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New histone deacetylase inhibitors from the twigs of Melanorrhoea usitata

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Abstract

Two new compounds, melanorrone (1) and melanorric acid (2), as well as 19 known compounds were isolated and identified from the twigs of Melanorrhoea usitata. Their structures were determined by spectroscopic methods (IR, 1H-NMR, 13C-NMR, 2D-NMR, MS, and ECD). The histone deacetylase (HDAC) inhibitory activities of the obtained compounds were evaluated. Melanorrone (1) along with five known compounds acted as good HDAC inhibitors at 100 μM. Molecular docking experiments of these compounds with representatives of class I (HDAC2 and HDAC8) and class II (HDAC4 and HDAC7) HDAC isoforms displayed potential isoform-selective HDAC inhibitors. Molecular docking data showed consistent results to the in vitro experiments with the high selectivity towards HDAC4 and HDAC8.

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Acknowledgements

This work was supported by Khon Kaen University (Grant Nos. 571203 and 580403) and Rajamangala University of Technology Isan (RMUTI) for a graduate fellowship given to Pakit Kumboonma. We also would like to thank Mr. Kittisak Poopasith for the excellent NMR data and the Postdoctoral Training Program, Graduate School, Khon Kaen University for providing a fellowship to Dr. Somprasong Saenglee.

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Authors and Affiliations

  1. Natural Products Research Unit, Center of Excellence for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen, 40002, Thailand

    Pakit Kumboonma, Chavi Yenjai & Chanokbhorn Phaosiri

  2. Natural Products Research Unit, Department of Biochemistry, Faculty of Science, Khon Kaen University, Khon Kaen, 40002, Thailand

    Thanaset Senawong & Somprasong Saenglee

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  1. Pakit Kumboonma
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  2. Thanaset Senawong
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Correspondence to Chanokbhorn Phaosiri.

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Kumboonma, P., Senawong, T., Saenglee, S. et al. New histone deacetylase inhibitors from the twigs of Melanorrhoea usitata. Med Chem Res 27, 2004–2015 (2018). https://doi.org/10.1007/s00044-018-2209-6

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  • DOI: https://doi.org/10.1007/s00044-018-2209-6

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