Design, synthesis and anti-influenza A virus activity of novel 2, 4-disubstituted quinazoline derivatives. Issue 11 (1st June 2020)

• Record Type: Journal Article
• Authors: Wang, Minghua; Zhang, Guoning; Wang, Yujia; Wang, Juxian; Zhu, Mei; Cen, Shan; Wang, Yucheng
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 30:Issue 11(2020)
• Publication Date: 2020-06-01
• Subjects: DXJJZKGGTPIVFA-UHFFFAOYSA-N -- QPEIZAFZTZUTKC-UHFFFAOYSA-N -- ZLHPMWCXUKQZFJ-UHFFFAOYSA-N -- VWBHESLFRSQGPW-UHFFFAOYSA-N -- NVTHAHYYCUQTAW-UHFFFAOYSA-N -- IMWSBFPNMIQJQZ-UHFFFAOYSA-N -- MAWVDAREKXIGSF-UHFFFAOYSA-N -- UKDUQGGBFWVAIQ-UHFFFAOYSA-N -- SZQAUHMWGLFBDU-UHFFFAOYSA-N -- CEQWUGWLRAUOMQ-UHFFFAOYSA-N -- NIWQVYQQKDQWLF-UHFFFAOYSA-N -- VTYODSFNZGRLSU-UHFFFAOYSA-N -- IYMZLNFVUYEEJT-UHFFFAOYSA-N -- DSHXWQTUOTXLQM-UHFFFAOYSA-N -- KRNGRIXJGTVXMN-UHFFFAOYSA-N -- IGEGEZPGYPPGFJ-UHFFFAOYSA-N -- LBKKVVWCRWENMB-UHFFFAOYSA-N -- YMKIEBFVGXLCHE-UHFFFAOYSA-N -- VBJMEHCESPGIOY-UHFFFAOYSA-N -- LDPLGUCCXOPBEQ-UHFFFAOYSA-N -- ZMJFRZSQGJOCDT-UHFFFAOYSA-N -- MGBHUUMTNKJEEM-UHFFFAOYSA-N -- IJMJABODWJADML-UHFFFAOYSA-N -- NZCAEDDJFZSYHL-UHFFFAOYSA-N -- WOUQCLXTWVLWQL-UHFFFAOYSA-N -- KQFJZRXKGLWFKM-UHFFFAOYSA-N -- GIIMGYDUVUSTOP-UHFFFAOYSA-N -- IJFXLGCAEVDYFR-UHFFFAOYSA-N -- SHORPQCJMRHNQS-UHFFFAOYSA-N -- VAWUEKKHUITPJB-UHFFFAOYSA-N -- LBRFALVIAGSANI-UHFFFAOYSA-N -- JKUOTTYJAHTBJH-UHFFFAOYSA-N; Quinazoline derivatives -- Design -- Synthesis -- Anti-influenza A virus activity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2020.127143
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Four 2, 4-disubstituted quinazoline series containing various amide moieties were designed and synthesized. 10a5 and 17a show better activity (IC50 : 3.70–4.19 μM) against IAV A/WSN/33 (H1N1). Abstract: Four 2, 4-disubstituted quinazoline series containing various amide moieties were designed and synthesized as new anti-influenza A virus agents using the strategies of bio-isosterism and scaffold hopping. Many of them exhibit potent in vitro anti-influenza A virus activity and low cytotoxicity (CC50 : >100 μM). Particularly, compounds 10a5 and 17a show better activity (IC50 : 3.70–4.19 μM) and higher selective index (SI: >27.03, >23.87, respectively) against influenza A/WSN/33 virus (H1N1), opening a new direction for quinazoline derivatives in anti-influenza A virus field.