Literature DB >> 3431349

A facile synthesis and carbon-13 nuclear magnetic resonance spectral properties of 7-ketocholesteryl benzoate.

E J Parish1, T Y Wei, P Livant.   

Abstract

This paper presents a modified method of the selective allylic oxidation of cholesteryl benzoate. Pyridinium chlorochromate, in refluxing benzene, has been found to be an effective and convenient reagent for the efficient oxidation of cholesteryl benzoate to 7-ketocholesteryl benzoate in high yield. Also included herein are the carbon-13 nuclear magnetic resonance spectral properties of 7-ketocholesteryl benzoate and cholesteryl benzoate.

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Year:  1987        PMID： 3431349     DOI： 10.1007/BF02533978

Source DB:  PubMed          Journal:  Lipids        ISSN： 0024-4201            Impact factor:   1.880


  7 in total

1.  Chemical synthesis, spectral properties, and chromatography of 4alpha-methyl and 4beta-methyl isomers of (24R)-24-ethyl-5alpha-cholestan-3beta-ol and (24S)-24-ethyl-cholesta-5,22-dien-3beta-ol.

Authors:  F F Knapp; G J Schroepfer
Journal:  Steroids       Date:  1975-09       Impact factor: 2.668

2.  Selective oxidation of steroidal allylic alcohols using pyrazole and pyridinium chlorochoromate.

Authors:  E J Parish; S Chitrakorn; S Lowery
Journal:  Lipids       Date:  1984-07       Impact factor: 1.880

3.  Oxygenated sterols as inhibitors of enzymatic conversion of dihydrolanosterol into cholesterol.

Authors:  Y Sato; Y Sonoda; M Morisaki; N Ikekawa
Journal:  Chem Pharm Bull (Tokyo)       Date:  1984-08       Impact factor: 1.645

Review 4.  Sterol biosynthesis.

Authors:  G J Schroepfer
Journal:  Annu Rev Biochem       Date:  1981       Impact factor: 23.643

5.  Comparative effects of 7 beta-hydroxycholesterol towards murine lymphomas, lymphoblasts and lymphocytes: selective cytotoxicity and blastogenesis inhibition.

Authors:  H Hietter; P Bischoff; J P Beck; G Ourisson; B Luu
Journal:  Cancer Biochem Biophys       Date:  1986-12

6.  Oxysterols: chemical synthesis, biosynthesis and biological activities.

Authors:  E J Parish; V B Nanduri; H H Kohl; F R Taylor
Journal:  Lipids       Date:  1986-01       Impact factor: 1.880

7.  Correlation between oxysterol binding to a cytosolic binding protein and potency in the repression of hydroxymethylglutaryl coenzyme A reductase.

Authors:  F R Taylor; S E Saucier; E P Shown; E J Parish; A A Kandutsch
Journal:  J Biol Chem       Date:  1984-10-25       Impact factor: 5.157
  7 in total
  5 in total

Review 1.  Review of progress in sterol oxidations: 1987-1995.

Authors:  L L Smith
Journal:  Lipids       Date:  1996-05       Impact factor: 1.880

2.  The occurrence of estrone and estriol in Trichostrongylus colubriformis (Nematoda).

Authors:  H M Lee; E J Parish; L W Bone
Journal:  Lipids       Date:  1989-10       Impact factor: 1.880

3.  Metabolism of an oxysterol, 7-ketocholesterol, by sterol 27-hydroxylase in HepG2 cells.

Authors:  M A Lyons; A J Brown
Journal:  Lipids       Date:  2001-07       Impact factor: 1.880

4.  Pneumocysterol [(24Z)-ethylidenelanost-8-en-3beta-ol], a rare sterol detected in the opportunistic pathogen Pneumocystis carinii hominis: structural identity and chemical synthesis.

Authors:  E S Kaneshiro; Z Amit; M M Swonger; G P Kreishman; E E Brooks; M Kreishman; K Jayasimhulu; E J Parish; H Sun; S A Kizito; D H Beach
Journal:  Proc Natl Acad Sci U S A       Date:  1999-01-05       Impact factor: 11.205

Review 5.  Review of chemical syntheses of 7-keto-delta5-sterols.

Authors:  Edward J Parish; Stephen A Kizito; Zhihai Qiu
Journal:  Lipids       Date:  2004-08       Impact factor: 1.646
  5 in total

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