Some reactions of sterculic and malvalic acids. A new source of malvalic acid

1970 ◽  
Vol 48 (7) ◽  
pp. 759-762 ◽  
Author(s):  
M. W. Roomi ◽  
C. Y. Hopkins

Oxidation of sterculic acid by aqueous alkaline permanganate gave 9,11-dioxononadecanoic acid. Oxidation of sterculic acid by peracetic acid gave a mixture of 9-oxononadec-10-enoic and 11-oxononadec-9-enoic acids. Acetolysis of malvalic acid gave a mixture of 8-hydroxy-9-methylene-heptadecanoic and 9-hydroxy-8-methylene-heptadecanoic acids. Seed oil of Pterospermum acerifolium Willd. (family Sterculiaceae) contained malvalic acid as its major cyclopropenoid component. It comprised about 16% of the total fatty acids.

1964 ◽  
Vol 42 (10) ◽  
pp. 2224-2227 ◽  
Author(s):  
C. Y. Hopkins ◽  
Mary J. Chisholm

trans-3-Hexadecenoic acid was found to be a component of the glyceride oil of seeds of Heleniumbigelowii A. Gr. It constituted about 10% of the total fatty acids. The acid was isolated and identified by oxidative cleavage and by its infrared and nuclear magnetic resonance (n.m.r.) spectra. Reaction with alkaline permanganate gave 3-hydroxypalmito-γ-lactone. Mild alkaline treatment of methyl 2 tyrans-3-hexadecenoate caused a shift of the double bond to the 2-position. A sample of Heleniumhoopesii seed oil did not contain any trans-unsaturated acid.


1946 ◽  
Vol 24b (5) ◽  
pp. 211-220 ◽  
Author(s):  
C. Y. Hopkins

The fatty oil of hare's-ear mustard seed (Conringia orientalis L.) was examined. Constants of the oil were determined and a partial separation of the fatty acids was carried out by the methyl ester fractionation method. Palmitic, oleic, linoleic, eicosenoic, erucic, and lignoceric acids were identified. Erucic acid was found to be present in largest amount. The oil resembles rapeseed and other Cruciferae seed oils in this respect. The content of eicosenoic acid is estimated to be not more than 12% of the total fatty acids.


2013 ◽  
Vol 634-638 ◽  
pp. 1294-1301
Author(s):  
Jian Xia Guo ◽  
Chang Lu Wang ◽  
Zhi Jian Wu

Pinus armandi franch is a unique specialty plant in China and its seed oil contains high levels of essential fatty acids (EFA), particularly linoleic acid (LA), which has several pharmaceutical properties. Pinus armandi franch seed oil is a nice resource of linoleic acid with a content of 63% of the total fatty acids. Linoleic acid is an essential fatty acid, whose absence in a normal diet is responsible for the development of various abnormal disorders. This work reported purified LA from Pinus armandi franch seed oil could lower MDA content of lipid peroxidation on rats with hyperlipidemia significantly. TAC activity of liver, heart and serum was enhanced significantly, as well as SOD activity was increased. It demonstrated purified LA from Pinus armandi franch seed oil could improve antioxidant levels of hyperlipidemia rats effectively, enhance the activity of antioxidant enzyme and reduce the content of lipid peroxide, thereby improving lipid metabolism.


1963 ◽  
Vol 41 (8) ◽  
pp. 1888-1892 ◽  
Author(s):  
Mary J. Chisholm ◽  
C. Y. Hopkins

trans-9-trans-12-Octadecadienoic acid was found to be a component of the glyceride oil of the seeds of Chilopsis linearis (Cav.) Sweet. It was isolated by fractional crystallization of the acids at low temperatures and removal of conjugated acids as their adducts with maleic anhydride. Identification was made by absorption spectra and by preparation of derivatives and degradative products. The acid is estimated to constitute about 15% of the total fatty acids of the oil. Linoleic acid was also identified.


1969 ◽  
Vol 49 (5) ◽  
pp. 573-580 ◽  
Author(s):  
B. R. Stefansson ◽  
A. K. Storgaard

Four populations of rapeseed plants (Brassica napus L.) were used in an investigation of the correlation of seed oil and its component fatty acids; the constituents of the oil were palmitic, oleic, linoleic, linolenic, and eicosenoic acids. Oil content was calculated as percent of the dry weight of the seed and fatty acids from the oil as percent of total fatty acids (TFA) and as percent of seed. Correlation coefficients were calculated for all pairs of fatty acids and for oil and each fatty acid.When fatty acids were expressed as percent of TFA, there was a strong tendency for negative correlations between oleic and other fatty acids and a tendency for positive correlation between linoleic and linolenic. These results are essentially similar to published correlations. When fatty acids were expressed as percent of seed, there were no consistently significant correlations for any pair of fatty acids in the four populations of rapeseed plants.When fatty acids were expressed as percent of TFA and oil as percent of seed, there were several consistently high negative correlations between oil and fatty acids. When both fatty acids and oil were expressed as percent of seed, most of the correlations between oil and fatty acids were positive, as might be expected since fatty acids are a part of the oil.


1956 ◽  
Vol 34 (4) ◽  
pp. 459-464 ◽  
Author(s):  
Mary J. Chisholm ◽  
C. Y. Hopkins

The fatty oil of delphinium seed (Delphinium hybridum (Hort.)) was examined. Fresh seed gave an oil composed mainly of glycerides but having 2.8% of free fatty acids. The oil from older seed contained about 50% of free fatty acids, apparently as a result of lipase action in the seed. The total fatty acids were found to include cis-11-eicosenoic acid (18%) and eicosadienoic acid (1%), the latter identified as tetrahydroxyeicosanoic acid. Other acids that were identified and the estimated percentages were: 9-hexadecenoic <1, palmitic 4, linoleic 16, oleic 53, and stearic 1. Spectroscopic analysis indicated a content of 2.5% of octadecatrienoic acid. Eicosoic acids have not been observed previously in the seed oils of this plant family (Ranunculaceae).


Foods ◽  
2020 ◽  
Vol 9 (8) ◽  
pp. 970
Author(s):  
Yanfang Li ◽  
Fanghao Yuan ◽  
Yanbei Wu ◽  
Yaqiong Zhang ◽  
Boyan Gao ◽  
...  

The triacylglycerol (TAG) compositions of cucumber, tomato, pumpkin, and carrot seed oils were analyzed using ultra-performance convergence chromatography (UPC2) combined with quadrupole time-of-flight mass spectrometry (Q-TOF MS). A total of 36, 42, 39, and 27 different TAGs were characterized based on their Q-TOF MS accurate molecular weight and MS2 fragment ion profiles in the cucumber, tomato, pumpkin, and carrot seed oils, respectively. Generally, different vegetable seed oils had different TAGs compositions. Among the identified fatty acids, linoleic acid was the most abundant fatty acid in cucumber, tomato, and pumpkin seed oils and the second most abundant in carrot seed oil with relative concentrations of 54.48, 48.69, 45.10, and 15.92 g/100 g total fatty acids, respectively. Oleic acid has the highest concentration in carrot seed oil and the second highest in cucumber, tomato, and pumpkin seed oils, with relative concentrations of 78.97, 18.57, 27.16, and 33.39 g/100 g total fatty acids, respectively. The chemical compositions of TAGs and fatty acids could promote understanding about the chemical profiles of certain vegetable seed oils, thus improving the potential ability to select appropriate oils with specific functions and a high nutritional value and then develop functional foods in the future.


1960 ◽  
Vol 38 (6) ◽  
pp. 805-812 ◽  
Author(s):  
Mary J. Chisholm ◽  
C. Y. Hopkins

The seed oil of Asclepiassyriaca L., family Asclepidaceae, was examined by gas chromatography and distillation of the methyl esters. The fatty acids were found to include a considerable proportion of cis-11-octadecenoic acid, which has not been observed previously in seed oils. It was obtained as a concentrate [Formula: see text] by low-temperature crystallization of the C18 acids and identified as 11,12-dihydroxystearic acid. The amount of 11-octadecenoic acid in the oil was determined by oxidative splitting of the total fatty acids and estimation of the resulting azelaic and undecanedioic acids by gas chromatography.The C16 acids included 9,12-hexadecadienoic acid, which is rare in seed oils,and an unusually large proportion of 9-hexadecenoic acid. The percentage composition of the fatty acids was estimated from the data as follows: palmitic 4,9-hexadecenoic 10, 9,12-hexadecadienoic 2, stearic < 1, oleic 15, 11-octadecenoic 15, linoleic 53, linolenic < 1. The unsaturated acids have the cis configuration.


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