N. Chidananda, B. Poojary, V. Sumangala
Mar 9, 2014
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Journal
Medicinal Chemistry Research
Abstract
Abstract Two new series of compounds namely, 1-chloro-4-(3,4-dichlorophenyl)-3,4-dihydronaphthalene incorporated [1,3,4]oxadiazoline 4a–j and [1,3]thiazole 6a–j derivatives, were prepared. The precursor 1-chloro-4-(3,4-dichlorophenyl)-3,4-dihydronaphthalene-2-carboxaldehyde 2 has been synthesized by Vilsmeier–Haack reaction, and X-ray crystallographic data were recorded. The Schiff’s bases 3a–j subjected to dehydration followed by cyclization afford [1,3,4]oxadiazoline derivatives 4a–j. The [1,3]thiazole derivatives 6a–j were prepared through Hantzsch thiazole synthesis by the reaction of intermediate 5 with different substituted α-halo ketones. The structures of the synthesized compounds were deduced according to FTIR, 1H NMR, 13C NMR, and mass spectral along with micro-analytical data. The newly synthesized compounds have been tested for their cytotoxicity bioassays, anti-bacterial, and anti-fungal activities. Some of the tested compounds showed significant cytotoxicity activity against HeLa cells. The majority of the synthesized compounds showed moderate to good anti-bacterial and anti-fungal activities.