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. 2023 Feb 6;12(4):693. doi: 10.3390/foods12040693

Analysis of Physicochemical Properties, Lipid Composition, and Oxidative Stability of Cashew Nut Kernel Oil

Yijun Liu 1,2, Leshi Li 3, Qiuyu Xia 3, Lijing Lin 1,2,*
PMCID: PMC9955488  PMID: 36832768

Abstract

Cashew nut kernel oil (CNKO) is an important oil source from tropical crops. The lipid species, composition, and relative content of CNKO were revealed using ultra high performance liquid chromatography time-of-flight tandem mass spectrometry (UPLC-TOF-MS/MS), and the physicochemical properties, functional group structure, and oxidation stability of CNKO at different pressing temperatures were characterized using a near infrared analyzer and other methods. The results showed that CNKO mainly consisted of oleic acid (60.87 ± 0.06%), linoleic acid (17.33 ± 0.28%), stearic acid (10.93 ± 0.31%), and palmitic acid (9.85 ± 0.04%), and a highly unsaturated fatty acid (78.46 ± 0.35%). In addition, 141 lipids, including 102 glycerides and 39 phospholipids, were identified in CNKO. The pressing temperature had a significant effect on the physicochemical properties of cashew kernels, such as acid value, iodine value, and peroxide value, but the change in value was small. The increase in pressing temperature did not lead to changes in the functional group structure of CNKO, but decreased the induction time of CNKO, resulting in a decrease in their oxidative stability. It provided basic data support to guide subsequent cashew kernel processing, quality evaluation, and functional studies.

Keywords: cashew nuts, oil, lipids, oxidative stability, physicochemical properties

1. Introduction

The cashew nut is a genus of plants of the genus Dicotyledonea, order Sapotaceae, family Lacertidae, and genus Cashew [1]. Currently, the countries with relatively large cashew cultivation areas in the world include India, Brazil, Vietnam, Côte d’Ivoire, Mozambique, and Tanzania, whose total output accounts for more than 60% globally. According to the statistics of the world food and agriculture organization (FAO), it can be seen that the total global production of cashew nuts (in shell) was up to 4,093,000 tons in 2018 and 3,960,700 tons in 2019. The total cashew nut production (in 2019) in Africa, represented by Côte d’Ivoire and Mozambique, was 2,334,400 tons, accounting for 60% of the world’s total production. The total production in Asia, represented by India, was 1,474,900 tons, accounting for 37%, and the total production in the Americas, represented by Brazil, was 151,400 tons, accounting for 3%.

Cashew nut kernels (CNKs) are the kernels of shelled cashew nuts after dehulling, which are mainly composed of 47.0% fat, 21.1% protein, 4.6–11.2% starch, 2.4–8.7% sugar, and other components, as well as a variety of amino acids, vitamins, and trace elements, such as phosphorus, iron, and calcium [1]. CNK processing mainly produces primary products, and deep processing products are less common, such as charbroiled cashew nuts, seaweed cashew nuts, salt-baked cashew nuts, cashew oil microcapsules [2], defatted cashew nut flour [3], and probiotic drinks [4]. In addition, Sravani et al. [5] added crushed CNKs to the feed of lambs to improve weight gain, feed efficiency, and economic meat production in male lambs. Morgane et al. [6] fed C. gariepinus with CNKO instead of fish oil and palm oil to achieve an increased net profit value (NPV) (23.15$) from a low investment. The results of Emelike et al. [7] showed that CNKO was effective in reducing serum cholesterol and triglyceride levels in rats.

CNKO is a very important nutritional component of CNKs, accounting for approximately 47% [8]. CNKO contains 11 saturated fatty acids, accounting for 25.37% of the total content, with palmitic acid (12.20%), stearic acid (11.30%), arachidic acid (1.07%), and behenic acid (0.22%). It also contains seven unsaturated fatty acids, accounting for 71.98% of the total content, with oleic acid (51.47%), linoleic acid (19.66%), palmitoleic acid (0.36%), and eicosanoic acid (0.34%) [9].

The aqueous extraction method, squeezing extraction, supercritical carbon dioxide extraction, and solvent extraction method were common extraction methods for oils. Phuong et al. [10] used enzyme-assisted aqueous extraction for cashew nut oil recovery of 86.28% with lower peroxide and free fatty acid values than those obtained by Soxhlet extraction. Li et al. [11] determined the optimal processing conditions for CNKO extraction using the aqueous extraction method: the temperature was set to 80 °C, the material–liquid ratio was 1:3, the centrifugal force was 6000 r/min, and the oil yield was 34.86%.

CNKs are rich in protein and tightly combined with oil, and the aqueous extraction method easily produced the serious emulsification phenomenon, which affects the extraction of oil. The supercritical carbon dioxide extraction method involves a large equipment cost investment, while the pressing method is a simple and low-cost process. However, there are few reports on the lipid composition of CNKO and the effect of pressing temperature on the physicochemical properties, functional group composition, and oxidative stability of CNKO. Therefore, in this study, the lipid species, composition, and relative content were revealed in CNKO using high performance liquid chromatography time-of-flight tandem mass spectrometry, and the physicochemical properties, functional group structure, and oxidation stability of CNKO at different pressing temperatures were characterized using a near infrared analyzer and other methods. This study will provide basic data for the processing and product development of CNKO.

2. Materials and Methods

2.1. Preparation of Cashew Nut Kernel Oil

Cashew nut kernels (W240) were purchased from Chang-da-Chang Super Shopping Supermarket, Zhanjiang, China. The temperature of the press was adjusted, and then the cashew kernels were placed in the press (LTP200, Dongguan Minjian Electric Industrial Co., Zhanjiang, China) for extraction, and the crude oil was collected and centrifuged at 20 °C and 5000 rpm for 10 min, and the upper oil layer was collected and stored at 4 °C for use.

2.2. Physicochemical Analysis of Cashew Nut Kernel Oil

The determination of acid values was made with reference to GB5009.229-2016 [12], and the determination of iodine values was made with reference to GBT5532-2008 [13].

The peroxide value was determined by referring to the method of Akbar et al. [14] with appropriate modifications. A total of 0.02 mg of oil (m) was dissolved in 2 mL of chloroform/methanol (7:3), 0.05 mL of ammonium thiocyanate (0.3 g/mL) was added as sample solution 1, and the absorbance of sample solution 1 at 501 nm was E0. A total of 0.05 mL of ferrous chloride was added to sample solution 1, and the reaction was left for 5 min after vortex shaking to obtain sample solution 2, and the absorbance of sample solution 2 was at 501 nm. The absorbance of sample solution 2 at 501 nm was E2. Without adding oil, the absorbance at 501 nm was E1, and the peroxide value (POV) = (E2 − (E0 + E1))/(55.82 × m).

The specific extinction coefficient was determined by referring to the method of HST57-2017 and Yakindra et al. [15] with appropriate modifications. A total of 0.25 g of oil sample was put into a test tube, dissolved by adding 5 mL of isooctane, and then diluted to 25 mL by adding isooctane. The concentration of the sample solution was ω (g/100 mL), and the oil sample was placed in the automatic refractometer (XFZGY-3000, Xiamen Xiongfa Instrument Co., Xiamen, China) for measurement. Using isooctane as the reference, the absorbance of the sample solution at 232 nm was A232, and the corresponding specific extinction coefficient K232 = A232/ω. The absorbance of the sample solution at 270 nm was A270, and the corresponding specific extinction coefficient K270 = A270/ω.

2.3. Determination of Fatty Acid Composition of Cashew Nut Kernel Oil

The fatty acid composition in cashew nut kernel oil was determined by gas chromatography (GC-MS) (LC-30A, Shimadzu, Kyoto, Japan) coupled with the potassium hydroxide methylation method. The relevant parameters were referred to in Liu et al. [16].

2.4. Determination of Lipids of Cashew Nut Kernel Oil

The lipid composition in CNKO oil was performed by a Shimadzu UPLC LC-30A system (LC-30A liquid chromatograph, Shimadzu Corporation, Kyoto, Japan) equipped with a Phenomenex Kinete C18 column (100 × 2.1 mm, 2.6 µm), and the relevant parameters were referred to in Liu et al. [16].

2.5. Determination of Fourier Transform Infrared Spectroscopy of Cashew Nut Kernel Oil

Referring to the method of Yakindra et al. [15] with some modifications, oil droplets were placed on the plane sensitive surface of the crystal and then placed in an infrared spectrometer (Thermo Nicolet iN10, ThermoFisher Scientific, Greenville, SC, USA) for measurement. The infrared spectra were collected in the range of 500–4000 cm−1 with a resolution of 4 cm−1 and 64 scans, and the infrared spectral data were collected with the OMSNIC software (Thermo Nicolet iN10, ThermoFisher Scientific, Greenville, SC, USA) with an average of 3 parallel acquisitions per sample. The average spectrum was used as the sample spectrum, and the infrared spectral curve was plotted using Origin software (2021, OriginLab Corporation, Northampton, UK).

2.6. Determination of Oxidative Stability of Cashew Nut Kernel Oil

The oxidative stability of the oil was determined by referring to the method of Xia et al. [17] with some modifications. A 3.5 g oil sample was weighed into a test tube, which was placed in an oil oxidation stability tester (Rancimat743, Swiss Aptar China Ltd., Hong Kong, China) at 110 °C with an air flow rate of 20 L/h. The induction time was recorded from the inflection point of the conductivity curve and the results were recorded in hours.

2.7. Data Processing and Analysis

All samples were measured 3 times in parallel. LipidView software (v2.0, ABSciex, Concord, ON, Canada) was used to undertake qualitative analysis of shotgun-MS data. In the process of data analysis, the relevant parameters of the software were set as follows: the mass tolerance was 0.5, the minimum% intensity was 1, the minimum signal-to-noise ratio was 10, the average flow injection spectrum from the top was 30% TIC, and the total double bond was ≤12. OriginPro (2021, OriginLab Corporation, Northampton, UK), SIMCA (14.1, Sartorius Lab Instruments GmbH & Co. KG, Goettingen, Germany), and Photoshop (2022, Adobe Systems Incorporated, San Jose, CA, USA) were used for plotting, data processing, and statistical analysis.

3. Results and Analysis

3.1. Analysis of Fatty Acid and Lipid Composition of Cashew Nut Kernel Oil

The fatty acids of CNKO were palmitic acid (9.85 ± 0.04%), palmitoleic acid (0.26 ± 0.01%), stearic acid (10.93 ± 0.31%), oleic acid (60.87 ± 0.06%), linoleic acid (17.33 ± 0.28%), and arachidonic acid (0.76 ± 0.02%). The content of saturated fatty acids was approximately (21.54 ± 0.37%) and unsaturated fatty acids was approximately (78.46 ± 0.35%), including (61.13 ± 0.07%) of monounsaturated fatty acids.

The lipid composition of CNKO was comprehensively profiled using UPLC-TOF-MS/MS, and information on the precise relative molecular masses of lipids, isotopic distribution, and secondary mass spectrometry cleavage fragments were obtained in composite scanning mode. The lipids of CNKO were identified as shown in Table 1 and Table 2 and Figure 1. As shown in Figure 1A,B, 141 lipids, composed of 102 glycerides, and 39 phospholipids, were identified in CNKO. The 102 glycerides mainly included 8 diacylglycerol (DG), 3 ether-linked diacylglycerol (EtherDG), 1 diacylglyceryl-3-O-carboxyhydroxy methylcholine (DGCC), 2 diacylglyceryl glucuronide (DGGA), 73 triglycerides (TG), 4 ether-linked triacylglycerol (EtherTG), and 11 oxidized triglycerides (OxTG). A total of 39 phospholipids mainly included 4 lysophophatidylcholine (LPC), 3 lysophosphatidylethanolamine (LPE), 2 lysophosphatidylinositol (LPI), 7 phosphatidylcholine (PC), 2 ether-linked phosphatidylcholine (EtherPC), 8 phosphatidylethanolamine (PE), 1 ether-linked phosphatidylethanolamine (EtherPE), 5 phosphatidylglycerol (PG), 6 phosphatidylinositol (PI), and 1 ether-linked phosphatidylinositol (EtherPI).

Table 1.

Composition of the 102 glycerides in cashew nut kernel oil.

No. Average Rt (min) Average Mz Lipid Name Adduct Type Formula Ontology Content (μg/g)
1 6.007 586.53 DG 32:0|DG 16:0_16:0 [M+NH4]+ C35H68O5 DG 43.81 ± 7.84
2 6.562 614.562 DG 34:0|DG 16:0_18:0 [M+NH4]+ C37H72O5 DG 48.39 ± 6.18
3 6.069 612.548 DG 34:1|DG 16:0_18:1 [M+NH4]+ C37H70O5 DG 900.65 ± 178.65
4 6.627 640.5787 DG 36:1|DG 18:0_18:1 [M+NH4]+ C39H74O5 DG 632.07 ± 114.33
5 6.154 638.5631 DG 36:2|DG 18:1_18:1 [M+NH4]+ C39H72O5 DG 3291.57 ± 497.25
6 5.732 636.5476 DG 36:3|DG 18:1_18:2 [M+NH4]+ C39H70O5 DG 2286.09 ± 346.24
7 5.351 634.5338 DG 36:4|DG 18:2_18:2 [M+NH4]+ C39H68O5 DG 529.40 ± 122.34
8 7.188 668.6134 DG 38:1|DG 20:0_18:1 [M+NH4]+ C41H78O5 DG 88.25 ± 12.06
9 7.175 596.5529 DG O-34:2|DG O-19:1_15:1 [M+NH4]+ C37H70O4 EtherDG 48.04 ± 4.95
10 7.241 622.5684 DG O-36:3|DG O-19:1_17:2 [M+NH4]+ C39H72O4 EtherDG 282.66 ± 26.48
11 6.786 620.5507 DG O-36:4|DG O-19:2_17:2 [M+NH4]+ C39H70O4 EtherDG 85.64 ± 7.88
12 5.612 780.6304 DGCC 36:2 [M+H]+ C46H85NO8 DGCC 935.46 ± 116.33
13 3.89 788.5853 DGGA 34:1|DGGA 16:0_18:1 [M+NH4]+ C43H78O11 DGGA 67.60 ± 9.66
14 3.924 814.6013 DGGA 36:2|DGGA 18:1_18:1 [M+NH4]+ C45H80O11 DGGA 329.67 ± 40.97
15 6.381 628.5412 TG 34:0|TG 8:0_10:0_16:0 [M+NH4]+ C37H70O6 TG 34.85 ± 1.66
16 6.943 656.5758 TG 36:0|TG 10:0_12:0_14:0 [M+NH4]+ C39H74O6 TG 40.62 ± 1.74
17 6.51 654.5604 TG 36:1|TG 8:0_10:0_18:1 [M+NH4]+ C39H72O6 TG 38.25 ± 4.56
18 7.482 684.6063 TG 38:0|TG 10:0_12:0_16:0 [M+NH4]+ C41H78O6 TG 32.71 ± 1.81
19 7.08 682.5913 TG 38:1|TG 10:0_10:0_18:1 [M+NH4]+ C41H76O6 TG 47.68 ± 5.67
20 8.019 712.6378 TG 40:0|TG 10:0_14:0_16:0 [M+NH4]+ C43H82O6 TG 27.08 ± 0.39
21 7.578 710.6234 TG 40:1|TG 10:0_12:0_18:1 [M+NH4]+ C43H80O6 TG 23.59 ± 2.48
22 8.527 740.6711 TG 42:0|TG 10:0_16:0_16:0 [M+NH4]+ C45H86O6 TG 25.50 ± 1.40
23 8.098 738.6581 TG 42:1|TG 8:0_16:0_18:1 [M+NH4]+ C45H84O6 TG 23.49 ± 1.11
24 9.016 768.703 TG 44:0|TG 14:0_14:0_16:0 [M+NH4]+ C47H90O6 TG 21.62 ± 2.27
25 8.602 766.6914 TG 44:1|TG 10:0_16:0_18:1 [M+NH4]+ C47H88O6 TG 27.25 ± 2.60
26 9.252 782.7144 TG 45:0|TG 14:0_15:0_16:0 [M+NH4]+ C48H92O6 TG 18.69 ± 2.46
27 9.503 796.7383 TG 46:0|TG 14:0_16:0_16:0 [M+NH4]+ C49H94O6 TG 30.36 ± 4.03
28 9.09 794.7215 TG 46:1|TG 12:0_16:0_18:1 [M+NH4]+ C49H92O6 TG 26.84 ± 4.20
29 8.665 792.7044 TG 46:2|TG 10:0_18:1_18:1 [M+NH4]+ C49H90O6 TG 21.53 ± 3.18
30 9.328 808.7332 TG 47:1|TG 15:0_16:0_16:1 [M+NH4]+ C50H94O6 TG 21.45 ± 3.22
31 9.919 824.7706 TG 48:0|TG 16:0_16:0_16:0 [M+NH4]+ C51H98O6 TG 173.58 ± 19.77
32 9.533 822.7522 TG 48:1|TG 14:0_16:0_18:1/TG 16:0_16:0_16:1 [M+NH4]+ C51H96O6 TG 134.10 ± 17.14
33 9.147 820.7355 TG 48:2|TG 14:0_16:0_18:2 [M+NH4]+ C51H94O6 TG 70.43 ± 13.58
34 10.135 838.7834 TG 49:0|TG 15:0_16:0_18:0/TG 16:0_16:0_17:0 [M+NH4]+ C52H100O6 TG 14.64 ± 3.10
35 9.739 836.7692 TG 49:1|TG 15:0_16:0_18:1 [M+NH4]+ C52H98O6 TG 49.24 ± 3.61
36 10.341 852.8005 TG 50:0|TG 16:0_16:0_18:0 [M+NH4]+ C53H102O6 TG 244.63 ± 22.24
37 9.934 850.7884 TG 50:1|TG 16:0_16:0_18:1 [M+NH4]+ C53H100O6 TG 10,906.80 ± 725.50
38 9.579 848.7698 TG 50:2|TG 16:0_16:0_18:2 [M+NH4]+ C53H98O6 TG 6620.33 ± 739.40
39 9.19 846.7538 TG 50:3|TG 16:0_16:1_18:2/TG 14:0_18:1_18:2 [M+NH4]+ C53H96O6 TG 691.78 ± 129.37
40 8.797 844.7354 TG 50:4|TG 14:0_18:2_18:2/TG 16:1_16:1_18:2 [M+NH4]+ C53H94O6 TG 77.47 ± 14.40
41 10.159 864.7983 TG 51:1|TG 16:0_17:0_18:1 [M+NH4]+ C54H102O6 TG 234.84 ± 34.49
42 9.785 862.7827 TG 51:2|TG 16:0_17:1_18:1 [M+NH4]+ C54H100O6 TG 316.62 ± 58.60
43 9.409 860.7709 TG 51:3|TG 15:0_18:1_18:2/TG 16:0_17:1_18:2 [M+NH4]+ C54H98O6 TG 135.56 ± 28.82
44 9.052 858.7533 TG 51:4|TG 15:1_18:1_18:2 [M+NH4]+ C54H96O6 TG 37.49 ± 8.61
45 10.728 880.8356 TG 52:0|TG 16:0_18:0_18:0 [M+NH4]+ C55H106O6 TG 245.29 ± 27.13
46 10.356 878.8196 TG 52:1|TG 16:0_18:0_18:1 [M+NH4]+ C55H104O6 TG 19,799.4 ± 1726.82
47 9.981 876.8026 TG 52:2|TG 16:0_18:1_18:1 [M+NH4]+ C55H102O6 TG 77,017.74 ± 6597.30
48 9.621 874.7887 TG 52:3|TG 16:0_18:1_18:2 [M+NH4]+ C55H100O6 TG 52,885.54 ± 4331.86
49 9.248 872.7718 TG 52:4|TG 16:0_18:2_18:2 [M+NH4]+ C55H98O6 TG 16,682.36 ± 2329.85
50 8.858 870.7551 TG 52:5|TG 16:1_18:2_18:2 [M+NH4]+ C55H96O6 TG 698.56 ± 161.73
51 8.465 868.7395 TG 52:6|TG 16:1_18:2_18:3 [M+NH4]+ C55H94O6 TG 24.58 ± 4.44
52 10.557 892.8341 TG 53:1|TG 17:0_18:0_18:1 [M+NH4]+ C56H106O6 TG 222.64 ± 42.24
53 10.198 890.8204 TG 53:2|TG 17:0_18:1_18:1 [M+NH4]+ C56H104O6 TG 978.34 ± 240.31
54 9.834 888.8024 TG 53:3|TG 17:0_18:1_18:2 [M+NH4]+ C56H102O6 TG 955.72 ± 182.39
55 9.469 886.7875 TG 53:4|TG 17:1_18:1_18:2 [M+NH4]+ C56H100O6 TG 345.10 ± 70.18
56 9.071 884.7697 TG 53:5|TG 17:1_18:2_18:2 [M+NH4]+ C56H98O6 TG 65.36 ± 15.02
57 11.079 908.8664 TG 54:0|TG 18:0_18:0_18:0 [M+NH4]+ C57H110O6 TG 166.27 ± 26.64
58 10.747 906.8533 TG 54:1|TG 18:0_18:0_18:1 [M+NH4]+ C57H108O6 TG 14,911.87 ± 2064.66
59 10.389 904.837 TG 54:2|TG 18:0_18:1_18:1 [M+NH4]+ C57H106O6 TG 71,670.86 ± 6993.73
60 10.023 902.82 TG 54:3|TG 18:1_18:1_18:1 [M+NH4]+ C57H104O6 TG 158,176.36 ± 14,506.08
61 9.664 900.8034 TG 54:4|TG 18:1_18:1_18:2 [M+NH4]+ C57H102O6 TG 113,315.23 ± 9538.59
62 9.291 898.7886 TG 54:5|TG 18:1_18:2_18:2 [M+NH4]+ C57H100O6 TG 46,748.99 ± 4593.31
63 8.915 896.7748 TG 54:6|TG 18:2_18:2_18:2 [M+NH4]+ C57H98O6 TG 9332.70 ± 2221.89
64 8.552 894.7576 TG 54:7|TG 18:2_18:2_18:3 [M+NH4]+ C57H96O6 TG 162.36 ± 28.41
65 10.588 918.8489 TG 55:2|TG 18:0_18:1_19:1 [M+NH4]+ C58H108O6 TG 120.82 ± 29.04
66 10.232 916.8322 TG 55:3|TG 18:1_18:1_19:1 [M+NH4]+ C58H106O6 TG 204.50 ± 48.06
67 11.098 934.887 TG 56:1|TG 18:0_20:0_18:1 [M+NH4]+ C59H112O6 TG 1453.44 ± 314.39
68 10.772 932.8681 TG 56:2|TG 20:0_18:1_18:1 [M+NH4]+ C59H110O6 TG 4643.38 ± 855.3
69 10.45 930.8524 TG 56:3|TG 20:0_18:1_18:2 [M+NH4]+ C59H108O6 TG 2809.19 ± 381.97
70 10.098 928.8333 TG 56:4|TG 18:1_20:1_18:2 [M+NH4]+ C59H106O6 TG 895.92 ± 118.64
71 9.725 926.8198 TG 56:5|TG 20:1_18:2_18:2 [M+NH4]+ C59H104O6 TG 169.66 ± 22.44
72 10.964 946.8829 TG 57:2|TG 21:0_18:1_18:1 [M+NH4]+ C60H112O6 TG 39.59 ± 7.56
73 11.444 962.9172 TG 58:1|TG 16:0_24:0_18:1 [M+NH4]+ C61H116O6 TG 366.37 ± 76.17
74 11.135 960.9021 TG 58:2|TG 22:0_18:1_18:1 [M+NH4]+ C61H114O6 TG 819.05 ± 196.76
75 10.826 958.882 TG 58:3|TG 22:0_18:1_18:2 [M+NH4]+ C61H112O6 TG 372.88 ± 73.15
76 10.506 956.8675 TG 58:4|TG 22:0_18:2_18:2 [M+NH4]+ C61H110O6 TG 95.71 ± 17.54
77 11.3 974.9174 TG 59:2|TG 23:0_18:1_18:1 [M+NH4]+ C62H116O6 TG 77.38 ± 17.82
78 11.002 972.8971 TG 59:3|TG 23:0_18:1_18:2 [M+NH4]+ C62H114O6 TG 45.41 ± 10.59
79 11.757 990.9497 TG 60:1|TG 18:0_24:0_18:1 [M+NH4]+ C63H120O6 TG 131.71 ± 26.08
80 11.463 988.9363 TG 60:2|TG 24:0_18:1_18:1 [M+NH4]+ C63H118O6 TG 541.34 ± 129.81
81 11.173 986.9159 TG 60:3|TG 24:0_18:1_18:2 [M+NH4]+ C63H116O6 TG 338.33 ± 80.07
82 10.875 984.9028 TG 60:4|TG 24:0_18:2_18:2 [M+NH4]+ C63H114O6 TG 90.47 ± 19.19
83 11.625 1002.948 TG 61:2|TG 25:0_18:1_18:1 [M+NH4]+ C64H120O6 TG 43.33 ± 8.71
84 11.345 1000.933 TG 61:3|TG 25:0_18:1_18:2 [M+NH4]+ C64H118O6 TG 30.67 ± 6.49
85 12.069 1018.979 TG 62:1|TG 18:0_26:0_18:1/TG 20:0_24:0_18:1 [M+NH4]+ C65H124O6 TG 16.10 ± 2.92
86 11.783 1016.962 TG 62:2|TG 26:0_18:1_18:1 [M+NH4]+ C65H122O6 TG 51.33 ± 9.60
87 11.507 1014.945 TG 62:3|TG 26:0_18:1_18:2 [M+NH4]+ C65H120O6 TG 35.72 ± 8.31
88 9.98 876.8322 TG O-53:2|TG O-17:0_18:1_18:1 [M+NH4]+ C56H106O5 EtherTG 3103.79 ± 829.83
89 9.687 874.8325 TG O-53:3|TG O-19:2_16:0_18:1 [M+NH4]+ C56H104O5 EtherTG 128.76 ± 40.46
90 9.791 888.8312 TG O-54:3|TG O-19:2_17:0_18:1 [M+NH4]+ C57H106O5 EtherTG 127.67 ± 14.35
91 9.317 898.8256 TG O-55:5|TG O-19:1_18:2_18:2/TG O-19:2_18:1_18:2 [M+NH4]+ C58H104O5 EtherTG 377.49 ± 38.47
92 8.259 864.7666 TG 50:2;1O|TG 16:0_18:1_16:1;1O [M+NH4]+ C53H98O7 OxTG 41.54 ± 6.31
93 7.841 862.7492 TG 50:3;1O|TG 16:0_18:2_16:1;1O [M+NH4]+ C53H96O7 OxTG 18.86 ± 1.96
94 8.734 892.7969 TG 52:2;1O|TG 16:0_18:1_18:1;1O [M+NH4]+ C55H102O7 OxTG 101.76 ± 17.18
95 8.334 890.7819 TG 52:3;1O|TG 18:1_18:1_16:1;1O [M+NH4]+ C55H100O7 OxTG 188.32 ± 35.24
96 7.926 888.7655 TG 52:4;1O|TG 18:1_18:2_16:1;1O [M+NH4]+ C55H98O7 OxTG 71.32 ± 17.76
97 9.243 920.8271 TG 54:2;1O|TG 18:0_18:1_18:1;1O [M+NH4]+ C57H106O7 OxTG 84.42 ± 12.31
98 8.784 918.8133 TG 54:3;1O|TG 18:1_18:1_18:1;1O [M+NH4]+ C57H104O7 OxTG 206.75 ± 41.87
99 8.465 916.7983 TG 54:4;1O|TG 18:1_18:1_18:2;1O [M+NH4]+ C57H102O7 OxTG 223.56 ± 29.44
100 8.099 914.7819 TG 54:5;1O|TG 18:1_18:2_18:2;1O [M+NH4]+ C57H100O7 OxTG 131.72 ± 23.86
101 7.706 912.7652 TG 54:6;1O|TG 18:2_18:2_18:2;1O [M+NH4]+ C57H98O7 OxTG 41.80 ± 6.28
102 9.702 948.8707 TG 56:2;1O|TG 18:1_18:1_20:0;1O [M+NH4]+ C59H110O7 OxTG 25.57 ± 9.29

Table 2.

Composition of the 39 phospholipids in cashew nut kernel oil.

No Average Rt (min) Average Mz Lipid Name Adduct Type Formula Ontology Content (ng/g)
1 2.2 554.3408 LPC 16:0 [M+CH3COO]− C24H50NO7P LPC 71.72 ± 44.14
2 2.766 582.3713 LPC 18:0 [M+CH3COO]− C26H54NO7P LPC 59.52 ± 7.31
3 2.247 580.3578 LPC 18:1 [M+CH3COO]− C26H52NO7P LPC 452.94 ± 17.71
4 1.862 578.3447 LPC 18:2 [M+CH3COO]− C26H50NO7P LPC 241.56 ± 29.44
5 1.979 452.2763 LPE 16:0 [M−H]− C21H44NO7P LPE 55.49 ± 1.64
6 2.182 478.2912 LPE 18:1 [M−H]− C23H46NO7P LPE 171.82 ± 5.68
7 1.705 476.2744 LPE 18:2 [M−H]− C23H44NO7P LPE 51.41 ± 17.18
8 1.133 571.2898 LPI 16:0 [M−H]− C25H49O12P LPI 85.04 ± 8.21
9 1.242 597.294 LPI 18:1 [M−H]− C27H51O12P LPI 130.13 ± 10.53
10 5.58 792.5732 PC 32:0|PC 16:0_16:0 [M+CH3COO]− C40H80NO8P PC 174.80 ± 54.47
11 5.761 760.5845 PC 34:1|PC 16:0_18:1 [M−H]- C42H82NO8P PC 1947.39 ± 81.42
12 5.134 816.5735 PC 34:2|PC 16:0_18:2 [M+CH3COO]− C42H80NO8P PC 505.54 ± 10.96
13 6.348 846.618 PC 36:1|PC 18:0_18:1 [M+CH3COO]− C44H86NO8P PC 820.53 ± 70.57
14 5.619 844.6074 PC 36:2|PC 18:1_18:1 [M+CH3COO]− C44H84NO8P PC 3165.79 ± 125.22
15 5.173 842.5898 PC 36:3|PC 18:1_18:2 [M+CH3COO]− C44H82NO8P PC 1505.05 ± 52.29
16 4.781 782.5712 PC 36:4|PC 18:2_18:2 [M−H]− C44H80NO8P PC 201.99 ± 16.96
17 5.595 818.5919 PC O-34:2;1O|PC O-17:0_17:2;1O [M+CH3COO]− C42H82NO8P EtherPC 2095.91 ± 87.63
18 6.953 846.6531 PC O-37:1|PC O-21:1_16:0 [M+CH3COO]− C45H90NO7P EtherPC 63.43 ± 1.90
19 4.901 690.5027 PE 32:0|PE 16:0_16:0 [M−H]− C37H74NO8P PE 31.97 ± 7.02
20 5.417 718.5353 PE 34:0|PE 16:0_18:0 [M−H]− C39H78NO8P PE 69.89 ± 19.96
21 4.955 716.5236 PE 34:1|PE 16:0_18:1 [M−H]− C39H76NO8P PE 1298.75 ± 15.45
22 4.621 714.5069 PE 34:2|PE 16:0_18:2 [M−H]− C39H74NO8P PE 248.80 ± 7.56
23 5.434 744.5578 PE 36:1|PE 18:0_18:1 [M−H]− C41H80NO8P PE 577.32 ± 74.51
24 5.024 742.5381 PE 36:2|PE 18:1_18:1 [M−H]− C41H78NO8P PE 1298.54 ± 12.70
25 4.675 740.5211 PE 36:3|PE 18:1_18:2 [M−H]− C41H76NO8P PE 792.68 ± 31.88
26 4.367 738.5042 PE 36:4|PE 18:2_18:2 [M−H]− C41H74NO8P PE 221.45 ± 2.94
27 5.01 824.541 PE 40:5;2O|PE 18:1_22:4;2O [M−H]− C45H80NO10P EtherPE 74.15 ± 1.59
28 3.844 721.4987 PG 32:0|PG 16:0_16:0 [M−H]− C38H75O10P PG 109.15 ± 3.55
29 4.112 749.5281 PG 34:0|PG 16:0_18:0 [M−H]− C40H79O10P PG 67.33 ± 1.65
30 3.884 747.514 PG 34:1|PG 16:0_18:1 [M−H]− C40H77O10P PG 113.30 ± 3.92
31 3.672 745.4976 PG 34:2|PG 16:0_18:2 [M−H]− C40H75O10P PG 28.71 ± 1.90
32 3.938 773.5289 PG 36:2|PG 18:1_18:1 [M−H]− C42H79O10P PG 16.96 ± 4.35
33 3.805 835.5365 PI 34:1|PI 16:0_18:1 [M−H]− C43H81O13P PI 2347.70 ± 153.09
34 3.59 833.5206 PI 34:2|PI 16:0_18:2 [M−H]− C43H79O13P PI 974.35 ± 9.66
35 4.082 863.5654 PI 36:1|PI 18:0_18:1 [M−H]− C45H85O13P PI 587.39 ± 43.87
36 3.859 861.5489 PI 36:2|PI 18:1_18:1 [M−H]− C45H83O13P PI 854.96 ± 67.01
37 3.638 859.5302 PI 36:3|PI 18:1_18:2 [M−H]− C45H81O13P PI 401.45 ± 9.99
38 3.42 857.5183 PI 36:4|PI 18:2_18:2 [M−H]− C45H79O13P PI 116.70 ± 7.24
39 1.591 599.3121 PI O-18:0 [M−H]− C27H53O12P EtherPI 49.67 ± 5.94

Figure 1.

Figure 1

(A,B) represents the number and content of different phospholipids, (C,D) represents the number and content of different glycerides, respectively.

As shown in Table 1, the total number of carbon atoms in the fatty acid side chains of lipids in CNKO was 16–32, and the double bond number was 0–7. DG in glyceride has 32–38 carbon atoms and 0–4 double bonds and the side chains were mainly composed of C16, C18, and C20. EtherDG had 34–36 carbon atoms, with a double bond number of 2–4 and the side chains were mainly composed of C15, C17, and C19. DGCC had 36 carbon atoms, with a double bond number of 2. DGGA had 34–36 carbon atoms, with a double bond number of 1–2 and the side chains were mainly composed of C16 and C18. TG had 34–36 carbon atoms, with a double bond number of 0–7 and the side chains were mainly composed of C8, C10, C12, C14, C15, C16, C17, C18, C20, C21, C22, C23, C24, C25, and C26. EtherTG had 53–55 carbon atoms, with a double bond number of 2–5 and the side chains were mainly composed of C16, C17, C18, and C19. OxTG had 50–56 carbon atoms, with a double bond number of 2–6 and the side chains were mainly composed of C16, C18, and C20. As shown in Table 2, LPC and LPE in phospholipids had 16–18 carbon atoms, with a double bond number of 0–2. LPI had 16–18 carbon atoms, with a double bond number of 0–1. PC had 32–36 carbon atoms, with a double bond number of 0–4, and the side chains were mainly composed of C16 and C18. EtherPC had 34–37 carbon atoms, with a double bond number of 1, and the side chains were mainly composed of C16, C17, and C21. PE had 32–36 carbon atoms, with a double bond number of 0–4, and the side chains were mainly composed of C16 and C18. EtherPE had 40 carbon atoms, with a double bond number of 5, and the side chains were mainly composed of C18 and C22. PG had 32–36 carbon atoms, with a double bond number of 0–2, and the side chains were mainly composed of C16 and C18. PI had 34–36 carbon atoms, with a double bond number of 1–2, and the side chains were mainly composed of C16 and C18. EtherPI had 18 carbon atoms, with a double bond number of 0.

As shown in Figure 1C, it could be seen that the content of each glyceride in CNKO was ranked as TG > DG > EtherTG > OxTG > DGCC > EtherDG > DGGA, where TG had (617.97 ± 60.02) mg/g and DG had (7.82 ± 1.28) mg/g. As shown in Figure 1D, it could be seen that the content of each phosphate ester in CNKO was ranked as PC> PI > PE > EtherPC > LPC > PG > LPE > LPI > EtherPE > EtherPI, where PC had (8.32 ± 0.41) μg/g and PI had (5.28 ± 0.29) μg/g.

3.2. Physicochemical Properties of Cashew Nut Kernel Oil

The CNKO obtained at different pressing temperatures was slightly yellow in color, without obvious precipitation, with a slight aroma of cashew nut kernel, and its physicochemical properties are shown in Table 3. As can be seen from Table 3, the acid value of cashew nut oil was (0.41–0.53) mg/g < 4 mg/g as national standard and the peroxide value was (0.036–0.118) g/100 g < 0.25 g/100 g as national standard, all of which satisfied GB 2716–2018 “National Standard for Food Safety Vegetable Oil” [18]. The specific extinction coefficient at 232 nm was related to the primary and secondary stages of oil oxidation, while the specific extinction coefficient at 270 nm was related to the secondary stages of oil oxidation [19,20]. The K232 and K270 of CNKO were (1.0–1.2) and (0.05–0.12), respectively, indicating that the cashew nut kernel oil obtained using the pressing method contains only a very small amount of hydroperoxides and was not easily acidified.

Table 3.

Effect of different pressing temperatures on the physicochemical properties of cashew nut kernel oil.

Squeezing Temperature Acid Value
(mgNaOH/g)
Iodine Value
(g/100 g)
Peroxide Value
(meq/kg)
Refractive Index Specific Extinction Coefficient
K232 K270
100 °C 0.526 ± 0.86 a 78.196 ± 17.56 b 0.288 ± 0.04 c 1.4612 ± 0.07 a 1.027 ± 0.64 c 0.114 ± 3.49 a
120 °C 0.457 ± 1.46 b 79.550 ± 4.34 a 0.325 ± 0.11 b 1.4605 ± 0.13 a 1.051 ± 0.12 c 0.117 ± 0.40 a
140 °C 0.415 ± 0.25 b 79.736 ± 29.55 a 0.135 ± 0.11 d 1.4623 ± 0.08 a 1.007 ± 0.79 c 0.053 ± 0.50 b
160 °C 0.416 ± 0.00 b 76.546 ± 24.19 c 0.116 ± 0.13 d 1.4559 ± 0.33 b 1.102 ± 0.12 b 0.049 ± 0.47 b
180 °C 0.428 ± 0.99 b 78.186 ± 41.35 b 0.384 ± 0.09 b 1.4578 ± 0.16 b 1.154 ± 0.62 b 0.080 ± 0.62 b
200 °C 0.421 ± 1.55 b 75.214 ± 1.44 d 0.419 ± 0.11 a 1.4611 ± 0.31 a 1.212 ± 1.70 a 0.117 ± 0.64 a

Note: a, b, c, and d represented significant differences between same-column data (p < 0.05).

The results of the significance analysis showed that there were different degrees of influence of pressing temperature on acid value, iodine value, peroxide value, refractive index, and specific extinction coefficient. The differences in acid value were not significant at temperatures greater than 100 °C. The differences in peroxide value were not significant at 140 °C and 160 °C, and significant at other temperatures (100 °C, 120 °C, 160 °C, 180 °C). The differences in iodine value were not significant at 120 and 140 °C, and significant at other temperatures. The differences in the refractive index were not significant at 160°C and 180 °C, and the differences in the refractive index were not significant at 100 °C, 120 °C, 140 °C, and 200 °C, and significant between the two groups. Although the results of the significance analysis showed that the relevant indexes of the oils obtained at different temperatures were affected, the value fluctuated less, indicating that the physicochemical properties of CNKO were relatively stable.

3.3. Near-Infrared Spectral Characteristics of Cashew Nut Kernel Oil

The Fourier NIR spectra of CNKO are shown in Figure 2. Figure 2A represents the NIR spectra of cashew nut kernel oil at different pressing temperatures, and Figure 2B represents the NIR spectra of different types of oils.

Figure 2.

Figure 2

NIR spectral characteristics of cashew nut kernel oil. (A) represents the NIR spectral characteristics of CNKO at different pressing temperatures; (B) represents the NIR characteristics of CNKO compared with other oils.

As shown in Figure 2A, it can be seen that the peak at 3005.43 cm−1 corresponds to the -CH3 antisymmetric stretching vibration, at 2930.41 cm−1 corresponds to the -CH2 antisymmetric stretching vibration, at 2855.40 cm−1 corresponds to the -CH2 symmetric stretching vibration, and at 1744.57 cm−1 corresponds to the C=O stretching vibration. This could be used to identify ketones, aldehydes, acids, esters, and anhydrides. The possibility that CNKO had an anhydride structure was ruled out because the anhydride would have a double peak due to vibrational coupling. Although 1658.01 cm−1 corresponded to the C=C stretching vibration, 2–4 peaks due to benzene ring skeleton vibration were not found near 1600 cm−1 and 1500 cm−1, so the possibility of the presence of an aromatic ring structure in CNKO was excluded. The peak at 1461.81 cm−1 corresponded to the -CH3 asymmetric deformation vibration and at 1375.25 cm−1 corresponded to the -CH3 symmetric deformation vibration. Although it corresponded to the C-C stretching vibration at 1233.88 cm−1, the position of this absorption band changed with the structure of the compound molecule due to the vibrational coupling effect and weak intensity, so it was not meaningful in the structure identification. The peak at 1164.63 cm−1 corresponded to the C-O stretching vibration in alcohols, which could be used to distinguish between primary, secondary, and tertiary alcohols, and CNKO might be the C-O stretching vibration of tertiary alcohols. The peak at 720.30 cm−1 corresponded to a swinging vibration in the -CH2 plane and had more than four methylene-linked structures. As shown in Figure 2B, it can be seen that the NIR spectra of camellia seed oil, macadamia nut oil, pitaya seed oil, and cashew nut kernel oil had similar peak shapes, peak positions, and number of characteristic peaks, indicating that the functional groups of the oils had similar structures. However, the peak signal intensities of different oils and fats were different, probably due to differences in the number of functional groups, such as differences in the composition of the oils [21].

3.4. Analysis of Oxidative Stability of Cashew Nut Kernel Oil

Oxidative stability could be a good predictor of the oxidation reaction of oils. The auto-oxidation of oils was divided into the induction phase as well as the oxidation phase, and the length of time required from the induction phase to the oxidation phase could reflect the ability of oils to resist auto-oxidation, which was the oxidation stability of oils [22,23]. The induction time could indirectly reflect the size of the oxidative stability of oils. The longer the induction period was extended, the better the oxidative stability of oils, and vice versa, the worse their oxidative stability.

As shown in Figure 3, the oxidative stability indices of CNKO at different pressing temperatures were in the interval of 9.3–10.2 h with an error of no more than 1 h. Meanwhile, the oxidative stability indices began to show a decreasing trend when the pressing temperature was greater than 120 °C. The results of the significance analysis showed that the induction time of CNKO was not significant between 100 °C and 120 °C, and between 140 °C, 160 °C, and 180 °C. The difference between 200 °C and other temperatures was significant. It could be inferred that the oxidation rate of CNKO accelerated, and the induction time decreased as the extraction temperature increased, and the oxidative stability decreased.

Figure 3.

Figure 3

Induction time of cashew nut kernel oil obtained from different pressing temperatures. Note: Different letters a, b and c represented significant differences.

4. Discussion

Cashew nut kernel oil accounted for approximately 47% of the cashew nut kernel content, which was higher than the oil content of avocado (8–29%) [24,25], olive (18–24%) [26], and camellia seed (14–27%) [27], etc., and lower than the oil content of macadamia nut (70–79%) [28]. It had a higher iodine value compared to macadamia nut oil and camellia seed oil. CNKO was typically characterized by a high oleic acid content of 60%, while camellia seed oil was high in α -linolenic acid and macadamia nut oil contained lauric and myristic acids [29]. Similar to olive oil, macadamia nut oil, and dragon fruit seed oil, the lipid composition in cashew nut kernel oil also consisted mainly of glycerides and phospholipids, but cashew nut kernel oil was rich in 39 phospholipid components, which was higher than the 16 reported for pitaya seed oil [16] and much less than the 172 reported for soybean, 109 for peanut, and 351 for sesame [30]. This stems from the fact these studies analyzed all phospholipid species in the fruit, whereas the present study analyzed the lipids in the oil.

Phospholipids are the main components of the cell membranes of animal and plant cells and play an important role in maintaining the physiological activity of biological membranes and the normal metabolism of the organism. They have important functions in antioxidation and delaying aging [31], regulating blood lipids and protecting the liver [32,33], and in enhancing the immunity of the organism [34,35], making them an excellent functional lipid.

Physicochemical properties and oxidative stability were important indicators of the quality of oils [22,24]. The iodine value of CNKO was (75–80) g/100 g, indicating that CNKO is a non-drying oil. The acid value was (0.41–0.53) mg/g, indicating that the content of free fatty acids in CNKO is low. The peroxide value was (0.036–0.118) g/100 g, indicating that there are less oxidation products in the oil, and the results of NIR (near-infrared) analysis indicated that the pressing temperature had no effect on the functional group structure of the oil. The above results indicate that different pressing has less effect on the quality of CNKO. In contrast, Li et al. [36] reported that there was a difference in the conclusion that the pressing process had a significant effect on the acid value and peroxide value of sesame, linseed, and perilla violet oils, and the reason for the difference might be due to the fact that the cashew nut kernels used in this study were directly pressed without roasting, which produced less antioxidant substances, such as nigrosine-like substances, due to the Merad reaction.

In addition, Michae et al. [37] showed that the oxidative stability of canola oil, olive oil, corn oil, soybean oil, sunflower oil, and flaxseed oil were 14.4 h, 19.9 h, 12.8 h, 10.9 h, 7.9 h, and 1 h, respectively, indicating that the oxidative stability of CNKO was worse than that of canola oil, olive oil, and corn oil, comparable to that of soybean oil, and better than that of sunflower oil and flaxseed oil. The oil had a high unsaturated fatty acid content and a fast oxidation rate, [38] while CNKO had an unsaturated fatty acid content up to 78%,; therefore, the oxidation of CNKO should be avoided during processing, storage, and transportation.

5. Conclusions

In this study, 141 lipids, including 102 glycerides and 39 phospholipids, were isolated and identified from cashew nut kernel oil using high performance liquid chromatography time-of-flight tandem mass spectrometry. Cashew nut kernel oil was a high oleic acid oil. The glycerol esters were mainly composed of DG, EtherDG, DGCC, DGGA, TG, EtherTG, and OxTG, and the phospholipids were mainly composed of LPC, LPE, LPI, PC, EtherPC, PE, EtherPE, PG, PI, and EtherPI. The total number of carbon atoms in the side chains of fatty acids in cashew nut kernel oil mass was 16–62, with a double bond number of 0–7. With the increase in pressing temperature, the functional group structure of cashew nut kernel oil was not changed, although the iodine valence, peroxide value, and the specific racemization coefficient increased, decreasing the induction time and reducing the oxidative stability of the cashew nut kernel oil.

Author Contributions

Conceptualization, Y.L. and L.L. (Lijing Lin); methodology, Y.L. and Q.X.; software, L.L. (Leshi Li); formal analysis, Y.L., L.L. (Leshi Li) and L.L. (Lijing Lin); investigation, Y.L. and L.L. (Leshi Li); resources, L.L. (Lijing Lin); writing—original draft preparation, Y.L. and L.L. (Lijing Lin); writing—review and editing, L.L. (Lijing Lin) and Q.X.; supervision, L.L. (Lijing Lin); project administration, Y.L.; funding acquisition, Y.L. All authors have read and agreed to the published version of the manuscript.

Data Availability Statement

Data is contained within the article.

Conflicts of Interest

The authors declare that they have no known competing financial interest or personal relationships that could have appeared to influence the work reported in this paper.

Funding Statement

This research was funded by the Hainan Provincial Natural Science Foundation of China grant number [320QN326] and [320QN327], the 2021 Guangdong Science and Technology Innovation Strategy Special Fund [2021A101] and [2021A05217], and the Basic and Applied Basic Research Foundation of Guangdong Province of China [2021A1515010538], and the Guangdong Provincial Agricultural Science and Technology Innovation and Extension Project in 2022 (2022KJ116).

Footnotes

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