Syntheses and estrogenic activity of 4-nonylphenol isomers.
Chemosphere
; 73(1 Suppl): S60-5, 2008 Aug.
Article
in En
| MEDLINE
| ID: mdl-18439648
ABSTRACT
Eight branched 4-nonylphenol (NP) isomers, which were identified from commercially available NP reagent, 4-(1-ethyl-1,4-dimethylpentyl)phenol (NP-C), 4-(1,1-dimethyl-3-ethylpentyl)phenol (NP-D), 4-(1,3-dimethyl-1-ethylpentyl)phenol (NP-E(G)), diastereomeric mixture), 4-(1,1,4-trimethylhexyl)phenol (NP-F), 4-(1-methyl-1-n-propylpentyl)phenol (NP-H), 4-(1,1-dimethyl-2-ethylpentyl)phenol (NP-I), 4-(1,1,2-trimethylhexyl)phenol (NP-M), and 4-(1-ethyl-1-methylhexyl)phenol (NP-N), were synthesized by two different synthetic methods starting from 4-benzyloxyacetophenone or phenol. The chemical structures of the synthesized compounds were confirmed by MS and NMR spectroscopy. The estrogenic activities of these synthetic NP isomers were tested and exhibited different activities on the recombinant yeast screen system. NP-I was found to exhibit three times greater estrogenic activity than the commercial NP mixture.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Phenols
/
Estrogens
/
Endocrine Disruptors
Limits:
Humans
Language:
En
Journal:
Chemosphere
Year:
2008
Document type:
Article