458. Unsaturated lactones and related substances . (a) Introduction . (b) Part I. Unsaturated γ-lactones from keto-acids. The position of the double bond

1950 ◽  
Vol 0 (0) ◽  
pp. 2213-2218 ◽  
Author(s):  
F. A. Kuehl ◽  
R. P. Linstead ◽  
B. A. Orkin
Author(s):  
J. A. Elvidge ◽  
R. P. Linstead ◽  
B. A. Orkin ◽  
Peter Sims ◽  
Harold Baer ◽  
...  

1988 ◽  
Vol 41 (5) ◽  
pp. 711 ◽  
Author(s):  
PK Grant ◽  
KL Chee ◽  
JS Prasad ◽  
MY Tho

Dehydration of the unstable hydroperoxy ethers (4) and (6) formed on ozonolysis of the manool derivatives (2) and (5) resulted in the formation of the ten- membered unsaturated lactones (11) and (12) in good yield. The results of an investigation into the nature of the hydroxyl group and its spatial relationship to the exocyclic double bond in lactone formation are reported for other manool derivatives.


1945 ◽  
Vol 28 (4) ◽  
pp. 357-361 ◽  
Author(s):  
Eric Ponder

1. When digitonin is the lysin, the inhibitory power of sols of cholesterol and related substances depends primarily on a normal, as opposed to an epi, configuration of H and OH at C3. Subsidiary inhibitory effects depend on whether the double bond of cholesterol at C5 is saturated or not, and a trans hydrogen at C5 is associated with a greater inhibition than a cis hydrogen. 2. When saponin is the lysin, normal cholesterol is more inhibitory than its epimer. When the double bond at C5 is saturated (cholestanol, coprosterol, and their epimers), the epi configuration is more inhibitory than the normal configuration. This may be associated with the tendency of the epimers to form liquid interpenetrating films with films of digitonin and digitonin-like lysins. 3. At least one of the esters of cholesterol (cholesteryl acetate) has a small but definite inhibitory effect on both digitonin and saponin hemolysis.


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