Synthesis of New Aminoanthraquinone from 1,4-(Dihydroxy)Anthracene-9,10-Dione

Abstract

A new series of aminoanthraquinone were successfully synthesized via two step of reaction. Firstly 1,4-(dihyroxy)anthracene-9,10-dione was treated with butylamine in the presence of iodobenzene-diacetate to gives 2-(butylamino)-1,4-dihydroxyanthraquinone (1) (90%). In the second step 1 was subjected to reduction, methylation and acylation. Reduction using NaBH 4 result 2-(butyamino)anthracene-1,4-dione (2) where as methylation give a mixture of 2-(butyamino)-1-hydroxy-4-methoxyanthracene-9,10-dione (3a) and 2-(butyamino)-1,4-dimethoxyanthracene-9,10-dione (3b) in 2%, 32% and 25% respectively. The acylation produced 2-(butylamino)-9,10-dioxo-9,10-dihydroanthracene-1,4-diyl diacetate (4) in excellent yield. Characterizations of the products were obtained from the analysis by digital melting point equipment, Fourier Transform Infrared Spectroscopy (FT-IR), Direct Injection Mass Spectrometry (DI-MS), Gas Chromatography Mass Spectrometry (GC-MS) and also Nuclear Magnetic Resonance (NMR). Compound 4 shows good antimicrobial activities toward methicillinresistant Staphylococcus aureus (MRSA), Pseudomonas aeruginosa, Candida albicans and Escherichia coli with MIC value of 0.1, 0.1, 0.1 and 0.5 mg/mL respectively.

Antifungal Activities of Some Plant Extracts against Pathogenic Fungi

“…Most of these compounds were found to have antimicrobial activity. Our results agree with the work done by many authors (Bnina et al, 2010;Alarif et al, 2011;Kumar et al, 2011;Juhan et al, 2013;Yadav et al, 2013;Azeredo and Villar, 2014;Bagla et al, 2014;Mamtora et al, 2015;Rodik, 2015;Sidjui et al, 2015;EL Hamdani et al, 2016;Kamlesh et al, 2016 andMabkhot et al, 2016) From our results we can conclude that hexane extract of kurrat bulb and ethanolic extract of pomegranate peel could be used as…”