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

Authors

Virayu Suthiphasilp, Mae Fah Luang University
Wisanu Maneerat, Mae Fah Luang University
Raymond J. Andersen, University of British Columbia
Brian O. Patrick, University of British Columbia
Piyaporn Phukhatmuen, Mae Fah Luang University
Stephen G. Pyne, University of WollongongFollow
Surat Laphookhieo, Mae Fah Luang UniversityFollow

RIS ID

138708

Publication Details

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 104340-1-104340-6.

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.