Steroid mass spectral correlations. I. Hydroxy progesterones

Chromatographic and mass spectral characterization of budesonide and a series of structurally related corticosteroids using LC–MS

“…Cleavages mainly occurred in the B-and C-rings, to produce fragments composing of the A-ring [26][27][28]. The presence of such low mass fragments in the spectra is evidence of the structural integrity of the A-ring [27].…”

“…1. Grostic and Rinehart observed that m/z = 163 was one of the major fragments for some 4-pregnene-3-one steroids [28]. They proposed that the formation of m/z = 163 was due to the cleavage of C-ring, accompanying with the fission of the C-9 and C-11 bond.…”

A carbon‐13 nuclear magnetic resonance study of the 1,4‐diene analogues of steroid hormones and related steroids

“…However, few studies have been carried out on the effect of different substituents on these fragm e n t a t i o n~.~-~ Several 1,4-diene-3-keto steroids have been isolated from natural source^^^^^ and some synthetic derivatives of pregna-1,4-diene-3,2O-dione (1) have been shown to possess interesting biological properties.""' Also 1 1 p, 17a-dihydroxypregna-1,4-diene-3,20-dione (5) and…”

The mass spectral fragmentation of 9α-hydroxy steroids and related compounds

“…As regards mass spectral studies on 9a-hydroxy steroids, the spectrum of 9a -hydroxyprogesterone has been discussed. 2 The mechanisms proposed for the formation of the major peaks of that spectrum have been adopted in a recent book,3 but our investigation of compounds 1-5 shows that some of those fragmentation mechanisms may not be correct. Some mechanisms proposed in this paper for the fragmentation of 9 a -hydroxy steroids are closely related to processes occurring in the seco-steroids 6 and 7 upon electron impact ionization, and so the fragmentations of these compounds are also discussed.…”