Publication: Synthesis and anticancer activity evaluation of benzo[6,7]oxepino[3,2-b] pyridine derivatives
Issued Date
2020-09-25
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ISSN
14645416
00404020
00404020
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2-s2.0-85089752759
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Mahidol University
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SCOPUS
Bibliographic Citation
Tetrahedron. Vol.76, No.39 (2020)
Suggested Citation
Phanida Thongaram, Suparerk Borwornpinyo, Phongthon Kanjanasirirat, Kedchin Jearawuttanakul, Mesayamas Kongsema, Nutthawat Chuanopparat, Paiboon Ngernmeesri Synthesis and anticancer activity evaluation of benzo[6,7]oxepino[3,2-b] pyridine derivatives. Tetrahedron. Vol.76, No.39 (2020). doi:10.1016/j.tet.2020.131473 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/58953
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Title
Synthesis and anticancer activity evaluation of benzo[6,7]oxepino[3,2-b] pyridine derivatives
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Abstract
© 2020 Elsevier Ltd A cascade reaction of 3-hydroxy-2-methylpyridine 1-oxide and substituted 2-fluorobenzal-dehydes involving nucleophilic aromatic substitution (SNAr) and Knoevenagel condensation has been developed. This reaction provided easy access to benzo[6,7]oxepino[3,2-b]pyridine 1-oxide derivatives in moderate to good yields. Subsequent reduction of these compounds provided their deoxygenated forms in good to excellent yields. Moreover, some of the synthesized compounds were found to be active against human colorectal cancer cells (HCT-116 cell lines) with IC50 values in the range of 24.95–45.80 μM.