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Mass spectrometric determination of new prostaglandin derivatives (series A and E)
Author(s) -
Roselló Juan,
Suñol Cristina,
Tusell José M.,
Gelpi Emilio
Publication year - 1977
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200040409
Subject(s) - chemistry , prostaglandin , piperidine , derivative (finance) , medicinal chemistry , ion , keto–enol tautomerism , prostaglandin e , stereochemistry , tautomer , organic chemistry , biochemistry , financial economics , economics
The reaction of prostaglandins E 1 , E 2 , A 1 and A 2 with a 1:1 mixture of N,O ‐bis‐trimethylsilyltrifluoroacetamide and piperidine favours the quantitative enolization of the 9‐keto group of prostaglandins E, thus giving the corresponding tetrakis‐TMS derivatives with molecular ions at m / e 642 and m / e 640 for prostaglandins E 1 and E 2 , respectively, and also gives a new type of prostaglandin A‐piperidyl‐TMS derivative characterized by very strong base peaks at m / e 464 and 462, with molecular ions at m / e 637 and 635 for prostaglandins A 1 and A 2 , respectively. The probable reaction mechanisms prevailing in both cases are discussed in accordance with the low and high resolution mass spectral data presented.