1. α-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea.
- Author
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Suthiphasilp V, Maneerat W, Rujanapun N, Duangyod T, Charoensup R, Deachathai S, Andersen RJ, Patrick BO, Pyne SG, and Laphookhieo S
- Subjects
- Alkaloids chemistry, Alkaloids isolation & purification, Animals, Cell Survival drug effects, Crystallography, X-Ray, Dose-Response Relationship, Drug, Glycoside Hydrolase Inhibitors chemistry, Glycoside Hydrolase Inhibitors isolation & purification, Mice, Models, Molecular, Molecular Structure, Nitric Oxide biosynthesis, Plant Extracts chemistry, Plant Extracts isolation & purification, RAW 264.7 Cells, Structure-Activity Relationship, Trees chemistry, Alkaloids pharmacology, Glycoside Hydrolase Inhibitors pharmacology, Nitric Oxide antagonists & inhibitors, Plant Extracts pharmacology, Polyalthia chemistry, alpha-Glucosidases metabolism
- 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 (IC
50 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)., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2020 Elsevier Ltd. All rights reserved.)- Published
- 2020
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