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LC-MS identification, isolation, and structural elucidation of anti-HIV macrocyclic daphnane orthoesters from Edgeworthia chrysantha.

Publication ,  Journal Article
Otsuki, K; Kobayashi, T; Nakamura, K; Kikuchi, T; Huang, L; Chen, C-H; Koike, K; Li, W
Published in: Fitoterapia
January 2024

The occurrence of macrocyclic daphnane orthoesters (MDOs) with a 1-alkyl group originating from a C14 aliphatic chain is extremely limited in the plant kingdom and has only been isolated from Edgeworthia chrysantha. In the present study, LC-ESI-MS/MS analysis was performed on different parts of E. chrysantha, including flower buds, flowers, leaves, and stems, and resulted in the identification of seven MDOs in all the four plant parts, including two previously unreported compounds 1 and 7. Further LC-MS guided isolation was carried out to afford compounds 1 and 7, and their structures were determined by various spectroscopic analyses. These compounds were also evaluated for anti-HIV activity, thus expanding insights into the structure-activity relationships for MDOs.

Duke Scholars

Published In

Fitoterapia

DOI

EISSN

1873-6971

Publication Date

January 2024

Volume

172

Start / End Page

105731

Location

Netherlands

Related Subject Headings

  • Thymelaeaceae
  • Tandem Mass Spectrometry
  • Molecular Structure
  • Medicinal & Biomolecular Chemistry
  • Liquid Chromatography-Mass Spectrometry
  • Diterpenes
  • Chromatography, Liquid
  • 3405 Organic chemistry
  • 1104 Complementary and Alternative Medicine
  • 0607 Plant Biology
 

Citation

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MLA
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Otsuki, K., Kobayashi, T., Nakamura, K., Kikuchi, T., Huang, L., Chen, C.-H., … Li, W. (2024). LC-MS identification, isolation, and structural elucidation of anti-HIV macrocyclic daphnane orthoesters from Edgeworthia chrysantha. Fitoterapia, 172, 105731. https://doi.org/10.1016/j.fitote.2023.105731
Otsuki, Kouharu, Tsubasa Kobayashi, Kazuki Nakamura, Takashi Kikuchi, Li Huang, Chin-Ho Chen, Kazuo Koike, and Wei Li. “LC-MS identification, isolation, and structural elucidation of anti-HIV macrocyclic daphnane orthoesters from Edgeworthia chrysantha.Fitoterapia 172 (January 2024): 105731. https://doi.org/10.1016/j.fitote.2023.105731.
Otsuki K, Kobayashi T, Nakamura K, Kikuchi T, Huang L, Chen C-H, et al. LC-MS identification, isolation, and structural elucidation of anti-HIV macrocyclic daphnane orthoesters from Edgeworthia chrysantha. Fitoterapia. 2024 Jan;172:105731.
Otsuki, Kouharu, et al. “LC-MS identification, isolation, and structural elucidation of anti-HIV macrocyclic daphnane orthoesters from Edgeworthia chrysantha.Fitoterapia, vol. 172, Jan. 2024, p. 105731. Pubmed, doi:10.1016/j.fitote.2023.105731.
Otsuki K, Kobayashi T, Nakamura K, Kikuchi T, Huang L, Chen C-H, Koike K, Li W. LC-MS identification, isolation, and structural elucidation of anti-HIV macrocyclic daphnane orthoesters from Edgeworthia chrysantha. Fitoterapia. 2024 Jan;172:105731.

Published In

Fitoterapia

DOI

EISSN

1873-6971

Publication Date

January 2024

Volume

172

Start / End Page

105731

Location

Netherlands

Related Subject Headings

  • Thymelaeaceae
  • Tandem Mass Spectrometry
  • Molecular Structure
  • Medicinal & Biomolecular Chemistry
  • Liquid Chromatography-Mass Spectrometry
  • Diterpenes
  • Chromatography, Liquid
  • 3405 Organic chemistry
  • 1104 Complementary and Alternative Medicine
  • 0607 Plant Biology