Nucleic acid binding drugs. Part 12. X-Ray crystallographic and conformational studies on the anti-cancer drug m-AMSA and its mesyl derivative
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 3,p. 461-465
- https://doi.org/10.1039/p29850000461
Abstract
The crystal structures of the anti-tumour agent m-AMSA [4′-(acridin-9-ylamino)-3′-methoxymethanesulphonanilide] and its mesyl derivative, as free bases, have been determined. They show a very distinct orientation of the substituted phenyl ring with respect to the acridine group, compared with m-AMSA hydrochloride (J. M. Karle, R. L. Cysyk, and I. L. Karle, Acta Crystallogr., 1980, B36, 3012). This has been rationalised in terms of intra- and inter-molecular interactions, the latter with ionic species in the salt crystal. Conformational calculations are also reported on these compounds, which indicate that they have interconvertible conformational flexibility.Keywords
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