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Pteleifolols A–E, acetophenone di-C-glycosides and a benzopyran dimer from the leaves of Melicope pteleifolia

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Abstract

Four new acetophenone di-C-glycosides, pteleifolols A–D (1–4) and a new dimeric benzopyran, pteleifolol E (5), were isolated from the leaves of Melicope pteleifolia. Seven known compounds, including 2,4,6-trihydroxyacetophenone-3,5-di-C-glucopyranoside (6), were also isolated. Structures of the new compounds (1–5) were established by using spectroscopic and spectrometric techniques, including 1D and 2D nuclear magnetic resonance (NMR), UV, and high-resolution electrospray ionization mass spectrometry (HR-ESI–MS) data. Pteleifolols A–D (1–4) were E-p-coumaroyl, Z-p-coumaroyl, E-feruloyl, and benzoyl esters of 6, respectively. Pteleifolol E (5) was a dichromene dimerized through a C2 unit.

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Authors and Affiliations

  1. Laboratory of Medicinal Resources, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, 464-8650, Japan

    Ken-ichi Nakashima & Makoto Inoue

  2. Department of Bioactive Molecules, Laboratory of Pharmacognosy, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu, 501-1196, Japan

    Naohito Abe & Masayoshi Oyama

  3. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, 807, Taiwan

    Fang-Rong Chang

Authors
  1. Ken-ichi Nakashima
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  2. Naohito Abe
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  3. Fang-Rong Chang
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  4. Makoto Inoue
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  5. Masayoshi Oyama
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Correspondence to Ken-ichi Nakashima or Masayoshi Oyama.

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Nakashima, Ki., Abe, N., Chang, FR. et al. Pteleifolols A–E, acetophenone di-C-glycosides and a benzopyran dimer from the leaves of Melicope pteleifolia . J Nat Med 71, 299–304 (2017). https://doi.org/10.1007/s11418-016-1035-8

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  • DOI: https://doi.org/10.1007/s11418-016-1035-8

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