4.4 Article

Identification of anti-HIV macrocyclic daphnane orthoesters from Wikstroemia ligustrina by LC-MS analysis and phytochemical investigation

Journal

JOURNAL OF NATURAL MEDICINES
Volume 75, Issue 4, Pages 1058-1066

Publisher

SPRINGER JAPAN KK
DOI: 10.1007/s11418-021-01551-9

Keywords

Wikstroemia ligustrina; Thymelaeaceae; Macrocyclic daphnane orthoester; LC-MS; Anti-HIV

Funding

  1. Japan Society for the Promotion of Science KAKENHI [17K08348, 21K06619]
  2. U.S.-Japan Cooperative Medical Sciences Program Collaborative Awards from AMED [18950036]
  3. NIAID [64061]
  4. Sasakawa Scientific Research Grant from The Japan Science Society [2021-3002]
  5. Grants-in-Aid for Scientific Research [21K06619, 17K08348] Funding Source: KAKEN

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This study conducted the first chemical investigation on Wikstroemia ligustrina and identified several daphnane diterpenoids with potential anti-HIV activity, especially the MDOs. The MS/MS fragmentation pathway of the isolated MDO (1) was also elucidated in this study.
Macrocyclic daphnane orthoesters (MDOs) have attracted significant research interest for the drug discovery to cure HIV infection based on the Shock and Kill strategy. In the present study, the first chemical study on Wikstroemia ligustrina (Thymelaeaceae) was carried out by LC-MS analysis and phytochemical investigation. Nine daphnane diterpenoids (1-9) including seven MDOs were detected by LC-MS analysis. Further phytochemical investigation resulted in the isolation and structural elucidation of five daphnanes (1, 2, 5, 8, and 9) with potent anti-HIV activity. Taking the isolated MDO (1) as a model compound, the MS/MS fragmentation pathway was also elucidated.

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