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Review
. 2016 Feb 5:12:204-28.
doi: 10.3762/bjoc.12.23. eCollection 2016.

Interactions of cyclodextrins and their derivatives with toxic organophosphorus compounds

Sophie Letort  1 , Sébastien Balieu  1 , William Erb  1 , Géraldine Gouhier  1 , François Estour  1
Affiliations
Review

Interactions of cyclodextrins and their derivatives with toxic organophosphorus compounds

Sophie Letort et al. Beilstein J Org Chem. .

Abstract

The aim of this review is to provide an update on the current use of cyclodextrins against organophosphorus compound intoxications. Organophosphorus pesticides and nerve agents play a determinant role in the inhibition of cholinesterases. The cyclic structure of cyclodextrins and their toroidal shape are perfectly suitable to design new chemical scavengers able to trap and hydrolyze the organophosphorus compounds before they reach their biological target.

Keywords: cyclodextrin; enzyme mimic; nerve agents; organophosphorus compounds; pesticides.

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Figures

Figure 1
Figure 1
Structure of NOPs.
Figure 2
Figure 2
Examples of structures of NOPs.
Figure 3
Figure 3
Structures of pesticides studied in the literature as guest to form an inclusion complex with CDs.
Figure 4
Figure 4
Structures of pesticides sensitive to the presence of CDs.
Scheme 1
Scheme 1
The hydrolysis mechanism of substrate (S) in presence of a cyclodextrin (CD).
Figure 5
Figure 5
Structures of the different stereoisomers of G agents.
Scheme 2
Scheme 2
Reaction mechanism of CD accelerated decomposition of organophosphorus compound (PX).
Scheme 3
Scheme 3
Proposed degradation mechanism of cyclosarin by β-CD [72].
Figure 6
Figure 6
Schematic representations of β-CD and TRIMEB.
Scheme 4
Scheme 4
Synthetic pathways to 6-monosubstituted CD derivatives.
Scheme 5
Scheme 5
Synthetic pathways to 2-monosubstituted CD by an iodosobenzoate group.
Scheme 6
Scheme 6
Synthetic pathways to 2-monosubstituted CDs with N–OH derivatives.
Scheme 7
Scheme 7
Synthetic pathways to 3-monosubstituted CDs.
Scheme 8
Scheme 8
Synthetic pathways to 3-homodisubstituted CDs.
Scheme 9
Scheme 9
Synthetic pathways to 2,3-heterodisubstituted CDs.
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