Polyoxygenated seco-cyclohexenes derivatives from flower and leaf extracts of Desmos cochinchinensis and their α-glucosidase inhibitory activity
Virayu Suthiphasilp,
Tharakorn Maneerat,
Thidarat Duangyod,
Rawiwan Charoensup,
Raymond J. Andersen,
Stephen G. Pyne,
Surat Laphookhieo
Affiliations
Virayu Suthiphasilp
Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand
Tharakorn Maneerat
Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand; Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand
Thidarat Duangyod
Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand; School of Integrative Medicine, Mae Fah Luang University, Chiang Rai, 57100, Thailand
Rawiwan Charoensup
Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand; School of Integrative Medicine, Mae Fah Luang University, Chiang Rai, 57100, Thailand
Raymond J. Andersen
Department of Chemistry and Department of Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036, Main Mall, Vancouver, BC, V6T 1Z1, Canada
Stephen G. Pyne
School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, New South Wales, 2522, Australia
Surat Laphookhieo
Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand; Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand; Corresponding author.
Phytochemical investigations from the flower and leaf extracts of D. cochinchinensis resulted in the isolation and structural elucidation of five new polyoxygenated seco-cyclohexene derivatives, desmoscochinchinenes A-E (1–5), together with 11 known compounds (6–16). The structures on the new compounds were elucidated from their spectroscopic data, including UV, IR, NMR, and HRESITOFMS. Some of the isolated compounds were evaluated for their α-glucosidase inhibitory activities. Chrysin (9), pinocembrin 7-O-benzoate (12), and (−)-(5R)-desmoscochinoxepinone B (16) inhibited α-glucosidase better than the standard control (acarbose, IC50 = 83.5 μM) with IC50 values of 5.7, 33.8, 53.3 μM, respectively.
