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Synthesis and evaluation of quinazolin-4-ones as hypoxia-inducible factor-1? inhibitors.

ABSTRACT: Quinazolin-4-one 1 was identified as an inhibitor of the HIF-1? transcriptional factor from a high-throughput screen. HIF-1? up-regulation is common in many cancer cells. In this Letter, we describe an efficient one-pot sequential reaction for the synthesis of quinazolin-4-one 1 analogues. The structure-activity relationship (SAR) study led to the 5-fold more potent analogue, 16.

SUBMITTER: Huang W

PROVIDER: S-EPMC3681418 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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Synthesis and evaluation of quinazolin-4-ones as hypoxia-inducible factor-1α inhibitors.

Huang Wenwei W Huang Ruili R Attene-Ramos Matias S MS Sakamuru Srilatha S Englund Erika E EE Inglese James J Austin Christopher P CP Xia Menghang M

Bioorganic & medicinal chemistry letters 20110721 18

Quinazolin-4-one 1 was identified as an inhibitor of the HIF-1α transcriptional factor from a high-throughput screen. HIF-1α up-regulation is common in many cancer cells. In this Letter, we describe an efficient one-pot sequential reaction for the synthesis of quinazolin-4-one 1 analogues. The structure-activity relationship (SAR) study led to the 5-fold more potent analogue, 16. ...[more]

PMID: 21831635

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Synthesis and Evaluation of Antioxidant Properties of 2-Substituted Quinazolin-4(3H)-ones.

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The Synthesis and Evaluation of Dihydroquinazolin-4-ones and Quinazolin-4-ones as Thyroid Stimulating Hormone Receptor Agonists.

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Novel 2,3-Dihydro-1H-pyrrolo[3,2,1-ij]quinazolin-1-ones: Synthesis and Biological Evaluation.

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Design and synthesis of benzopyran-based inhibitors of the hypoxia-inducible factor-1 pathway with improved water solubility.

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Hypoxia-inducible factor 1 mediates hypoxia-enhanced synthesis of progesterone during luteinization of granulosa cells.

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