Meroterpenes with toll-like receptor 3 regulating activity from the endophytic fungus Guignardia mangiferae

  • Planta Med. 2015 Jan;81(2):145-51. doi: 10.1055/s-0034-1383392.
Wen Bo Han  1 ,  Huan Dou  1 ,  Wei Hua Yuan  1 ,  Wei Gong  1 ,  Ya Yi Hou  1 ,  Seik Weng Ng  2 ,  Ren Xiang Tan  1
Affiliations
  • 1. Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, P. R. China.
  • 2. Department of Chemistry, University of Malaya, Kuala Lumpur, Malaysia and Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia.
PMID: 25519918 DOI: 10.1055/s-0034-1383392
Abstract

The endophytic fungus Guignardia mangiferae isolated from Ilex cornuta leaves was shown to produce a family of meroterpenes with Toll-like Receptor 3 regulating activity (1-9), of which 1-3 possessed new structures. The absolute stereochemistry of 1-3 was assigned through a combination of nuclear magnetic resonance experiments, chemical derivation, CD spectra, and single-crystal X-ray diffraction analyses (CuK α ). The precursor labeled cultivation suggests that these meroterpenes are most likely assembled through terpenoid-shikimate pathways. Moreover, meroterpenes 1-3, 5-7, and 9 selectively upregulate, but 4 and 8 downregulate the Toll-like Receptor 3 expression in mouse dendritic cells at 10.0 µM.

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