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Iridoids and sesquiterpenoids from Valeriana jatamansi and their anti-influenza virus activities.

Publication ,  Journal Article
Quan, L-Q; Zhou, Y; Liu, D; Chen, C-H; Li, H-M; Li, R-T
Published in: Bioorg Chem
April 2022

Twenty-one new iridoids, jatamansidoids A-U (1-12, 21-26, 32, 35 and 36), two new natural ones, jatamansidoids V (37) and W (38), eighteen known ones (13-20, 27-31, 33 and 34), together with three patchoulol-type sesquiterpenoids (39-41), were isolated from the roots and rhizomes of Valeriana jatamansi. Structurally, compounds 1-7 were the first examples of iridoids from V. jatamansi with unique α, β, γ, δ-unsaturated aldehyde fragment between C-11, C-4, C-5, C-9 and C-8; compound 8 was an unprecedented iridoid derivative with a methyl group (Me-10) at C-1, rather than C-8, and its plausible biogenetic pathway was proposed in this paper; compounds 22 and 23 were the first examples of Δ4(5)-iridoids simultaneously replaced by oxygen-containing groups at C-3, C-6 and C-7; compound 24 was the first iridoid with both 6,7- and 1,10-epoxy fragments. The structures and absolute configurations of new compounds were elucidated based on extensive spectroscopic techniques and quantum chemical calculation. Furthermore, compounds 13-15 and 39-41 exhibited potent anti-influenza virus activities with H1N1 and H3N2 strains, with IC50 values of 0.21-1.48 µM.

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Published In

Bioorg Chem

DOI

EISSN

1090-2120

Publication Date

April 2022

Volume

121

Start / End Page

105692

Location

United States

Related Subject Headings

  • Valerian
  • Sesquiterpenes
  • Plant Roots
  • Organic Chemistry
  • Nardostachys
  • Molecular Structure
  • Iridoids
  • Influenza A Virus, H3N2 Subtype
  • Influenza A Virus, H1N1 Subtype
  • 3405 Organic chemistry
 

Citation

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Quan, L.-Q., Zhou, Y., Liu, D., Chen, C.-H., Li, H.-M., & Li, R.-T. (2022). Iridoids and sesquiterpenoids from Valeriana jatamansi and their anti-influenza virus activities. Bioorg Chem, 121, 105692. https://doi.org/10.1016/j.bioorg.2022.105692
Quan, Li-Qiu, Yan Zhou, Dan Liu, Chin-Ho Chen, Hong-Mei Li, and Rong-Tao Li. “Iridoids and sesquiterpenoids from Valeriana jatamansi and their anti-influenza virus activities.Bioorg Chem 121 (April 2022): 105692. https://doi.org/10.1016/j.bioorg.2022.105692.
Quan L-Q, Zhou Y, Liu D, Chen C-H, Li H-M, Li R-T. Iridoids and sesquiterpenoids from Valeriana jatamansi and their anti-influenza virus activities. Bioorg Chem. 2022 Apr;121:105692.
Quan, Li-Qiu, et al. “Iridoids and sesquiterpenoids from Valeriana jatamansi and their anti-influenza virus activities.Bioorg Chem, vol. 121, Apr. 2022, p. 105692. Pubmed, doi:10.1016/j.bioorg.2022.105692.
Quan L-Q, Zhou Y, Liu D, Chen C-H, Li H-M, Li R-T. Iridoids and sesquiterpenoids from Valeriana jatamansi and their anti-influenza virus activities. Bioorg Chem. 2022 Apr;121:105692.
Journal cover image

Published In

Bioorg Chem

DOI

EISSN

1090-2120

Publication Date

April 2022

Volume

121

Start / End Page

105692

Location

United States

Related Subject Headings

  • Valerian
  • Sesquiterpenes
  • Plant Roots
  • Organic Chemistry
  • Nardostachys
  • Molecular Structure
  • Iridoids
  • Influenza A Virus, H3N2 Subtype
  • Influenza A Virus, H1N1 Subtype
  • 3405 Organic chemistry