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

Yuan Bin Cheng, Fan Jin Liu, Chih Hsin Wang, Tsong Long Hwang, Yung Fong Tsai, Chia Hung Yen, Hui Chun Wang, Yen Hsueh Tseng, Ching Te Chien, Yi Ming Arthur Chen, Fang Rong Chang, Yang Chang Wu

Research output: Contribution to journalArticle

1 Citation (Scopus)

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.

Original languageEnglish
Pages (from-to)49-58
Number of pages10
JournalPlanta Medica
Volume84
Issue number1
DOIs
Publication statusPublished - Jan 1 2018
Externally publishedYes

Fingerprint

HIV
HIV-2
Phytochemicals
Superoxides
Mass spectrometry
Mass Spectrometry
Acquired Immunodeficiency Syndrome
Anti-Inflammatory Agents
Nuclear magnetic resonance
X-Rays
X rays
Oxidation
Acids
Pharmaceutical Preparations
lupane
abacavir
betulinic acid

Keywords

  • anti-HIV
  • anti-inflammatory
  • Fagaceae
  • Lithocarpus corneus
  • Lithocarpus litseifolius
  • triterpenoids

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Cite this

Cheng, Y. B., Liu, F. J., Wang, C. H., Hwang, T. L., Tsai, Y. F., Yen, C. H., ... Wu, Y. C. (2018). Bioactive Triterpenoids from the Leaves and Twigs of Lithocarpus litseifolius and L corneus. Planta Medica, 84(1), 49-58. https://doi.org/10.1055/s-0043-113826

Bioactive Triterpenoids from the Leaves and Twigs of Lithocarpus litseifolius and L corneus. / Cheng, Yuan Bin; Liu, Fan Jin; Wang, Chih Hsin; Hwang, Tsong Long; Tsai, Yung Fong; Yen, Chia Hung; Wang, Hui Chun; Tseng, Yen Hsueh; Chien, Ching Te; Chen, Yi Ming Arthur; Chang, Fang Rong; Wu, Yang Chang.

In: Planta Medica, Vol. 84, No. 1, 01.01.2018, p. 49-58.

Research output: Contribution to journalArticle

Cheng, YB, Liu, FJ, Wang, CH, Hwang, TL, Tsai, YF, Yen, CH, Wang, HC, Tseng, YH, Chien, CT, Chen, YMA, Chang, FR & Wu, YC 2018, 'Bioactive Triterpenoids from the Leaves and Twigs of Lithocarpus litseifolius and L corneus', Planta Medica, vol. 84, no. 1, pp. 49-58. https://doi.org/10.1055/s-0043-113826
Cheng, Yuan Bin ; Liu, Fan Jin ; Wang, Chih Hsin ; Hwang, Tsong Long ; Tsai, Yung Fong ; Yen, Chia Hung ; Wang, Hui Chun ; Tseng, Yen Hsueh ; Chien, Ching Te ; Chen, Yi Ming Arthur ; Chang, Fang Rong ; Wu, Yang Chang. / Bioactive Triterpenoids from the Leaves and Twigs of Lithocarpus litseifolius and L corneus. In: Planta Medica. 2018 ; Vol. 84, No. 1. pp. 49-58.
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