Fatty acids of kenaf seed oil

Summary Freshly extracted oil from a sample of kenaf seed, var.Cubano, was found to contain an appreciable amount of epoxy acid as glyceride;cis-12,13-epoxyoleic acid was isolated. Its identity was confirmed by analysis and by conversion to threo-12,13-dihydroxyoleic acid. The remaining fatty acids were esterified, distilled, and identified by the usual procedures. The percentage composition of the fatty acids was estimated from the data as follows: 9-hexadecenoic 1, palmitic 19, linoleic 41, oleic 30, stearic 2, arachidic (trace), 12,13-epoxyoleic 5, undetermined 2. Presented at the fall meeting, American Oil Chemists' Society, Cincinnati, O., September 30–October 2, 1957. Issued as N.R.C. No. 5053.     

Fatty acids of doxantha seed oil

The seed oil ofDoxantha unguis-cati was found to have the following fatty acid composition:cis-9-hexadecenoic 64,cis-11-octadecenoic 15, oleic 4, hexadecadienoic 1, linoleic 4, palmitic 12 and stearic <1%. The significance of the unusual fat composition is discussed in relation to biosynthetic mechanisms. Issued as NRC No. 8291.     

Fatty acids of pimiento pepper seed oil

Pimiento pepper (Capsicum annum L.) seed oil was shown to contain 66–71% linoleic acid with smaller quantities of 16 and 18 carbon saturated and monounsaturated fatty acids. Neither geographical location nor location within pimiento processing plants influenced the level or composition of the seed oil. Two varieties of bell-type peppers were shown to have essentially the same seed oil composition as that of pimientos. Oil extracted from the fruit wall and placenta of pimientos was red and contained high levels of linolenic and small quantities of very long chain polyunsaturated fatty acids. Journal Series Paper No. 462, Georgia Experiment Station, Experiment, Ga.     

Fatty acids and triacylglycerols of cherry seed oil

Cherry seed oil, from the Rosaceae family, prunoid subfamily, is characterized by the existence of about 10% α-eleostearic acid. The structure of the acid was proven by H and¹³C nuclear magnetic resonance. The triacylglycerols of this oil were identified and quantitated by highperformance liquid chromatography by means of several types of detectors. α-Eleostearic acid was not found in the seeds of previously studied prunoids (almond, peach, apricot and plum). The main fatty acids found in the seeds of cherry and other prunoids were linoleic (L), oleic (O) and palmitic acids, and the major triacylglycerols were LLO, LOO and OOO. These chemical data support the botanical relationship within the prunoid subfamily and show the proximity of cherry to the Chrysobalanaceae family.     

Fatty acids and oil content in white lupin seed as affected by production practices

Characteristics of the seed oil of white lupin (Lupinus albus L.), a potential alternative winter crop in the mid-Atlantic region of the United States, are not well established. Replicated experiments were conducted during the 1998–1999 and 1999–2000 growing seasons with a determinate and an indeterminate cultivar to characterize oil and FA in lupin seed in relation to production practices. The experiments were planted in early October, late October, and mid-November using row spacings of 0.3, 0.6, and 0.9 m at each planting time. Seeds from the planting date of early October had significantly (P<0.05) higher oil content than the later plantings (late October and mid-November). A closer row spacing (0.3 m) also had significantly (P<0.05) higher oil content than the wider row spacing (0.9 m). Planting data effects on FA content were significant for some FA, but row spacing did not affect FA contents. Oil content in the seed varied from 7.2 to 8.2% (w/w). The oil from white lupin seed contained FA in the order of 18∶1>18∶2> 18∶3>16∶0>20∶1>22∶1>22∶0>18∶0>24∶0>20∶0. The saturated FA/unsaturated FA ratio in lupin oil was 0.14. White lupin seed contained higher contents of oil and FA than literature values for seed of navy, kidney, and pinto beans.     

Supercritical CO2 extraction of rosehip seed oil: Fatty acids composition and process optimization

Rosehip seed oil has been extracted using supercritical CO₂ at various operating conditions to optimize extraction process. The effect of extraction conditions on the fatty acids composition in the oil was also observed. The extraction conditions were as follows: pressures (P) of 150, 300 and 450 bar, temperatures (T) of 40, 60 and 80 ^oC, and CO₂ flow rate (F) of 2, 3 and 4 mL/min. A full 3³ factorial design coupled with statistical and graphical analysis of the results, by using analysis of variance (ANOVA) was applied to optimize variables in the process of rosehip seed oil extraction with SC-CO₂. The experimental result showed that the seed oil extracted mainly contained linoleic acid (C18:2) as the most abundant followed by linolenic (C18:3), palmitic (C16:0) and stearic acid (C18:0); and the extraction conditions influenced the fatty acids composition. The analysis of experimental design for process optimization results demonstrates that temperature and pressure were to be the influential variables on the extraction yield of seed oil. Furthermore, the apparent solubility of oil in SC-CO₂ was also determined from the experimental data and correlated using empirical equations for further model developing.     

HBr-Reactive acids ofMalva sylvestris seed oil

Malva sylvestris seed oil contained 5.6% sterculic, 11.0% malvalic, 1.6% vernolic, 15.6% lauric, 6.6% myristic, 26.6% palmitic, 5.6% palmitoleic, a trace of stearic, 23.0% oleic and 4.0% linoleic acids. The co-occurrence of malvalic and sterculic acids was established by gas liquid chromatography (GLC) of the silver nitrate-methanol treated esters usingSterculia foetida esters as the reference standard. Co-occurrence of epoxy acid (vernolic acid) was confirmed withVernonia anthelmintica as the lipid standard.     

Acetylenic acids ofAlvaradoa amorphoides seed oil

Oil from the seed ofAlvaradoa amorphoides Liebm. (Simaroubaceae) collected in Mexico contains two acetylenic fatty acids previously unknown in seed oils, 15% of 17-octadecen-6-ynoic and a trace amount of 6-eicosynoic acid. The predominant fatty acid (58%) in the oil is 6-octadecynoic (tariric). Both the δ6 and δ9 series of hexadecenoic, octadecenoic, octadecadienoic, and octadecatrienoic acids were found, but only the δ6 isomer of eicosenoic acid (1.4%) was detectec. The mono- and dienoic acids make up about 19% of the total oil. The remainder consists mostly of saturated acids (6.3%). Techniques used in isolation and identification of the acids included thin layer and gas chromatography, IR, UV, NMR and mass spectroscopy, and ozonolysis coupled with gas chromatography. Presented at the 7th Great Lakes Regional American Chemical Society Meeting, Kalamazoo, Mich., June, 1973. ARS, USDA     

Cyclopropenoic acids ofPavonia sepium seed oil

The seed oil ofPavonia sepium (Malvaceae) contains sterculic (7%) and malvalic (4%) acids. Countercurrent distribution in a hexane-acetonitrile system concentrated and resolved the homologus cyclopropenoid methyl esters. Reductive ozonolysis of selected countercurrent distribution fractions gave β-diketoesters, which were identified by gas chromatography-mass spectrometry as derivatives of sterculic and malvalic acids.Pavonia sepium is the first known species in the plant family Malvaceae whose seed oil contains more sterculic than malvalic acid. Presented at the AOCS-ISF World Congress, Chicago, October 1970. ARS, USDA.     

Fatty acid variation in seed oil amongOcimum species

Content, fatty acid composition, and glyceride profile of oil from seeds of seven basil (Ocimum sp.) chemotypes were determined. The species studied includedO. basilicum, O. canum, O. gratissimum, andO. sanctum. The oil content ranged from 18 to 26%, with triglycerides comprising between 94 and 98% of extracted neutral lipids. The major acylated fatty acids were linolenic (43.8–64.8%), linoleic (17.8–31.3%), oleic (8.5–13.3%), and palmitic acid (6.1–11.0%). Linolenic acid was similar among the fourO. basilicum chemotypes (57–62%), highest inO. canum (65%), and lowest inO. sanctum (44%). Basil seed oil appears suitable as an edible oil or can be used for industrial purposes, and could be processed in the same way as linseed oil. Preliminary calculations estimate that a hectare of basil could produce from 300 to 400 kg of seed oil.     

Fatty acids,fatty alcohols,and wax esters fromLimnanthes douglassi (Meadowfoam) seed oil

Limanathes douglasii seed oil glycerides contain fatty acids which predominantly (97%) have 20 or more carbon atoms. Fatty acids were prepared by saponification; fatty alcohols, by sodium reduction of the glycerides; and liquid wax esters, byp-toluenesulfonic acid-catalyzed reaction of the fatty acids with the fatty alcohols. Solid waxes were prepared by hydrogenation of the glyceride oil and of the wax esters. Chemical and physical constants were determined forLimnanthes douglasii seed oil and its derivatives. The liquid wax esters had properties very similar to those of jojoba (Simmondsia chinensis) seed oil. The solid hydrogenated wax ester was identical in physical appearance and melting point to hydrogenated jojoba seed oil. A laboratory of the Northern Utilization Research and Development Division, Agricultural Research Service, USDA.     

Dihydroxy fatty acids inCardamine impatiens seed oil

The oil ofCardamine impatiens L. (Cruciferae) seed includes glycerides of a series of saturated long-chain vicinal dihydroxy fatty acids, which make up 25% by weight of the mixed fatty acids. The mixture of diols, after transesterification of the oil with methanol, can be crystallized from an ether solution of the mixed methyl esters and has the following composition: methyl 13,14-dihydroxydocosanoate, 66%; methyl 15,16-dihy-droxytetracosanoate, 24%; methyl 9,10-dihydroxyoctadecanoate and methyl 11,12-dihydroxyeicosanoate, about 5% each. Chemical proof is presented showing that essentially all the diols have thecrythro configuration. Presented at AOCS meeting, Chicago, Ill., October 1964. A laboratory of the No. Utiliz. Res. and Dev. Div., ARS, USDA.     

Keto fatty acids formCuspidaria pterocarpa seed oil

The seed oil ofCuspidaria pterocarpa contains three keto fatty acids with unusually long carbon chains: 15-oxo-cis-18-tetracosenoic (5.4%), 17-oxo-cis-20-hexacosenoic (13.4%), and 19-oxo-cis-22-octacosenoic (3.3%) acids. These acids were isolated by countercurrent distribution of the corresponding methyl esters. Their structures were established by oxidative degradation, by reduction to known compounds, and by nuclear magnetic resonance and infrared spectra. Presented at the AOCS Meeting, Los Angeles, April 1966. No. Utiliz. Res. Dev. Div., ARS, USDA.     

Fatty acids ofLindera umbellata and other Lauraceae seed oils

Seed kernel oils of seven species of Lauraceae were examined and the fatty acid composition of six of these was determined. The oil ofLindera umbellata had 4% ofcis-4-decenoic, 47% ofcis-4-dodecenoic, and 5% ofcis-4-tetradecenoic acid in the total fatty acids. Positive identification of these acids was made and new derivatives were prepared. Possible routes of biosynthesis are discussed. Oils from the other species did not contain more than a trace of unsaturated C₁₀−C₁₄ acids. Their major acids were capric and lauric with varying amounts of unsaturated C₁₈ acids. Issued as NRC No. 8928. Presented at the AOCS Meeting, Cincinnati, October 1965.     

Fatty acid composition of melon seed oil lipids and phospholipids

Fatty acid compositions of crude melon seed oil from two different sources were compared. Melon seeds fromCitrullus vulgaris (syn.C. lanatus) contained phosphatidylcholine (PC), lysophosphatidylcholine (LPC) and phosphatidylserine (PS), whereas melon seeds fromCitrullus colocynthis contained only PC and LPC, but not PS. Analysis of the total lipids revealed that the major fatty acid of the oils was 18:2n-6.Citrullus vulgaris seed oil contained 71.3% andC. colocynthis contained 63.4% of 18:2n-6. The predominant fatty acids in theC. vulgaris PC were 18:2n-6 (32.2%), 18:1n-9 (26.4%) and 16:0 (22.2%), whereas theC. colocynthis PC contained 44.6% of 18:1n-9 as the major fatty acid. The level of monoenes in theC. colocynthis variety (46.2%) was different from theC. vulgaris (27.3%). The major fatty acid in the LPC was 18:1n-9 for both varieties. Notably, theC. colocynthis variety did not contain any PS. The major fatty acids in theC. vulgaris PS were 18:1n-9 (37.9%) and 18:2n-6 (33.7%). Of all the phospholipids, LPC contained the greatest amount of monoenes, 48.6–52.4%.     

OxygenatedTrans-3-olefinic acids in aStenachaenium seed oil

Interesting differences were found in oils from two samples ofStenachaenium macrocephalum (Compositae) seed with dissimilar storage histories. One contained significant amounts of epoxy acids (6.5%) and hydroxy conjugated dienoic acids (5.6%), but the other contained no more than 1% of these oxygenated acids. Characterization of components in the former oil established that the principal epoxy acid (4.0%) is the previously unknowncis-9, 10-epoxy-trans-3,cis-12-octadecadienoic acid. The conjugated dienols include two additional new acids with Δ3 unsaturation (2.5%): 9-hydroxy-trans-3,-trans-10,cis-12-octadecatrienoic and 13-hydroxy-trans-3,cis-9,trans-11-octadecatrienoic acoids. The nonoxygenated acids, except for the large amount (40%) oftrans-3,cis-9,cis-12-octadecatrienoic, are those that commonly occur in seed oils. Presented at the AOCS Meeting, San Francisco, April 1969. No. Utiliz. Res. Dev. Div., ARS, USDA.     

Thetrans-3-enoic acids ofGrindelia oxylepis seed oil

trans-3-Hexadecenoic acid (14%) and the previously unreportedtrans-3-octadecenoic acid (2%) have been identified in seed oil ofGrindelia oxylepis Greene, Compositae. Evidence was also found for the existence of other acids withtrans-3 unsaturation. No. Utiliz. Res. Dev. Div., ARS, USDA.