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3,4-seco-24-homo-28-nor-Cycloartane and drimane-type sesquiterpenes and their lactams from the EtOAc-soluble fraction of a leaf extract of Cinnamosma fragrans and their biological activity

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Abstract

From the EtOAc-soluble fraction of a MeOH extract of leaves of Cinnamosma fragrans, seven new compounds, including 3,4-seco-24-homo-28-nor-cycloartane, drimane-type sesquiterpenes and their lactams, and two known compounds were isolated. Their structures were elucidated by extensive analyses of spectroscopic data. The cytotoxicity, anti-multidrug resistance activity, and anti-Leishmania activity of a cycloartane derivative and drimane-type sesquiterpene derivatives were assayed. The cycloartane derivative showed strong cytotoxicity, and some drimanes and drimane lactam showed moderate anti-multidrug resistance and anti-Leishmania activity.

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Acknowledgments

The authors are grateful for access to the superconducting NMR instrument (JEOL JNM α-400) at the Analytical Center of Molecular Medicine of the Hiroshima University Faculty of Medicine, and an Applied Biosystem QSTAR XL system ESI (Nano Spray)-MS at the Analysis Center of Life Science of the Graduate School of Biomedical Sciences, Hiroshima University. This work was supported in part by Grants-in-Aid from the Ministry of Health, Labour and Welfare. Thanks are also due to the Research Foundation for Pharmaceutical Sciences and the Takeda Science Foundation for the financial support.

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Authors and Affiliations

  1. Department of Pharmacognosy, Graduate School of Biomedical and Health Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima, 734-8553, Japan

    Yuya Nomoto, Liva Harinantenaina, Sachiko Sugimoto, Katsuyoshi Matsunami & Hideaki Otsuka

  2. Department of Natural Products Chemistry, Faculty of Pharmacy, Yasuda Women’s University, 6-13-1 Yasuhigashi, Asaminami-ku, Hiroshima, 731-0153, Japan

    Hideaki Otsuka

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  1. Yuya Nomoto
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  2. Liva Harinantenaina
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  3. Sachiko Sugimoto
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  4. Katsuyoshi Matsunami
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  5. Hideaki Otsuka
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Correspondence to Hideaki Otsuka.

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Nomoto, Y., Harinantenaina, L., Sugimoto, S. et al. 3,4-seco-24-homo-28-nor-Cycloartane and drimane-type sesquiterpenes and their lactams from the EtOAc-soluble fraction of a leaf extract of Cinnamosma fragrans and their biological activity. J Nat Med 68, 513–520 (2014). https://doi.org/10.1007/s11418-014-0828-x

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  • DOI: https://doi.org/10.1007/s11418-014-0828-x

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