title: Synthesis of furo[3,2-c]coumarin derivatives using visible-light-promoted radical alkyne insertion with bromocoumarins.
abstract: The synthesis of privileged structures, which are potent drug candidates, is an impetus for drug discovery. The construction of heterocyclic framework furo[3,2-c]coumarins using a visible-light promoted photoredox neutral coupling of 3-bromo-4-hydroxycoumarins with commercially available alkynes has been reported. These reactions can be carried out at room temperature under visible light irradiation with good chemical yields. This work presents 17 furocoumarins, 12 of which are new. Three of the newly synthesized compounds show potent cytotoxicity, and one shows moderate acetylcholinesterase inhibitory activity with IC50 values of 2.16 ± 0.13 μM.
authors.affiliation: Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical, Biotechnology, Nanjing University, Nanjing, 210023, China. rxtan@nju.edu.cn.
authors.forename: Hui
authors.initials: H
authors.lastname: Zhou
authors.forename: Xinzhao
authors.initials: X
authors.lastname: Deng
authors.forename: Zhenjun
authors.initials: Z
authors.lastname: Ma
authors.forename: Aihua
authors.initials: A
authors.lastname: Zhang
authors.forename: Qixue
authors.initials: Q
authors.lastname: Qin
authors.forename: Ren Xiang
authors.initials: RX
authors.lastname: Tan
authors.forename: Shouyun
authors.initials: S
authors.lastname: Yu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D060326:Chemistry Techniques, Synthetic; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005609:Free Radicals / Q000737:chemistry; D018922:HL-60 Cells; D054879:Halogenation; D006801:Humans; D008027:Light; D013696:Temperature
chemical_list: D000480:Alkynes; D000970:Antineoplastic Agents; D003374:Coumarins; D005609:Free Radicals