4.8 Article

Immunostimulatory 6/6/6/6 Tetracyclic Triterpenoid Saponins with the Methyl-30 Incorporated Cyclization from the Root of Colquhounia elegans

Journal

ORGANIC LETTERS
Volume 23, Issue 19, Pages 7462-7466

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02673

Keywords

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Funding

  1. State Key Program of National Natural Science Foundation of China [21937006]
  2. National Science Fund for Distinguished Young Scholars [31525005]
  3. National Natural Science Foundation of China [31770390, 31770340]
  4. Yunnan Key Research and Development Program [2019ZF011-2]
  5. Yunnan Innovative Research Team for Discovery and Biosynthesis of Bioactive Natural Products [2018HC012]
  6. Natural Science Foundation of Yunnan [2018FA017]
  7. Youth Innovation Promotion Association
  8. Western Light Program of CAS

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Two novel triterpenoid saponins, colqueleganoids A and B, were isolated from the root of Colquhounia elegans, featuring a unique carbon skeleton colquelegane with methyl-30. These compounds were found to significantly enhance TNF-alpha production and IL-6 production in RAW264.7 macrophages stimulated with lipopolysaccharide, suggesting their potential as immunostimulants for immunotherapy and vaccination.
Two novel triterpenoid saponins, colqueleganoids A (1) and B (2), with the first methyl-30 incorporated 6/6/6/6-cyclized carbon skeleton (named colquelegane), were isolated from the root of Colquhounia elegans. Their structures including absolute configuration were determined by spectroscopic methods and X-ray crystallographic analyses. Interestingly, both compounds significantly enhanced TNF-alpha production and 1 also increased the IL-6 production in RAW264.7 macrophages stimulated with lipopolysaccharide (LPS), suggesting their potential application as immunostimulants in immunotherapy and vaccination.

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