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Kuroiwa K, Ishii H, Matsuno K, et al. Synthesis and Structure-Activity Relationship Study of 1-Phenyl-1-(quinazolin-4-yl)ethanols as Anticancer Agents. ACS Med Chem Lett. 2015;6(3):287-91doi: 10.1021/ml5004684.
Kuroiwa, K., Ishii, H., Matsuno, K., Asai, A., & Suzuki, Y. (2015). Synthesis and Structure-Activity Relationship Study of 1-Phenyl-1-(quinazolin-4-yl)ethanols as Anticancer Agents. ACS medicinal chemistry letters, 6(3), 287-91. https://doi.org/10.1021/ml5004684
Kuroiwa, Kenta, et al. "Synthesis and Structure-Activity Relationship Study of 1-Phenyl-1-(quinazolin-4-yl)ethanols as Anticancer Agents." ACS medicinal chemistry letters vol. 6,3 (2015): 287-91. doi: https://doi.org/10.1021/ml5004684
Kuroiwa K, Ishii H, Matsuno K, Asai A, Suzuki Y. Synthesis and Structure-Activity Relationship Study of 1-Phenyl-1-(quinazolin-4-yl)ethanols as Anticancer Agents. ACS Med Chem Lett. 2015 Jan 10;6(3):287-91. doi: 10.1021/ml5004684. eCollection 2015 Mar 12. PMID: 25815147; PMCID: PMC4360158.
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ACS Med Chem Lett. 2015 Jan 10;6(3):287-91. doi: 10.1021/ml5004684. eCollection 2015 Mar 12.

Synthesis and Structure-Activity Relationship Study of 1-Phenyl-1-(quinazolin-4-yl)ethanols as Anticancer Agents.

ACS medicinal chemistry letters

Kenta Kuroiwa, Hirosuke Ishii, Kenji Matsuno, Akira Asai, Yumiko Suzuki

Affiliations

  1. Department of Material and Life Sciences, Faculty of Science and Technology, Sophia University , 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan.
  2. Graduate School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

PMID: 25815147 PMCID: PMC4360158 DOI: 10.1021/ml5004684

Abstract

A quinazoline derivative PVHD121 (1a) was shown to have strong antiproliferative activity against various tumor-derived cell lines, including A549 (lung), NCI-H460 (lung), HCT116 (colon), MCF7 (breast), PC3 (prostate), and HeLa (cervical) cells with IC50 values from 0.1 to 0.3 μM. A structure-activity relationship (SAR) study at the 2- and 4-position of the quinazoline core lead to the discovery of more potent anticancer agents (14, 16, 17, 19, 24, and 31). The results of an in vitro tubulin polymerization assay and fluorescent-based colchicine site competition assay with purified tubulin indicated that 1a inhibits tubulin polymerization by binding to the colchicine site.

Keywords: Quinazoline; anticancer; colchicine binding site; structure−activity relationship study; tubulin inhibitor

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