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Uvarialuridols A-C, three new polyoxygenated cyclohexenes from the twig and leaf extracts of Uvaria lurida

Journal Article


Abstract


  • The first phytochemical investigation of Uvaria lurida resulted in the isolation and identification of three new polyoxygenated cyclohexenes, (+)-(1R,2S,3R,6S)-uvarialuridols A-C (1–3), together with 10 known compounds (4–13). All new structures were elucidated by spectroscopic methods and HRESIMS. The absolute configurations of compounds 1 and 5 were confirmed by X-ray diffraction analysis using Cu Kα radiation. The absolute configurations of compounds 2–4 were identified from comparisons of their specific rotations and ECD spectra with those of known compounds. Compound 11 showed α-glucosidase inhibitory activity with an IC50 value of 30 μM which was better than the standard control, acarbose (74 μM) whereas, compound 10 exhibited nitric oxide (NO) production inhibitory activity with an IC50 value of 37 μM.

UOW Authors


  •   Suthiphasilp, Virayu (external author)
  •   Maneerat, Wisanu (external author)
  •   Andersen, Raymond J. (external author)
  •   Patrick, Brian O. (external author)
  •   Phukhatmuen, Piyaporn (external author)
  •   Pyne, Stephen
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2019

Citation


  • Suthiphasilp, V., Maneerat, W., Andersen, R. J., Patrick, B. O., Phukhatmuen, P., Pyne, S. G. & Laphookhieo, S. (2019). Uvarialuridols A-C, three new polyoxygenated cyclohexenes from the twig and leaf extracts of Uvaria lurida. Fitoterapia, 138 104340-104340.

Scopus Eid


  • 2-s2.0-85071536280

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/906

Number Of Pages


  • 0

Start Page


  • 104340

End Page


  • 104340

Volume


  • 138

Place Of Publication


  • Italy

Abstract


  • The first phytochemical investigation of Uvaria lurida resulted in the isolation and identification of three new polyoxygenated cyclohexenes, (+)-(1R,2S,3R,6S)-uvarialuridols A-C (1–3), together with 10 known compounds (4–13). All new structures were elucidated by spectroscopic methods and HRESIMS. The absolute configurations of compounds 1 and 5 were confirmed by X-ray diffraction analysis using Cu Kα radiation. The absolute configurations of compounds 2–4 were identified from comparisons of their specific rotations and ECD spectra with those of known compounds. Compound 11 showed α-glucosidase inhibitory activity with an IC50 value of 30 μM which was better than the standard control, acarbose (74 μM) whereas, compound 10 exhibited nitric oxide (NO) production inhibitory activity with an IC50 value of 37 μM.

UOW Authors


  •   Suthiphasilp, Virayu (external author)
  •   Maneerat, Wisanu (external author)
  •   Andersen, Raymond J. (external author)
  •   Patrick, Brian O. (external author)
  •   Phukhatmuen, Piyaporn (external author)
  •   Pyne, Stephen
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2019

Citation


  • Suthiphasilp, V., Maneerat, W., Andersen, R. J., Patrick, B. O., Phukhatmuen, P., Pyne, S. G. & Laphookhieo, S. (2019). Uvarialuridols A-C, three new polyoxygenated cyclohexenes from the twig and leaf extracts of Uvaria lurida. Fitoterapia, 138 104340-104340.

Scopus Eid


  • 2-s2.0-85071536280

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/906

Number Of Pages


  • 0

Start Page


  • 104340

End Page


  • 104340

Volume


  • 138

Place Of Publication


  • Italy