The 3-Hydroxy Group and 4,5-trans Double Bond of Sphingomyelin Are Essential for Modulation of Galactosylceramide Transmembrane Asymmetry

New lupane-type triterpenoids with 5(6) double bond were prepared using the method of partial demethylation on carbon C-4. Hydroboration of the double bond led to 6α-hydroxy derivative. By the oxidation and following reduction of 6α-hydroxy derivative the 6-oxo and 6β-hydroxy derivatives were prepared. A new method for selective oxidation of secondary hydroxy group in the presence of primary hydroxy group was performed. The conformation of ring A of new lupane-type 3-oxo derivatives with a substituent on ring B was elucidated on the bases of 1H and 13C NMR spectra and molecular modelling.

Download Full-text

Prostaglandins and congeners XXIII (1). Synthesis of 15-deoxy-16-hydroxy-16-methylprostaglandins. The importance of the C13-C14 trans double bond for bronchodilator activity

Prostaglandins ◽

10.1016/s0090-6980(79)80042-8 ◽

1979 ◽

Vol 17 (5) ◽

pp. 707-717 ◽

Cited By ~ 2

Author(s):

Sow-Mei L. Chen ◽

Charles V. Grudzinskas ◽

Franz Dessy

Keyword(s):

Double Bond ◽

Trans Double Bond ◽

Bronchodilator Activity

Download Full-text

Separation of cis and trans double-bond isomers using capillary zone electrophoresis

Analytical Chemistry ◽

10.1021/ac00020a032 ◽

1991 ◽

Vol 63 (20) ◽

pp. 2377-2380 ◽

Cited By ~ 23

Author(s):

Richard R. Chadwick ◽

Jeff C. Hsieh

Keyword(s):

Double Bond ◽

Capillary Zone Electrophoresis ◽

Trans Double Bond ◽

Zone Electrophoresis ◽

Capillary Zone ◽

Cis And Trans ◽

Bond Isomers

Download Full-text

Resonance electron capture for determining double bond and hydroxy group locations in fatty acids

Organic Mass Spectrometry ◽

10.1002/oms.1210291111 ◽

1994 ◽

Vol 29 (11) ◽

pp. 641-646 ◽

Cited By ~ 11

Author(s):

Valery G. Voinov ◽

Valentin M. Boguslavskiy ◽

Yuri N. Elkin

Keyword(s):

Fatty Acids ◽

Double Bond ◽

Hydroxy Group ◽

Electron Capture ◽

Resonance Electron Capture ◽

Resonance Electron

Download Full-text

Effect of Sorbitan Tristearate on the Thermal and Structural Properties of Monoacid Triglycerides - Influence of a “Cis” or “Trans” Double Bond

Lipid / Fett ◽

10.1002/lipi.19950970206 ◽

1995 ◽

Vol 97 (2) ◽

pp. 65-69 ◽

Cited By ~ 4

Author(s):

Paola Elisabettini ◽

Amélia Desmedt ◽

Véronique Gibon ◽

F. Durant

Keyword(s):

Double Bond ◽

Structural Properties ◽

Trans Double Bond ◽

Sorbitan Tristearate

Download Full-text

Synthesis of New Trans Double-Bond Sphingolipid Analogues: Δ4,6and Δ6Ceramides

The Journal of Organic Chemistry ◽

10.1021/jo0162639 ◽

2002 ◽

Vol 67 (8) ◽

pp. 2600-2605 ◽

Cited By ~ 30

Author(s):

Jiong Chun ◽

Guoqing Li ◽

Hoe-Sup Byun ◽

Robert Bittman

Keyword(s):

Double Bond ◽

Trans Double Bond

Download Full-text

Four New Eremophilane-Type Alcohols from Cremanthodium Helianthus Collected in China

Natural Product Communications ◽

10.1177/1934578x1200700402 ◽

2012 ◽

Vol 7 (4) ◽

pp. 1934578X1200700 ◽

Cited By ~ 2

Author(s):

Yoshinori Saito ◽

Mayu Ichihara ◽

Yasuko Okamoto ◽

Xun Gong ◽

Chiaki Kuroda ◽

...

Keyword(s):

Double Bond ◽

Hydroxy Group ◽

Partial Structures ◽

Spectroscopic Analyses

Four new eremophilane-type sesquiterpenoid alcohols were isolated from Cremanthodium helianthus collected in China and their structures established on the basis of spectroscopic analyses. All of them had 9-en-8-one partial structures with one more double bond either Δ11, Δ11(13), or Δ7(11). Two of them had a hydroxy group at C-1 position.

Download Full-text