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Two New Labdane Diterpenoids from the Leaves of Callicarpa nudiflora

  • Zhangxin Yu ,
  • Yuqin Meng ,
  • Menglin Xue ,
  • Xiaobao Li ,
  • Guangying Chen ,
  • Changri Han
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  • aKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158
    bKey Laboratory of Medicinal and Edible Plants Resources of Hainan Province, Hainan Vocational University of Science and Technology, Haikou 571126

Received date: 2020-12-15

  Revised date: 2023-01-29

  Online published: 2023-03-07

Supported by

Key R&D Projects in Hainan Province-Social Development(ZDYF2022SHFZ286); Key R&D Projects in Hainan Province-Social Development(ZDYF2021SHFZ072); Hainan Provincial Natural Science Foundation(221MS034); Education Department of Hainan Province(Hnky2021-30); National Natural Science Foundation of China(21662012); Innovation Platform for Academicians of Hainan Province(YSPTZX202030); Central Government Guides Local Science and Technology Development(ZY2022HN08)

Abstract

Two new labdane diterpenoids 3-oxo-7-hydroxy-8(17),13E-labdadien-15-oic acid (1), 3-oxo-8-hydroxy-13E-lab- den-15-oic acid (2), and five known terpenoids were obtained from the leaves of Callicarpa nudiflora during a systematic phytochemical investigation. The structures were elucidated using comprehensive spectroscopic methods [nuclear magnetic resonance spectroscopy (NMR) and high resolution electrospray ionization mass spectroscopy (HR-ESI-MS)], and the absolute configuration of 1 was established based on single-crystal X-ray diffraction. The inhibitory activity of all the compounds on NO production in lipopolysaccharide-induced (LPS) mouse leukemia cells of monocyte macrophage (RAW 264.7) cells was evaluated. Compounds 1 and 2 showed potential anti-inflammatory activity with IC50 values of (10.3±0.3) and (12.7±0.4) μmol/L, respectively.

Cite this article

Zhangxin Yu , Yuqin Meng , Menglin Xue , Xiaobao Li , Guangying Chen , Changri Han . Two New Labdane Diterpenoids from the Leaves of Callicarpa nudiflora[J]. Chinese Journal of Organic Chemistry, 2023 , 43(7) : 2567 -2571 . DOI: 10.6023/cjoc202212020

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