New synthesised aminoanthraquinone derivatives and its antimicrobial and anticancer activities (route II)

A series of aminoanthraquinone derivatives were synthesized via two reaction steps. The starting material of 1,4-dihydroxyanthraquinone (1) was subjected toamination and the major product obtained was then further reacted under reduction, methylation and acylation separately to produce 2-(butylamino...

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Bibliographic Details
Main Authors: Juhan, Siti Fadilah, Md Sukari, Mohd Aspollah, Syed Abdul Azziz, Saripah Salbiah, Wong, Chee Fah, Alimon, Hasimah, Mohd Nor, Siti Mariam
Format: Article
Language:English
Published: 2016
Online Access:http://psasir.upm.edu.my/id/eprint/53379/1/New%20synthesised%20aminoanthraquinone%20derivatives.pdf
http://psasir.upm.edu.my/id/eprint/53379/
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Summary:A series of aminoanthraquinone derivatives were synthesized via two reaction steps. The starting material of 1,4-dihydroxyanthraquinone (1) was subjected toamination and the major product obtained was then further reacted under reduction, methylation and acylation separately to produce 2-(butylamino)anthracene-1,4-dione (2), 2-(butylamino)-1-hydroxy-4-methoxyanthracene-9,10-dione (9), 2-(butylamino)-1,4-dimethoxyanthracene-9,10-dione (10), 3-(butylamino)-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-1-yl-acetate (11), 2-(butylamino)-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-1-yl-acetate (12) and 2-(butylamino)-9,10-dioxo-9,10-dihydroanthracene-1-yl-acetate (13). Aminoanthraquinone13 exhibitedstrong antimicrobial activities toward Methicillin-Resistant Staphylococcus aureus (MRSA), Pseudomonas aeruginosa, Candida albicans and Escherichia coli with MIC values of 0.1, 0.1, 0.1 and 0.5 mg/mL respectively. Aminoanthraquinones 9, 10 and 13 showed strong cytotoxicity against both MCF-7 (IC50 2.0-11.0μg/mL)and Hep-G2 (IC50 1.1-14.0μg/mL) cell lines.