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3 article(s) from Bourne, Susan A

Inclusion complexes of 2-methoxyestradiol with dimethylated and permethylated β-cyclodextrins: models for cyclodextrin–steroid interaction

Mino R. Caira,
Susan A. Bourne,
Halima Samsodien and
Vincent J. Smith

Beilstein J. Org. Chem. 2015, 11, 2616–2630, doi:10.3762/bjoc.11.281

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Figure 1: Chemical structures of 2-methoxyestradiol (top) and the derivatised CDs DIMEB and TRIMEB (bottom).

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Figure 2: The mode of inclusion of 2ME in the DIMEB cavity (a), space-filling side view of the complex with t...

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Figure 3: Stereoview of the asymmetric unit in the crystal of the inclusion complex TRIMEB•2ME, with the host...

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Figure 4: Space-filling images of complex unit A (as representative of units A and B) (a) and complex unit C ...

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Figure 5: Inclination of the mean plane of the included 2ME molecule relative to the O4-heptagon of the host ...

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Figure 6: Overlay of the steroid nucleus of 2ME (blue) in its own crystal with the refined models (grey) of t...

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Figure 7: The TRIMEB·2ME complex unit D with two distinct (guest)O19-H···O(host) hydrogen bonds highlighted. ...

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Figure 8: Dissolution profiles in water at 37 °C for untreated 2ME and various β-CD-containing preparations o...

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Published 16 Dec 2015

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Inclusion of trans-resveratrol in methylated cyclodextrins: synthesis and solid-state structures

Lee Trollope,
Dyanne L. Cruickshank,
Terence Noonan,
Susan A. Bourne,
Milena Sorrenti,
Laura Catenacci and
Mino R. Caira

Beilstein J. Org. Chem. 2014, 10, 3136–3151, doi:10.3762/bjoc.10.331

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Figure 1: Chemical structure of trans-resveratrol (1).

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Figure 2: DSC traces of RSV (a), TMA (b), TMA–RSV physical mixture (PM) (c), TMA–RSV preparation by kneading ...

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Figure 3: TG (red) and DSC (blue) traces for the hydrated TMA·RSV complex (top), and hot stage micrographs sh...

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Figure 4: The two symmetry-independent complex units of TMA·RSV·6.25H₂O (A and B), with only the major compon...

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Figure 5: Representative atomic labelling for the ordered RSV molecule A (blue) present in host A and the two...

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Figure 6: Space-filling representations of the two independent complex units A (a) and B (b) of the complex T...

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Figure 7: Crystal packing for the complex TMA·RSV·6.25H₂O projected down [010].

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Figure 8: The components of the disorder model for RSV in its inclusion complex with TMB (s.o.f. = 0.73 for t...

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Figure 9: The asymmetric unit in the crystal of TMB·RSV·5.6H₂O (a), and the non-H atom and methylglucose ring...

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Figure 10: Space-filling model of the inclusion complex TMB·RSV·5.6H₂O showing the inclusion of the RSV molecu...

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Figure 11: Packing arrangement in the crystal of TMB·RSV·5.6H₂O viewed down [010] (a) and [100] (b). Hydrogen ...

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Figure 12: Structure of the host–guest complex DMB·RSV·4.0H₂O (a), ring and atomic nomenclature for the host m...

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Figure 13: Space-filling model of the inclusion complex DMB·RSV·4.0H₂O showing the encapsulation of part of th...

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Figure 14: Stereoview of two DMB·RSV·4.0H₂O complex units related by a unit translation along the crystal a-ax...

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Figure 15: Projections of the crystal structure of the complex DMB·RSV·4H₂O along [100] (a) and [010] (b). Hyd...

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Figure 16: Solubility of RSV as a function of [β-CD] (blue) and [γ-CD] (red) at 25 °C.

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Figure 17: Solubility of RSV as a function of the concentrations of TMB (light blue), DMB (red), HP-β-CD (gree...

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Published 29 Dec 2014

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Inclusion of the insecticide fenitrothion in dimethylated-β-cyclodextrin: unusual guest disorder in the solid state and efficient retardation of the hydrolysis rate of the complexed guest in alkaline solution

Dyanne L. Cruickshank,
Natalia M. Rougier,
Raquel V. Vico,
Susan A. Bourne,
Elba I. Buján,
Mino R. Caira and
Rita H. de Rossi

Beilstein J. Org. Chem. 2013, 9, 106–117, doi:10.3762/bjoc.9.14

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Figure 1: Chemical structure of fenitrothion (1).

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Figure 2: Representative TGA (top) and DSC (bottom) traces for DIMEB·1.

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Figure 3: The asymmetric unit in DIMEB•1 viewed along [010] (top) and [100] (bottom). H atoms are omitted for...

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Figure 4: The host molecules in the asymmetric unit of DIMEB·1 with the labelling of both residues and atoms ...

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Figure 5: The rotamers of 1 occupying the cavity of host molecule A. Common atoms have labels with suffix A, ...

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Figure 6: Stereoview of the three disordered guest components that occupy the cavity of host molecule B. Gues...

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Figure 7: Space-filling diagrams showing the relative orientations of guest molecules within the cavities of ...

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Figure 8: Packing diagrams of the DIMEB·1 structure, viewed along [100] (left) and [010] (right). The symmetr...

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Figure 9: Induced circular dichroism (a) and UV–vis (b) spectra of 1 in the presence of β-CD (10 mM, green), ...

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Scheme 1: Reaction of fenitrothion in basic media.

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Figure 10: Plot of k_obs versus [DIMEB] for the hydrolysis reaction of fenitrothion with HO^– at different conce...

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Scheme 2: Mechanism of the hydrolysis reaction of 1 mediated by DIMEB.

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Published 17 Jan 2013

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