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Issue 47, 2017
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Withapubesides A–D: natural inducible nitric oxide synthase (iNOS) inhibitors from Physalis pubescens

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Abstract

Four new steroid glycosides, withapubesides A–D (1–4), were isolated from the stems of Physalis pubescens L. Their structures were elucidated primarily by NMR experiments. The absolute configurations of 1 and 2 were deduced by single-crystal X-ray diffraction and ECD data analysis, respectively. Compound 3 has shown significant inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages with an IC50 value of 12.8 μM and moderate cytostatic activity against human carcinoma cells (786-O, C4-2B, 22Rvl, A375 and A375S2) with IC50 values in the range of 3.05–9.47 μM. Molecular docking simulation demonstrated that 3 is bound in the inducible nitric oxide synthase (iNOS) active site heme pocket very well, which suggests that 3 might be a candidate for the development of iNOS inhibitors.

Graphical abstract: Withapubesides A–D: natural inducible nitric oxide synthase (iNOS) inhibitors from Physalis pubescens

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Publication details

The article was received on 15 Oct 2017, accepted on 13 Nov 2017 and first published on 13 Nov 2017


Article type: Paper
DOI: 10.1039/C7OB02551C
Citation: Org. Biomol. Chem., 2017,15, 10016-10023
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    Withapubesides A–D: natural inducible nitric oxide synthase (iNOS) inhibitors from Physalis pubescens

    G. Xia, T. Yao, B. Zhang, Y. Li, N. Kang, S. Cao, L. Ding, L. Chen and F. Qiu, Org. Biomol. Chem., 2017, 15, 10016
    DOI: 10.1039/C7OB02551C

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