Elimination of 118 Da: a characteristic fragmentation in the tandem mass spectra of 11(15 --> 1)-abeo-taxanes |
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Authors: | Madhusudanan K P Chattopadhyay S K Srivastava S |
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Affiliation: | Regional Sophisticated Instrumentation Centre, Central Drug Research Institute, Lucknow-226 001, India. kpmadhusudanan@hotmail.com |
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Abstract: | The mechanism of the elimination of 118 Da from 11(15-->1)-abeo-taxanes was elucidated with the help of the tandem mass spectra of [M + NH(4)](+) and [M + Li](+) ions and the corresponding D-exchanged species. The fragmentation is triggered by the initial loss of the C-10 substituent. Evidence was also obtained for the stepwise elimination of acetone and acetic acid. Acetone is eliminated from the C-1 hydroxyisopropyl group and acetic acid from either the C-9 or C-7 acetoxy groups. The presence of an additional acetoxy group at C-13 leads to the direct elimination of 118 Da from [M + NH(4)](+) and [M + Li](+) ions involving the C-13 acetoxy group. |
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Keywords: | 118 Da elimination abeo‐taxanaes electrospray ionization ammonium/lithium cationization tandem mass spectra |
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