1. Academic Validation
  2. Bioactive Triterpenoids from the Leaves and Twigs of Lithocarpus litseifolius and L. corneus

Bioactive Triterpenoids from the Leaves and Twigs of Lithocarpus litseifolius and L. corneus

  • Planta Med. 2018 Jan;84(1):49-58. doi: 10.1055/s-0043-113826.
Yuan-Bin Cheng 1 2 3 4 Fan-Jin Liu 1 Chih-Hsin Wang 1 Tsong-Long Hwang 5 6 7 Yung-Fong Tsai 5 6 7 Chia-Hung Yen 1 3 Hui-Chun Wang 1 Yen-Hsueh Tseng 8 Ching-Te Chien 9 Yi-Ming Arthur Chen 3 10 Fang-Rong Chang 1 11 Yang-Chang Wu 1 2 4
Affiliations

Affiliations

  • 1 Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan.
  • 2 Research Center for Natural Products & Drug Development, Kaohsiung Medical University, Kaohsiung, Taiwan.
  • 3 Center for Infectious Disease and Cancer Research, Kaohsiung Medical University, Kaohsiung, Taiwan.
  • 4 Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung, Taiwan.
  • 5 Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan, Taiwan.
  • 6 Research Center for Chinese Herbal Medicine, Research Center for Food and Cosmetic Safety, and Graduate Institute of Health Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan, Taiwan.
  • 7 Department of Anesthesiology, Chang Gung Memorial Hospital, Taoyuan, Taiwan.
  • 8 Department of Forestry, National Chung Hsing University, Taichung, Taiwan.
  • 9 Division of Silviculture, Taiwan Forestry Research Institute, Taipei, Taiwan.
  • 10 Department of Microbiology and Institute of Medical Research, College of Medicine, Kaohsiung Medical University, Kaohsiung, Taiwan.
  • 11 Cancer Center, Kaohsiung Medical University Hospital, Kaohsiung, Taiwan.
Abstract

Phytochemical investigation of the leaves and twigs of Lithocarpus litseifolius and Lithocarpus corneus resulted in the isolation of four new triterpenoids (1: -4: ), three triterpenoids (5: -7: ) isolated from a natural source for the first time, and six known compounds (8: -13: ). In addition, four known triterpenoids (14: -17: ) were isolated from L. corneus. Compound 1: is a 3,4-seco-lupane-type triterpenoid, and compounds 2: -4: are lupane-type triterpenoids in different oxidation states. The structures of all isolated compounds were identified by spectroscopic methods, especially NMR and mass spectrometry data. The absolute configuration of 2: and 3: was confirmed by X-ray single crystallographic analysis. The anti-inflammatory activities of 1: -17: and anti-HIV activities of 2: -17: were evaluated. Among them, 3-epi-betulinic acid (8: ) showed a strong anti-HIV activity comparable to abacavir, a drug used for treating HIV/AIDS. 3,4-seco-4(23),20(29)-lupadiene-3,28-dioic acid (5: ) exhibited potent inhibition of superoxide-anion generation with 86.9 ± 2.8% inhibition at 1 µM.

Figures
Products