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Novel solid forms of lonidamine: crystal structures and physicochemical properties

Novel solid forms of lonidamine: crystal structures and physicochemical properties
Novel solid forms of lonidamine: crystal structures and physicochemical properties
Lonidamine finds potential applications in cancer treatments, and its current marketed solid form, the sodium salt, displays poor solubility. The presence of a single carboxylic acid group makes it an ideal target for co-crystal design as design strategies involving carboxylic acid groups are well-established. CSD statistics combined with known hydrogen bonding preferences allowed suitable co-former selection which resulted in nine new multicomponent crystals with pharmaceutically acceptable co-formers. These included co-crystals, salts and some hybrid (co-crystal salt) structures. All the solid forms were characterized by X-ray diffraction techniques with subsequent measurement of physicochemical properties, such as stability, solubility, and dissolution rate. It was found that the co-formers were able to modulate the properties of lonidamine.
1466-8033
2925-2935
Mapp, Lucy K.
91905fb2-a833-41b6-a0ac-b08b8a2fc2ce
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Aitipamula, Srinivasulu
e1ca2522-d14f-4f82-89ab-1996a021582a
Mapp, Lucy K.
91905fb2-a833-41b6-a0ac-b08b8a2fc2ce
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Aitipamula, Srinivasulu
e1ca2522-d14f-4f82-89ab-1996a021582a

Mapp, Lucy K., Coles, Simon J. and Aitipamula, Srinivasulu (2017) Novel solid forms of lonidamine: crystal structures and physicochemical properties. CrystEngComm, 2017 (19), 2925-2935. (doi:10.1039/C7CE00651A).

Record type: Article

Abstract

Lonidamine finds potential applications in cancer treatments, and its current marketed solid form, the sodium salt, displays poor solubility. The presence of a single carboxylic acid group makes it an ideal target for co-crystal design as design strategies involving carboxylic acid groups are well-established. CSD statistics combined with known hydrogen bonding preferences allowed suitable co-former selection which resulted in nine new multicomponent crystals with pharmaceutically acceptable co-formers. These included co-crystals, salts and some hybrid (co-crystal salt) structures. All the solid forms were characterized by X-ray diffraction techniques with subsequent measurement of physicochemical properties, such as stability, solubility, and dissolution rate. It was found that the co-formers were able to modulate the properties of lonidamine.

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Accepted/In Press date: 27 April 2017
e-pub ahead of print date: 27 April 2017
Organisations: Chemistry Research Support

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Local EPrints ID: 411176
URI: https://eprints.soton.ac.uk/id/eprint/411176
ISSN: 1466-8033
PURE UUID: d36d67a7-49d0-45b1-886b-bbec8aef9e7c
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 15 Jun 2017 16:31
Last modified: 14 Mar 2019 05:50

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Contributors

Author: Lucy K. Mapp
Author: Simon J. Coles ORCID iD
Author: Srinivasulu Aitipamula

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