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

Journal Article


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).

Publication Date


  • 2020

Citation


  • Suthiphasilp, V., Maneerat, W., Rujanapun, N., Duangyod, T., Charoensup, R., Deachathai, S., . . . Laphookhieo, S. (2020). ¿-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea. Bioorganic and Medicinal Chemistry, 28(10). doi:10.1016/j.bmc.2020.115462

Scopus Eid


  • 2-s2.0-85082796386

Web Of Science Accession Number


Volume


  • 28

Issue


  • 10

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).

Publication Date


  • 2020

Citation


  • Suthiphasilp, V., Maneerat, W., Rujanapun, N., Duangyod, T., Charoensup, R., Deachathai, S., . . . Laphookhieo, S. (2020). ¿-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea. Bioorganic and Medicinal Chemistry, 28(10). doi:10.1016/j.bmc.2020.115462

Scopus Eid


  • 2-s2.0-85082796386

Web Of Science Accession Number


Volume


  • 28

Issue


  • 10