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Crystal and Molecular Structure of Methylpropylglyoxal Bis(amidinohydrazone) Sulphate Monohydrate
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Mikko Koskinen
Published/Copyright:
June 2, 2014
Abstract
A single-crystal X-ray diffraction study was performed on methylpropylglyoxal bis(amidinohydrazone) (M PGBG) sulphate monohydrate. The bis(amidinohydrazone) dication was found to exist exclusively in the form of the anti-anti isomer, with an all-trans configuration of the glyoxal bis(amidinohydrazone) chain, just as do the free base, the monocation and the dication of glyoxal bis(amidinohydrazone) and the dications of all mono-and dialkylglyoxal bis(amidinohydrazones) so far studied. MPGBG sulphate monohydrate crystallizes in the triclinic space group Pl̅ with unit cell parameters a = 8.860(2), b = 9.195(2), c = 10.788(2) Å, α = 73.71(3), β = 77.59(3), γ = 65.28(3)° and with Z = 2. When the structure is compared with that of propylglyoxal bis(amidinohydrazone) (PGBG) sulphate, an analogous compound that is devoid of the methyl group of MPGBG, a distinct difference can be observed regarding the conformation of the propyl side chain. In the MPGBG dication, the propyl group is directed away from the glyoxal bis(amidinohydrazone) chain, whilst in the case of the PGBG dication it is tangled around the glyoxal bis(amidinohydrazone) moiety. Whether this difference results from packing effects and related factors, or whether it is a result of a more fundamental difference between MPGBG and PGBG, remains to be studied. The observed difference may contribute to the biochemical differences between the two compounds.
Keywords: S-Adenosylmethionine Decarboxylase Inhibitors; Diamine Oxidase Inhibitors; Bis(guanyl-hydrazones); Isomerism; Methylglyoxal Bis(guanylhydrazone) Analogues
Received: 1997-4-21
Published Online: 2014-6-2
Published in Print: 1997-9-1
© 1946 – 2014: Verlag der Zeitschrift für Naturforschung
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