2. Academic Validation
  3. α-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea

α-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea

  • Bioorg Med Chem. 2020 May 15;28(10):115462. doi: 10.1016/j.bmc.2020.115462.
Virayu Suthiphasilp 1,  Wisanu Maneerat 2,  Narawadee Rujanapun 3,  Thidarat Duangyod 3,  Rawiwan Charoensup 3,  Suwanna Deachathai 1,  Raymond J Andersen 4,  Brian O Patrick 4,  Stephen G Pyne 5,  Surat Laphookhieo 6
Affiliations

Affiliations

  • 1 Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • 2 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.
  • 3 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.
  • 4 Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
  • 5 School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, New South Wales 2522, Australia.
  • 6 Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand. Electronic address: surat.lap@mfu.ac.th.
PMID: 32247751 DOI: 10.1016/j.bmc.2020.115462
Abstract

The first phytochemical investigation of Polyalthia cinnamomea led to the isolation and identification of two new oxoprotoberberine Alkaloids, (-)-(13aS)-polyalthiacinnamines A and B, together with eleven known compounds. The structures of the new compounds were elucidated by extensive spectroscopic methods. The absolute configuration of miliusacunine E and consanguine B was established by X-ray diffraction analysis using Cu Kα radiation and ECD spectra, whereas the absolute configurations of polyalthiacinnamines A and B were established by comparison of their ECD spectra and specific rotations with those of miliusacunine E and consanguine B. Compounds 1-4, 6, and 8 exhibited α-glucosidase inhibitory activities (IC50 values ranging from 11.3 to 57.9 µM) better than a positive control (acarbose, IC50 83.5 μM). Compound 2 also exhibited NO production inhibitory activity with an IC50 value of 24.4 μM (indomethacin, a positive control, IC50 = 32.2 μM).

Keywords

NO production inhibitory activity; Oxoprotoberberine alkaloids; Polyalthia cinnamomea; α-Glucosidase inhibitory activity.

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