Synthesis and evaluation of in vivo antioxidant, in vitro antibacterial, MRSA and antifungal activity of novel substituted isatin N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiosemicarbazones

Title:	Synthesis and evaluation of in vivo antioxidant, in vitro antibacterial, MRSA and antifungal activity of novel substituted isatin N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiosemicarbazones
Authors:	Thanh, N.D. Giang, N.T.K. Quyen, T.H. Huong, D.T. Toan, V.N.
Keywords:	Antibacterial;Antifungal;Antioxidant activity;Cytotoxic effects;D-glucose;Isatins;Methicillin-resistant Staphylococcus aureus;Microwave-assisted synthesis;Thiosemicarbazones
Issue Date:	2016
Publisher:	Elsevier Masson SAS
Citation:	Scopus
Abstract:	Some new isatin N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiosemicarbazones 4a-t with different substituents at 1-, 5- and 7-positions of isatin ring have been synthesized by reaction of N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiosemicarbazide 2 with corresponding isatins 3a-t. Compounds 4a-t were evaluated in vivo for antioxidant activity and in vitro for anti-microorganism activities. The MIC values were found for Gram positive bacteria (MIC = 1.56–6.25 μM), for Gram negative bacteria (MIC = 12.5 μM), and for fungi Aspergillus niger (MIC = 3.12–12.5 μM), Fusarium oxysporum (MIC = 6.25–12.5 μM) and Saccharomyces cerevisiae (MIC = 6.25–12.5 μM). Regarding the antioxidant activity, the SOD, GHS-Px and catalase activities of 4c-i and 4m-r were MIC = 10.57–10.85, 0.27–0.93 and 345.45–399.75 unit/mg protein, respectively. Compounds 4e-h had MIC values of 0.78, 1.56, and 3.12 μM for three clinical MRSA isolates. Compound 4e showed the selective cytotoxic effects against some cancer (LU-1, HepG2, MCF7, P338, SW480, KB) cell lines and normal fibroblast cell line NIH/3T3.
Description:	European Journal of Medicinal Chemistry Volume 123, 2016, Pages 532-543
URI:	http://www.sciencedirect.com/science/article/pii/S0223523416306390 http://repository.vnu.edu.vn/handle/VNU_123/34065
ISSN:	02235234
Appears in Collections:	Bài báo của ĐHQGHN trong Scopus