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Isatisindigoticanine A, a novel indole alkaloid with an unpresented carbon skeleton from the roots of Isatis tinctoria

2019; Taylor & Francis; Volume: 35; Issue: 8 Linguagem: Inglês

10.1080/14786419.2019.1644632

1478-6427

Dongdong Zhang, Yanhong Shi, Songshan Shi, Ximin Wu, Liuqiang Zhang, Kaixian Chen, Yiming Li, Rui Wang,

Bioactive natural compounds

Isatisindigoticanine A (1), a new indole alkaloid with an unusual carbon skeleton of a benzofuran-3-one unit connected with a 1H-indole-3-yl unit and a 4-(1,2-dihydroxyethyl)-6-oxa-3-azabicyclo[3.1.0]hexan-2-one unit via a C-3-C-8'' bond and a C-4'-C-8'' bond, was obtained from the roots of Isatis tinctoria. Its structure was determined by physicochemical properties and spectroscopic methods including 1 D, 2 D NMR, IR, HRESIMS data. The absolutely configurations were deduced by comparison of its experimental CD and calculated ECD spectra. Nitric oxide (NO) inhibitory activities of isatisindigoticanine A was also evaluated in the LPS-stimulated RAW 264.7 cells, however, no inhibitory effect was presented.