Synthesized of 2,7 dihydroxyxanthone from xanthone and antimalarial activities

International Conference on Advanced Materials for Better Future 2017

Amanatie^1 ; Jumina^2 ; Mustofa^3 ; Hanafi^4

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Yogyakarta State University, Yogyakarta

55281, Indonesia^1

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Gadjah Mada University, Yogyakarta

55281, Indonesia^2

Faculty of Medicine, Gadjah Mada University, Yogyakarta

55281, Indonesia^3

P3K LIPI Serpong Tangerang, 15314, Indonesia^4

关键词: Antimalarial activity;    Biological properties;    Compound structures;    Nuclear Magnetic Resonance (NMR);    One dimension;    Spectroscopic evidence;    Spectroscopy data;    Two-dimension;   

Others  :  https://iopscience.iop.org/article/10.1088/1757-899X/333/1/012061/pdf
DOI  :  10.1088/1757-899X/333/1/012061

来源: IOP

【 摘 要 】

The purpose of the research is to synthesize 2,7-di-hydroxyxanthone compounds from xanthone and to evaluate antiplasmodial against activities. The synthesize of 2,7-di-hydroxyxanthone compounds worked with chromatogramphy methods including Thin Layer Chromatography (TLC), Vacuum Liquid Chromatography (VLC). A compound structures were determined based on the spectroscopic evidences including, Infrared (IR), one dimension (1-D) and two dimension (2-D) Nuclear Magnetic Resonance (NMR) spectra and comparison the spectroscopy data with related data from references. The biological properties of compounds are evaluated towards antiplasmodial against activity. The result of the product was obtained as white solid in 63.49% yield. The IR spectrum showed the absorption at 3433 cm-1Which was reinforced with a sharp attack at 1087cm-1indicating the stretching of OH, while the stretching of aromatic C=C appeared at 1620 cm-1. The1H-NMR (500MHz, and DMSO -d6) spectrum showed that the aryl protons appeared in the region of δ12.98 ppm. In this region, there were 2 singlet at δH12.98 ppm (1H, 2-OH) and (1H,7-OH) and shows the presence of two OH groups. Based on spectroscopy analyses, it could be started that the reaction of 2.7 di-aminoxanthone with NaNO2/HCl and H3PO4produced 2.7-di-hydroxyxanthone. In vitro antiplasmodial assay of the product synthesized 2,7 di-hydroxyxanthones against. Falciparum strain of 3D7 showed that the IC50values of 2,7-di-hydroxy xanthone, were 0.31 μg/mL, respectively.