4.7 Article

Daphnepedunins A-F, Anti-HIV Macrocyclic Daphnane Orthoester Diterpenoids from Daphne pedunculata

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 85, Issue 12, Pages 2856-2864

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.2c00894

Keywords

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Funding

  1. Japan Society for the Promotion of Science KAKENHI
  2. United States National Institute of Allergy and Infectious Diseases (NIAID)
  3. National Natural Science Foundation of China
  4. [21K06619]
  5. [R01 AI165473]
  6. [81872768]

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Twelve macrocyclic daphnane diterpenoids, including six new compounds, were isolated from the whole plant of Daphne pedunculata. Their structures were determined using various methods, and their anti-HIV activity was evaluated. The compounds showed significant activity against HIV, providing further insights into the structure-activity relationships of macrocyclic daphnane diterpenoids.
From the whole plant of Daphne pedunculata, 12 macrocyclic daphnane diterpenoids, including six new compounds, daphnepedunins A-F (1-4, 9, and 10), were isolated. Their structures were elucidated by physiochemical and spectroscopic data analysis, the modified Mosher's method, and X-ray crystallography. The isolated compounds were evaluated for anti-HIV activity against HIV-1 infection in MT4 cells and showed significant anti-HIV activity with IC50 values of 36.3-994 nM. A consideration of the anti-HIV activity of these compounds provided further insight into the structure-activity relationships of macro-cyclic daphnane diterpenoids.

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