stilbenes and Vaginal-Neoplasms

Topics: Adolescent; Adrenal Gland Neoplasms; Adult; Dyskinesia, Drug-Induced; Failure to Thrive; Female; Fetal Alcohol Spectrum Disorders; Humans; Intellectual Disability; Learning Disabilities; Maternal-Fetal Exchange; Neuroblastoma; Phenytoin; Pregnancy; Prenatal Exposure Delayed Effects; Stilbenes; Vaginal Neoplasms

The low resolution mass spectra of E-3,4-bis-(p-hydroxyphenyl)-hex-3-ene (diethylstilbestrol), E-[1,1,1-3H3]3,4-bis-(p-hydroxyphenyl)-hex-3-ene, E-2,3-bis-(p-hydroxyphenyl)-but-2-ene (dimethylstilbestrol), E,E-3,4-bis-(p-hydroxyphenyl)hexa-2,4-diene (dienestrol) and 3,4-bis-(p-hydroxyphenyl)-hexane (hexestrol) were examined as the parent compounds, their diacetates, dimethyl ethers, and bis-trimethylsilyl ethers. In addition, the mass spectra of the diethyl ether and the hexadeuteriodimethyl ether of E-3,4-bis-(p-hydroxyphenyl)-hex-3-ene were studied. Each compound gives rise to several sets of characteristic fragment ions associated with loss of alkyl groups, loss of aryl groups and rearrangements. An ion of m/e 165 (C13H9) was found in the spectra of all the compounds studied. With the aid of high resolution mass spectrometry empirical formulae were assigned to major ions of the free diphenols.

Topics: Adenocarcinoma; Animals; Dienestrol; Diethylstilbestrol; Female; Hexestrol; Humans; Ions; Mammals; Mass Spectrometry; Pregnancy; Stilbenes; Vaginal Neoplasms