Complexation of Active Antibacterial Adamantanol Derivatives With βCd. Structure Determination by X-Ray Crystallography and NMR

doi:10.1007/978-94-011-5448-2_73

Paper

Complexation of Active Antibacterial Adamantanol Derivatives With βCd. Structure Determination by X-Ray Crystallography and NMR

Published 1996 · Anastassis Perrakis, P. Tsitsa, Stavros J. Hamodrakas

Journal of Inclusion Phenomena and Macrocyclic Chemistry

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Abstract

The decyl-quaternary ammonium salt of adamantanol (I-1-10) is a very active antibacterial, prepared in our laboratory, as a typical analog of the widely used cationic antiseptics. It is active against Gram positive and at higher concentration, against Gram negative microorganisms. The effectiveness of this class of compounds appears to be a result of disturbance caused to the microbial cell membrane permeability leading to leakage of intracellular compounds. On the course of our invastigation of the pharmacological properties of adamantane ring bearing compounds, their interaction with β-cyclodextrins (βCD) and the structure-properties relationship of the complexes was investigated by means of NMR and X-ray crystallography. Here we report the X-ray structure of the complex of b-cyclodextrin with 1-1-10 determined at atomic resolution and a study of the complex by NMR in solution.

Study Snapshot

The X-ray structure of the complex of b-cyclodextrin with adamantanol derivative 1-1-10 reveals its antibacterial properties and potential for pharmaceutical applications.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Complexation of Active Antibacterial Adamantanol Derivatives With βCd. Structure Determination by X-Ray Crystallography and NMR

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References

A nitrogen‐gas‐stream cryostat for general X‐ray diffraction studies

The nitrogen-flow cryostat provides precise X-ray diffraction studies with a constant consumption rate of 0.5 l h-1, making refilling unpressurized and unaffected by sample cooling.

New adamantan-2-ol and adamantan-1-methanol derivatives as potent antibacterials. Synthesis, antibacterial activity and lipophilicity studies

New adamantan-2-ol and adamantan-1-methanol derivatives show potent antibacterial activity, with enhanced activity as the nitrogen-attached carbon chain length extends from CH3 to C12H25.

Automated refinement of protein models.

The automated refinement procedure (ARP) for protein models is ten times faster than conventional methods and produces similar results, but requires high-resolution data and a partially correct starting model.

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