Establishment of tandem mass spectrometric fingerprint of novel antineoplastic XXXX analogues using electrospray ionization.

@entity71273 @entity1568 @entity4785 @entity6108 @entity15
RATIONALE: @entity6108 analogues are antineoplastic agents, designed based on the structure of the spice turmeric with structural modifications aiming at enhancing potency. The goal is to identify the common tandem mass spectrometric ( @entity15 / @entity15 ) behavior of 13 novel @entity6108 analogues. Such knowledge is critical for their biological assessment, including metabolite identification and pharmacokinetic evaluation. METHODS: Both detection of the protonated molecules [M   +   H](+) of the synthesized compounds and determination of their exact molecular masses were achieved with hybrid quadrupole orthogonal time-of-flight mass spectrometry (QqTOF- @entity15 ). Low-energy @entity4785 ( @entity4785 )- @entity15 / @entity15 analysis was performed using triple quadrupole linear ion trap mass spectrometry (QqLIT- @entity15 ). Both instruments were equipped with an electrospray ionization (ESI) source. @entity15 (3) and neutral loss experiments were performed using QqLIT- @entity15 to confirm the genesis of the observed product ions. RESULTS: Abundant [M   +   H](+) molecules were formed using the QqTOF- @entity15 hybrid instrument with mass accuracies below 6  ppm. @entity4785 - @entity15 / @entity15 dissociation studies were centered on the @entity71273 ring of @entity6108 analogues; twelve common product ions have been identified from the fission of the various bonds within the @entity71273 moiety. There was a tendency for the formation of highly conjugated product ions, stabilized via resonance. The variety of the side-chain substituents at the @entity1568 atom resulted in side-chain-specific product ions. CONCLUSIONS: The ESI- @entity4785 - @entity15 / @entity15 analysis of @entity6108 analogues revealed a common fragmentation behavior of all tested compounds, which gave diagnostic product ions identified for each molecule. The established @entity15 / @entity15 behavior will be applied to determine metabolic by-products of @entity6108 analogues as well as to develop targeted identification/quantification methods within biological extracts. Copyright    2015 John Wiley _ Sons, Ltd.
