Skip to main content
PMC home page
Biochemical Journal logoLink to Biochemical Journal
. 1966 Jun;99(3):694–702. doi: 10.1042/bj0990694

The metabolism of cis- and trans-indane-1,2-diol

D A Lewis 1,*
PMCID: PMC1265060  PMID: 5964966

Abstract

1. The metabolism of cis-indane-1,2-diol, trans-indane-1,2-diol, indene epoxide and 2-hydroxyindan-1-one in rats has been studied. The substances were administered to the animals by subcutaneous injection. 2. The urine of the dosed animals was examined for the presence of free and conjugated cis- and trans-dihydrodiols, and for each compound it was possible to isolate both cis and trans forms of indane-1,2-diol from the urine. 3. The urines were also examined by paper chromatography for ketones and two ketonic metabolites were detected in the urine of rats dosed separately with cis-indane-1,2-diol, trans-indane-1,2-diol, 2-hydroxyindan-1-one and indene epoxide. The ketones were provisionally identified as (1-oxoindan-2-yl glucosid)uronic acid and 1-oxoindan-2-yl sulphuric acid. 4. (1-Oxoindan-2-yl glucosid)uronic acid was isolated as the 2,4-dinitrophenylhydrazone from the urine of rats dosed separately with cis-indane-1,2-diol and trans-indane-1,2-diol. 5. Possible mechanisms for the interconversion of cis- and trans-indane-1,2-diol are discussed.

Full text

PDF
694

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BOYLAND E., SIMS P. Metabolism of polycyclic compounds. 22. The metabolism of trans-9,10-dihydro-9,10-dihydroxyphenanthrene in rats. Biochem J. 1962 Sep;84:583–586. doi: 10.1042/bj0840583. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. BROOKS C. J., YOUNG L. Biochemical studies of toxic agents. 9. The metabolic conversion of indene into cis- and trans- indane-1: 2-diol. Biochem J. 1956 Jun;63(2):264–269. doi: 10.1042/bj0630264. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. BROWN J. B., MARRIAN G. F. The metabolic reduction of 16 alpha-hydroxyoestrone to oestriol in man. J Endocrinol. 1957 Jul;15(3):307–309. doi: 10.1677/joe.0.0150307. [DOI] [PubMed] [Google Scholar]
  4. Boyland E., Sims P. Metabolism of polycyclic compounds. 16. The metabolism of 1:2-dihydronaphthalene and 1:2-epoxy-1:2:3:4-tetrahydronaphthalene. Biochem J. 1960 Oct;77(1):175–181. doi: 10.1042/bj0770175. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. CORNER E. D., BILLETT F. S., YOUNG L. Biochemical studies of toxic agents. 6. The conversion of naphthalene into 1:2-dihydro-2-hydroxy-1-naphthyl glucosiduronic acid in the rabbit. Biochem J. 1954 Feb;56(2):270–274. doi: 10.1042/bj0560270. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. HOPKINS R. P., BROOKS C. J., YOUNG L. Biochemical studies of toxic agents. 13. The metabolism of acenaphthylene. Biochem J. 1962 Mar;82:457–466. doi: 10.1042/bj0820457. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. NOCKE W., BREUER H., KNUPPEN R. [Isolation and quantitative determination of the 4 epimeric estriols after the injection of 16 alpha- and 16 beta-hydroxyestrone in man]. Acta Endocrinol (Copenh) 1961 Mar;36:393–403. [PubMed] [Google Scholar]
  8. RADOMSKI J. L., DAVIDOW B. The metabolite of heptachlor, its estimation storage, and toxicity. J Pharmacol Exp Ther. 1953 Mar;107(3):266–272. [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES