condensation reactions of 1 with a series of aromatic aldehydes and by direct diazonium coupling with aryl-diazonium chlorides. The substances were tested for their ability to inhibit the tyrosine kinase activity of SW-620 (human colon carcinoma) cells. Compounds 8, 10, 12, and 13 showed remarkable inhibitory activity.",
keywords = "1-benzylidene-3, 1-phenylhydrazono-3, 4-dihydro-1h, 6h-[1,4]-oxazino-[3,4-b]quinazolin-6-ones, 6h-[1,4]oxazino-[3,4-b]quinazolin-6-ones, Protein kinase inhibitory activity, SW-620 human colon carcinoma cells, Synthesis",
author = "L{\'a}szl{\'o} {\^O}rfi and J{\'o}zsef K{\"o}k{\"o}si and Gy{\"o}rgy Sz{\'a}sz and Istv{\'a}n K{\"o}vesdi and Marianna M{\'a}k and Istv{\'a}n Tepl{\'a}n and Gy{\"o}rgy K{\'e}ri",
year = "1996",
month = "4",
doi = "10.1016/0968-0896(96)00040-5",
language = "English",
volume = "4",
pages = "547--551",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier Limited",
number = "4",

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TY - JOUR

T1 - Heterocondensed quinazolones

T2 - Synthesis and protein-tyrosine kinase inhibitory activity of 3,4-dihydro-1h,6h-[1,4]oxazino-[3,4-b]quinazolin-6-one derivatives

AU - Ôrfi, László

AU - Kökösi, József

AU - Szász, György

AU - Kövesdi, István

AU - Mák, Marianna

AU - Teplán, István

AU - Kéri, György

PY - 1996/4

Y1 - 1996/4

N2 - 1-Benzylidene (2-14) and 1-phenylhydrazono derivatives (15-29) of 3,4-dihydro-1H,6H-[1,4]oxazino[3,4-b]quinazolin-6-one (1) were obtained from the condensation reactions of 1 with a series of aromatic aldehydes and by direct diazonium coupling with aryl-diazonium chlorides. The substances were tested for their ability to inhibit the tyrosine kinase activity of SW-620 (human colon carcinoma) cells. Compounds 8, 10, 12, and 13 showed remarkable inhibitory activity.

AB - 1-Benzylidene (2-14) and 1-phenylhydrazono derivatives (15-29) of 3,4-dihydro-1H,6H-[1,4]oxazino[3,4-b]quinazolin-6-one (1) were obtained from the condensation reactions of 1 with a series of aromatic aldehydes and by direct diazonium coupling with aryl-diazonium chlorides. The substances were tested for their ability to inhibit the tyrosine kinase activity of SW-620 (human colon carcinoma) cells. Compounds 8, 10, 12, and 13 showed remarkable inhibitory activity.

KW - 1-benzylidene-3

KW - 1-phenylhydrazono-3

KW - 4-dihydro-1h

KW - 6h-[1,4]-oxazino-[3,4-b]quinazolin-6-ones

KW - 6h-[1,4]oxazino-[3,4-b]quinazolin-6-ones

KW - Protein kinase inhibitory activity

KW - SW-620 human colon carcinoma cells

KW - Synthesis

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