Quinoliniumolate and 2H‑1,2,3-Triazole Derivatives from the Stems of Paramignya trimera and Their α‑Glucosidase Inhibitory Activities: In Vitro and in Silico Studies

• Published in: Journal of natural products (Washington, D.C.) Vol. 80; no. 7; pp. 2151 - 2155
• Main Authors: Nguyen, Nhan T, Dang, Phu H, Vu, Ngoc X. T, Le, Tho H, Nguyen, Mai T. T
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 28.07.2017; Amer Chemical Soc
• Subjects: Alkaloids - chemistry; Alkaloids - isolation & purification; Alkaloids - pharmacology; Chemistry, Medicinal; Glycoside Hydrolase Inhibitors - chemistry; Glycoside Hydrolase Inhibitors - isolation & purification; Glycoside Hydrolase Inhibitors - pharmacology; Humans; Life Sciences & Biomedicine; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pharmacology & Pharmacy; Plant Sciences; Plant Stems - chemistry; Rutaceae - chemistry; Science & Technology; Triazoles - chemistry; Triazoles - isolation & purification; Triazoles - pharmacology; Vietnam; BARK; C-13
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/acs.jnatprod.7b00289

From a CHCl3-soluble extract of the stems of Paramignya trimera, two new alkaloids, (E)-2-(prop-1-enyl)-N-methylquinolinium-4-olate (1) and (R)-2-ethylhexyl 2H-1,2,3-triazole-4-carboxylate (2), were isolated. Their structures were elucidated based on the spectroscopic data interpretation. Compound 2 possesses α-glucosidase inhibitory activity, with an IC50 value of 137.9 μM. Molecular docking studies of 1 and 2 with human maltase-glucoamylase (MGAM) were performed for the first time; thus, the 2,3-diH+-1H-1,2,3-triazolium cation (2i) showed good interactions with both MGAM-N (2QMJ) and -C (3TOP) terminal subunits.