Steroid hormones. XXI. Some testosterone derivatives substituted at C19

1970 ◽  
Vol 23 (2) ◽  
pp. 341 ◽  
Author(s):  
AJ Birch ◽  
B McKague
Keyword(s):  
Steroid Hormones ◽  
Methyl Ether ◽  
Isoprene Unit ◽  
Alcohol Mixture ◽  
Methylmagnesium Iodide ◽  
Ring Fission ◽  
Similar Series ◽  
Derivatives Of

Addition of but-1-en-3-one to (1) produced the adducts (28) and (2b) which undergo ring fission with acid to give (3). Methylmagnesium iodide on (2a) and (2b) gives the alcohol mixture (4) which is converted by acid into (5). A similar series of reactions with derivatives of l,2-dihydrooestrone methyl ether gives the steroid (10) and the 17β-OH analogue, and (11) containing an angular isoprene unit.

Synthesis of methyl ether derivatives of sucrose

1975 ◽  
Vol 43 (2) ◽  
pp. 360-365 ◽  
Author(s):  
Michael G. Lindley ◽  
Gordon G. Birch ◽  
Riaz Khan
Keyword(s):  
Methyl Ether ◽  
Derivatives Of

Synthesis and evaluation of methyl ether derivatives of the vancomycin, teicoplanin, and ristocetin aglycon methyl esters

2003 ◽  
Vol 13 (17) ◽  
pp. 2933-2936 ◽  
Author(s):  
Casey C. McComas ◽  
Brendan M. Crowley ◽  
Inkyu Hwang ◽  
Dale L. Boger
Keyword(s):  
Methyl Ether ◽  
Methyl Esters ◽  
Derivatives Of

scholarly journals Degradation of Benzo[a]pyrene by Mycobacterium vanbaalenii PYR-1

2004 ◽  
Vol 70 (1) ◽  
pp. 340-345 ◽  
Author(s):  
Joanna D. Moody ◽  
James P. Freeman ◽  
Peter P. Fu ◽  
Carl E. Cerniglia
Keyword(s):  
High Performance ◽  
Culture Media ◽  
Optical Purity ◽  
Fission Products ◽  
Reversed Phase ◽  
Environmental Pollutant ◽  
Ring Fission ◽  
Uv Visible ◽  
Derivatives Of ◽  
Absolute Stereochemistry

ABSTRACT Metabolism of the environmental pollutant benzo[a]pyrene in the bacterium Mycobacterium vanbaalenii PYR-1 was examined. This organism initially oxidized benzo[a]pyrene with dioxygenases and monooxygenases at C-4,5, C-9,10, and C-11,12. The metabolites were separated by reversed-phase high-performance liquid chromatography (HPLC) and characterized by UV-visible, mass, nuclear magnetic resonance, and circular dichroism spectral analyses. The major intermediates of benzo[a]pyrene metabolism that had accumulated in the culture media after 96 h of incubation were cis-4,5-dihydro-4,5-dihydroxybenzo[a]pyrene (benzo[a]pyrene cis-4,5-dihydrodiol), cis-11,12-dihydro-11,12-dihydroxybenzo[a]pyrene (benzo[a]pyrene cis-11,12-dihydrodiol), trans-11,12-dihydro-11,12-dihydroxybenzo[a]pyrene (benzo[a]pyrene trans-11,12-dihydrodiol), 10-oxabenzo[def]chrysen-9-one, and hydroxymethoxy and dimethoxy derivatives of benzo[a]pyrene. The ortho-ring fission products 4-formylchrysene-5-carboxylic acid and 4,5-chrysene-dicarboxylic acid and a monocarboxylated chrysene product were formed when replacement culture experiments were conducted with benzo[a]pyrene cis-4,5-dihydrodiol. Chiral stationary-phase HPLC analysis of the dihydrodiols indicated that benzo[a]pyrene cis-4,5-dihydrodiol had 30% 4S,5R and 70% 4R,5S absolute stereochemistry. Benzo[a]pyrene cis-11,12-dihydrodiol adopted an 11S,12R conformation with 100% optical purity. The enantiomeric composition of benzo[a]pyrene trans-11,12-dihydrodiol was an equal mixture of 11S,12S and 11R,12R molecules. The results of this study, in conjunction with those of previously reported studies, extend the pathways proposed for the bacterial metabolism of benzo[a]pyrene. Our study also provides evidence of the stereo- and regioselectivity of the oxygenases that catalyze the metabolism of benzo[a]pyrene in M. vanbaalenii PYR-1.

scholarly journals Synthesis and Evaluation of Selected Key Methyl Ether Derivatives of Vancomycin Aglycon

2010 ◽  
Vol 53 (19) ◽  
pp. 7229-7235 ◽  
Author(s):  
Christine M. Crane ◽  
Joshua G. Pierce ◽  
Siegfried S. F. Leung ◽  
Julian Tirado-Rives ◽  
William L. Jorgensen ◽  
...  
Keyword(s):  
Methyl Ether ◽  
Derivatives Of ◽  
Vancomycin Aglycon

Structural derivatives of tamoxifen and oestradiol 3-methyl ether as potential alkylating antioestrogens

1981 ◽  
Vol 17 (2) ◽  
pp. 193-200 ◽  
Author(s):  
V.C. Jordan ◽  
Linda Fenuik (born Rowsby) ◽  
Karen E. Allen ◽  
R.C. Cotton ◽  
Dora Richardson ◽  
...  
Keyword(s):  
Methyl Ether ◽  
Derivatives Of

Chromatographic analysis of methyl ethers of 2-amino-2-deoxy-D-glucopyranose

1969 ◽  
Vol 47 (21) ◽  
pp. 4091-4093 ◽  
Author(s):  
M. B. Perry ◽  
Ann C. Webb
Keyword(s):  
Liquid Chromatography ◽  
Acetic Anhydride ◽  
Paper Chromatography ◽  
Methyl Ether ◽  
Sodium Borohydride ◽  
Chromatographic Analysis ◽  
Gas Liquid Chromatography ◽  
Derivatives Of

The mono-, di-, and tri-O-methyl ether derivatives of 2-amino-2-deoxy-D-glucopyranose have been analyzed by gas–liquid chromatography of their fully acetylated 2-acetamido-2-deoxy-D-glucitol derivatives which were prepared from the glycoses by reduction with sodium borohydride followed by acetylation with acetic anhydride. The methyl ethers of 2-amino-2-deoxy-D-glucopyranose were also characterized by degradation with ninhydrin to the corresponding methyl ether derivatives of D-arabinose which were identified by paper chromatography.

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