1941
DOI: 10.1002/recl.19410600906
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Composants du Latex de l'Anacardium Occidentale Linn

Abstract: On trouve dans le latex de I'Anacardium occidentale un acide, I'acide anacardique, et UII Ce latex renferme un produit acide, l'acide anacardique, et un produit neutre, le cardol. La structure de l'acide anacardique a fait l'objet de plusieurs recherches. S t a d e 1 e r 2 ) a demontrk que c'est un acide hydroxybenzoique. Les recherches de R u h e m a n n et S k i n n e r " ) et de H a a g e n S m i t 4 ) ont revelk que l'acide anacardique est un acide salicylique avec une chaine laterale non saturee de 15 a… Show more

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Cited by 48 publications
(15 citation statements)
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“…The classical work ,,, was largely degradative, although use was made of infrared spectral information and colorimetric reactions with ethanolic FeCl 3 , anisaldehyde, vanillin, and Guareschi fluorescence. This early work was hampered by the heterogeneity of samples with respect to homologues and the level of unsaturation, but clarification emerged with oxidative studies by ozonolysis or with other oxidants, a variety of which have been employed. ,, Thus, in the case of cardol the isolation of formaldehyde, butanal, heptanal, and malondialdehyde located the double bonds at the 8-, 8,11-, and 8,11,14-positions in the methylated and separated monoene, diene, and triene constituents, respectively, with structural confirmation in all three by the synthesis of the aromatic fragment, 8-(3,5-dimethoxyphenyl)octan-1-al . With limited samples available, a general chemical procedure for location of the first double bond in the side chain through methylation, dihydroxylation, Malaprade cleavage, and borohydride reduction was found useful with a final comparison of the GC retention time of the resultant arylalkanol with those of a set of synthetic homologous standards.…”
Section: Structural Determinationsmentioning
confidence: 99%
“…The classical work ,,, was largely degradative, although use was made of infrared spectral information and colorimetric reactions with ethanolic FeCl 3 , anisaldehyde, vanillin, and Guareschi fluorescence. This early work was hampered by the heterogeneity of samples with respect to homologues and the level of unsaturation, but clarification emerged with oxidative studies by ozonolysis or with other oxidants, a variety of which have been employed. ,, Thus, in the case of cardol the isolation of formaldehyde, butanal, heptanal, and malondialdehyde located the double bonds at the 8-, 8,11-, and 8,11,14-positions in the methylated and separated monoene, diene, and triene constituents, respectively, with structural confirmation in all three by the synthesis of the aromatic fragment, 8-(3,5-dimethoxyphenyl)octan-1-al . With limited samples available, a general chemical procedure for location of the first double bond in the side chain through methylation, dihydroxylation, Malaprade cleavage, and borohydride reduction was found useful with a final comparison of the GC retention time of the resultant arylalkanol with those of a set of synthetic homologous standards.…”
Section: Structural Determinationsmentioning
confidence: 99%
“…Commercially available, m-isopropylphenol (26a) could not be adequately purified; commercial p-nonylphenol (26c) after distillation was a complex mixture of p-alkyl-(presumably C9) phenols as judged by 13C NMR analysis, and zn-nonylphenol (26b) was unobtainable. As outlined in Scheme II, syntheses of all these compounds was hence accomplished by a sequence that is a composite of similar work (see ref [11][12][13][14][15]. This approach was appealing because the starting materials 22a-c (i) are commercially available and (ii) could be used to establish isomeric purity, while (iii) the conditions are reasonably mild and not likely to induce rearrangements.…”
Section: Discussionmentioning
confidence: 99%
“…The methyl ester methyl ether of (15:O) anacardic acid was obtained by the successive diazomethane, dimethyl sulfate procedure as white plates, mp 39-40 "C (lit. (11,12) 37-37.5 "C).…”
mentioning
confidence: 95%
“…Wallace et al ( 8 ) , in a recent report that described a sensitive TLC procedure for determining cocaine and benzoylecgonine in urine, reviewed various techniques applicable to the detection of the drug and its principal metabolite, Although cocaine may be determined by gas-liquid chromatography (GLC), the amount of unchanged cocaine excreted in the urine (2, 8,9) is generally below the limits of detection by most currently available methods (10, 1 1 ) . Blake et al (12) have proposed a sensitive GLC procedure for the analysis of cocaine which involves reduction of the drug with lithium aluminum hydride, derivatization of the reduced product with pentafluoropropionic anhydride and subsequent detection by electron capture. The application of the technique to the quantitation of the drug in biologic specimens has not been established.…”
mentioning
confidence: 99%