Mass Spectroscopy of the Antileukemic Drug MGBG and Related Bis(Amidinohydrazones) [‘Bis(Guanylhydrazones)’] |
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Authors: | Hannu Elo Jorma Matikainen Seppo Kaltia |
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Institution: | Department of Chemistry , University of Helsinki Vuorikatu , 20 SF-00100, Helsinki, 10, Finland |
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Abstract: | The first study on the mass spectroscopy of various bis(amidinohydrazones) is reported. The compounds studied included the investigational antileukemic drugs methylglyoxal bis(amidino-hydrazone) ‘methylglyoxal bis(guanylhydrazone)’, MGBG] and glyoxal bis(amidinohydrazone), as well as seven mono- and dialkylglyoxal analogs thereof. The results indicate that the free bases of these high-melting compounds are volatilized well enough to allow a facile detection of the molecular ions and to make mass spectroscopy of the underivatized compounds a suitable method for the verification of the identity of the substances. This result is of importance considering the development of novel analogs and derivatives. A compilation of electron-impact mass spectra is reported and possible fragmentation routes are outlined. The fragmentation of the various congeners appears to occur essentially similarly, the main paths involving breakage of the carbon-carbon single bond in the glyoxal moiety or breakage of either one of the nitrogen-nitrogen single bonds. |
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Keywords: | Electron-Impact Mass Spectra Fragmentation Routes Glyoxal Bis(guanylhydrazone) Methylglyoxal Bis(guanylhydrazone) Polyamine Antimetabolites |
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