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- Title
Synthesis and Crystallographic Insight into the Structural Aspects of Some Novel Adamantane-Based Ester Derivatives.
- Authors
Chidan Kumar, C. S.; Huey Chong Kwong; Siau Hui Mah; Tze Shyang Chia; Wan-Sin Loh; Ching Kheng Quah; Gin Keat Lim; Chandraju, Siddegowda; Hoong-Kun Fun
- Abstract
Adamantyl-based compounds are commercially important in the treatments for neurological conditions and type-2 diabetes, aside from their anti-viral abilities. Their values in drug design are chronicled as multi-dimensional. In the present study, a series of 2-(adamantan-1-yl)-2-oxoethyl benzoates, 2(a-q), and 2-(adamantan-1-yl)-2-oxoethyl 2-pyridinecarboxylate, 2r, were synthesized by reacting 1-adamantyl bromomethyl ketone with various carboxylic acids using potassium carbonate in dimethylformamide medium at room temperature. Three-dimensional structures studied using X-ray diffraction suggest that the adamantyl moiety can serve as an efficient building block to synthesize 2-oxopropyl benzoate derivatives with synclinal conformation with a looser-packed crystal packing system. Compounds 2a, 2b, 2f, 2g, 2i, 2j, 2m, 2n, 2o, 2q and 2r exhibit strong antioxidant activities in the hydrogen peroxide radical scavenging test. Furthermore, three compounds, 2p, 2q and 2r, show good anti-inflammatory activities in the evaluation of albumin denaturation.
- Subjects
ADAMANTANE derivatives; ORGANIC synthesis; DRUG design; CARBOXYLIC acids; POTASSIUM carbonate; X-ray diffraction
- Publication
Molecules, 2015, Vol 20, Issue 10, p18827
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules201018827