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Isolation, Structure Elucidation, and Antiproliferative Activity of Butanolides and Lignan Glycosides from the Fruit of Hernandia nymphaeifolia

  1. Author:
    Aimaiti, Simayijiang
    Saito, Yohei
    Fukuyoshi, Shuichi
    Goto, Masuo [ORCID]
    Miyake, Katsunori
    Newman, David J
    O'Keefe,Barry
    Lee, Kuo-Hsiung [ORCID]
    Nakagawa-Goto, Kyoko [ORCID]
  2. Author Address

    School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa 920-1192, Japan., Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-7568, USA., Tokyo University of Pharmacy and Life Sciences, Hachioji, Tokyo 192-0392, Japan., NIH Special Volunteer, Wayne, PA 19087, USA., Natural Products Branch, Developmental Therapeutics Program, Division of Cancer Treatment and Diagnosis, National Cancer Institute, NCI at Frederick, Frederick, MD 21702-1201, USA., Molecular Targets Program, Center for Cancer Research, National Cancer Institute, NCI at Frederick, Frederick, MD 21702-1201, USA., Chinese Medicine Research and Development Center, China Medical University and Hospital, Taichung 40447, Taiwan.,
    1. Year: 2019
    2. Date: Nov 05
    3. Epub Date: 2019 11 05
  1. Journal: Molecules (Basel, Switzerland)
    1. 24
    2. 21
    3. Pages: pii: E4005.
  2. Type of Article: Article
  3. Article Number: 4005
  4. ISSN: 1420-3049
  1. Abstract:

    Seven new butanolides, peltanolides A-G (1-7), and two lignan glucosides, peltasides A (8) and B (9), along with eleven known compounds, 10-20, were isolated from a crude CH3OH/CH2Cl2 (1:1) extract of the fruit of Hernandia nymphaeifolia (Hernandiaceae). The structures of 1-9 were characterized by extensive 1D and 2D NMR spectroscopic and HRMS analysis. The absolute configurations of newly isolated compounds 1-9 were determined from data obtained by optical rotation and electronic circular dichroism (ECD) exciton chirality methods. Butanolides and lignan glucosides have not been isolated previously from this genus. Several isolated compounds were evaluated for antiproliferative activity against human tumor cell lines. Lignans 15 and 16 were slightly active against chemosensitive tumor cell lines A549 and MCF-7, respectively. Furthermore, both compounds displayed significant activity (IC50 = 5 181;M) against a P-glycoprotein overexpressing multidrug-resistant tumor cell line (KB-VIN) but were less active against its parent chemosensitive cell line (KB).

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External Sources

  1. DOI: 10.3390/molecules24214005
  2. PMID: 31694283
  3. WOS: 000498055500194
  4. PII : molecules24214005

Library Notes

  1. Fiscal Year: FY2019-2020
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