Journal of Oleo Science
Online ISSN : 1347-3352
Print ISSN : 1345-8957
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Volume 66 , Issue 5
Showing 1-13 articles out of 13 articles from the selected issue
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Oils and Fats
  • S. Charanyaa, Prasanna D. Belur, I. Regupathi
    Volume 66 (2017) Issue 5 Pages 425-434
    Released: May 01, 2017
    [Advance publication] Released: April 04, 2017
    JOURNALS FREE ACCESS

    Current work aims to develop a refining process for removing phospholipids, free fatty acids (FFA), and metal ions without affecting n-3 polyunsaturated fatty acid (n-3 PUFA) esters present in the crude Indian sardine oil. Sardine oil was subjected to degumming with various acids (orthophosphoric acid, acetic acid, and lactic acid), conventional and membrane assisted deacidification using various solvents (methanol, ethanol, propanol and butanol) and bleaching with bleaching agents (GAC, activated earth and bentonite) and all the process parameters were further optimized. Degumming with 5%(w/w) ortho phosphoric acid, two stage solvent extraction with methanol at 1:1 (w/w) in each stage and bleaching with 3% (w/w) activated charcoal loading, at 80ºC for 10 minutes resulted in the reduction of phospholipid content to 5.66 ppm from 612.66 ppm, FFA to 0.56% from 5.64% with the complete removal of iron and mercury. Under these conditions, the obtained bleached oil showed an enhancement of n-3 PUFA from 16.39 % (11.19 Eicosapentaenoic acid (EPA) + 5.20 Docosahexaenoic acid (DHA)) to 17.91 % (11.81 EPA + 6.1 DHA). Replacing conventional solvent extraction with membrane deacidification using microporous, hydrophobic polytetrafluoroethylene membrane (PTFE), resulted in a lesser solvent residue (0.25% (w/w)) in the deacidified oil. In view of lack of reports on refining of n-3 PUFA rich marine oils without concomitant loss of n-3 PUFA, this report is significant.

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  • Enrico Maria Lodolini, Serena Polverigiani, Saed Ali, Mohammed Mutawea ...
    Volume 66 (2017) Issue 5 Pages 435-441
    Released: May 01, 2017
    [Advance publication] Released: April 04, 2017
    JOURNALS FREE ACCESS

    Olive oil represents an important source of income for Palestinian farmers in local, national and international markets. Sometimes, olive oil produced in local climatic conditions, does not achieve the International Olive Council (IOC) trade standards so that international markets are precluded. The oil chemical composition and sensory profile of four Palestinian olive varieties (Nabali Baladi, Nabali Mohassan, Souri and K18) were characterized in 2010 throughout an in situ evaluation. Most of the physicchemical characteristics and the fatty acid composition of the varieties met the International Olive Council trade standards (IOC-TS) for extra virgin olive oils. Values of K270 for Nabali Baladi and linolenic acid for Souri slightly exceeded the limit. Eicosanoic acid exceeded the IOC-TS limits in the oils of all considered varieties. Among the sterols, the Δ-7-stigmastenol resulted too high for Nabali Baladi and Souri. Sensory profile for the tested varieties showed a reminiscence of tomato or artichoke and light to medium bitter and pungent sensations. Results represent an important baseline reference for further studies about oil composition and quality of the main Palestinian olive germplasm and provide indication of potential critical points to be controlled in order to ensure the full achievement of IOC-TS and access international markets.

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  • Wesam R. Kadhum, Shohei Sekiguchi, Ichiro Hijikuro, Hiroaki Todo, Kenj ...
    Volume 66 (2017) Issue 5 Pages 443-454
    Released: May 01, 2017
    [Advance publication] Released: April 04, 2017
    JOURNALS FREE ACCESS

    Transdermal administration of drugs represents an excellent alternative to conventional pharmaceutical dosage forms. However, insufficient penetration of the active pharmaceutical substance through the skin is a common problem. Thus, in the present study we evaluated the skin permeation enhancing ability of liquid crystal (LC) topical formulations. A recently developed LC-forming lipid, C17- monoglycerol ester (MGE), was evaluated and compared with glycerol monoolate (GMO), which is considered as the gold standard for LC formulations. We initially prepared LC formulations containing drugs with different physiochemical properties (tranexamic acid [TXA], 4-methoxy-salicylic acid [4-MS], catechin [CC], and calcein [Cal]), and confirmed the LC phase structures in the prepared formulations using a polarizing light microscope and a small-angle X-ray scattering (SAXS). The physicochemical properties of these formulations were also assessed using a viscometer and a zetasizer. The release rate of the drugs from the LC formulations was determined using a dialysis release method. The skin penetration-enhancing ability of LC formulations was also investigated in an in vitro skin permeation study. The results showed that both MGE- and GMO-LC-forming lipids shared the same behavior in terms of their birefringence indexes, LC phase structures, particle sizes, and zeta potentials. Both the MGE- and GMO-LC formulations managed to improve the skin permeation for various drugs with a range of physiochemical properties. However, MGE formulations showed lower viscosity, faster drug release rate, and better skin penetration-enhancing ability than GMO formulations, strongly suggesting that the low viscosity of MGELC-forming lipids might influence drug diffusivity and permeability through the skin. The present MGELC formulation might be utilized as a promising new topical formulation for therapeutic drugs and cosmetic ingredients.

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  • Asma Chaari, Soumaya Bouguerra Neji, Mouhamed Hedi Frikha
    Volume 66 (2017) Issue 5 Pages 455-461
    Released: May 01, 2017
    [Advance publication] Released: April 04, 2017
    JOURNALS FREE ACCESS

    The production of fatty acid esters from stearic, oleic, and palmitic acids and polyols (ethylene glycol and glycerol) was investigated in this work. A series of montmorillonite-based clays catalysts (KSF, KSF/0, KP10, and K10), having different physicochemical properties, were used as acidic catalysts. The influence of the specific surface area and the acidity of the catalysts on the esterification rate were explored. The best catalytic activities were obtained with KSF catalyst. The optimization of various factors on the reaction was also studied, including catalyst concentration, reaction temperature and molar ratio (polyol / fatty acid). The yield rate reached 94% under the optimum conditions and the recovery rate maintained more than 96% after 5 batches.

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  • María Benito de Valle-Prieto, Jonathan Delgado-Adámez, Ma Victoria Gi ...
    Volume 66 (2017) Issue 5 Pages 463-468
    Released: May 01, 2017
    [Advance publication] Released: April 13, 2017
    JOURNALS FREE ACCESS

    The aim of this work consists of developing a technological process for elaborating a virgin olive oil enriched in lutein-zeaxanthin extracted from spinach, studying different parameters like temperature, time of extraction and different ratios (spinach-oil). It was observed that the amount of carotenoids extracted increased up to a maximum after 24 hours and decreased as the maceration time progressed up to 60 hours, resulting of biological degradation. It was also observed that as more spinach we added, as more lutein-zeaxanthin in the enriched virgin olive oil was obtained. The best results were obtained after 24 hours by using a 75:25 ratio at 30°C. Values of oxidative stability decreased drastically, as well as other parameters such as acidity; peroxides index and Ks were modified when the enriched virgin olive oil was subjected to 45°C for 24 hours of maceration. Thus, the present procedure constitutes a way to achieve an increase in the daily intake of beneficial compounds.

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  • Andréa Madalena Maciel Guedes, Rosemar Antoniassi, Melicia Cintia Gald ...
    Volume 66 (2017) Issue 5 Pages 469-478
    Released: May 01, 2017
    [Advance publication] Released: April 13, 2017
    JOURNALS FREE ACCESS

    Pequi fruit (Caryocar brasiliense Camb) is considered important since its pulp has a high content of oil and carotenoids. The oil’s triacylglycerols (TAGs) contain mainly oleic (~57%) and palmitic (~36%) fatty acids, distributed primarily among POO, POP/PPO, and OOO TAGs. It displays a tendency to fractionate upon storage and has a relatively low melting temperature (SFC of 4% at 25°C). Pequi oil was modified through chemical interesterification, which increased the PPP content to ~6%. This caused a flattening in the SFC-temperature profile, raising the end of melt temperature significantly (SFC of 4% at 39°C). The interesterified oil does not fractionate and is thermally stable up to 40°C, with an SFC-temperature profile resembling that of roll-in shortening (SFC of 31% at 16°C) despite containing high amounts of oleic acid. Crystallization and melting behavior changed. Crystal packing became more disorganized as evidenced by a significant decrease in crystalline domain size in the [001] direction from 42.3 nm to 32.1 nm. Polymorphism remained of the triclinic (β) subcell type but polytypism changed from the 3L to the 2L type. Polarized light microscopy demonstrated that interesterification dramatically decreased crystal size, consistent with a higher rate of nucleation in the material. Moreover, the dramatic improvement in physical stability and functionality was not accompanied by a significant decrease in total carotenoid content (~390 mg/kg).

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Detergents, Surfactants, Interface and Colloid
  • Riku Kato, Hiromichi Nakahara, Osamu Shibata
    Volume 66 (2017) Issue 5 Pages 479-489
    Released: May 01, 2017
    [Advance publication] Released: April 04, 2017
    JOURNALS FREE ACCESS

    The interfacial behavior of binary monolayers of 1,1’-(1,ω-alkanediyl)-bispyridinium perfluorotetradecanecarboxylate (CnBP(FC14)2, n = 2, 6, or 10) and dipalmitoylphosphatidylcholine (DPPC) was studied using surface pressure (π)–area (A) and surface potential (ΔV)–A isotherm measurements and morphological observations. In a previous study, we showed that the spacer moieties of C2BP(FC14)2 and C6BP(FC14)2 are completely dissociated after spreading on 0.15 M NaCl, whereas the C10BP(FC14)2 spacer moieties do not dissociate in the monolayer state. However, in the present study, the ΔVA isotherm indicated that the C10BP moiety partially dissociates in the presence of DPPC monolayers. The excess Gibbs free energy of mixing and two-dimensional phase diagrams suggest that CnBP(FC14)2 is miscible with DPPC monolayers and also has a fluidizing effect on DPPC monolayers. The phase behavior of the binary monolayers was observed with Brewster angle microscopy (BAM), fluorescence microscopy (FM), and atomic force microscopy (AFM). The dispersion mode of DPPC-rich domains by C10BP(FC14)2 is significantly different from those of the other CnBP(FC14)2 monolayers. These results suggest that the aliphatic chains in phospholipids control the dissociation of divalent spacers bound to fluorinated surfactants or amphiphiles.

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Biochemistry and Biotechnology
  • Qiuyun Zhang, Fangfang Wei, Yutao Zhang, Fuhua Wei, Peihua Ma, Wei Zhe ...
    Volume 66 (2017) Issue 5 Pages 491-497
    Released: May 01, 2017
    JOURNALS FREE ACCESS

    A systematic study on copper (II)-alginate beads as catalysts for the synthesis of biodiesel via esterification of oleic acid and methanol is here reported for the first time. The chemical structure and morphologies of these catalysts were fully characterized by XRD, FT-IR, and SEM. The copper (II)-alginate beads showed a tubular structure with entangled reticulation. In the presence of copper (II)-alginate catalyst, the biodiesel conversion of 71.8% was achieved from oleic acid with methanol under the most mild conditions (1/10 oleic acid to methanol molar ratio, 250 mg catalyst, 70°C for 3 h), optimized by single-factor experiments. The catalyst could be easily separated from the reaction mixture and stabilized for a certain time. This material can also catalyze other esterification of fatty acids with different carbon chain lengths, as well as the pretreatment of non-edible oils with high acid value. Our findings showed that the copper (II)-alginate is a suitable catalyst for esterification and would provide more choices for industrial application in the future.

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Nutrition and Health Function
  • Hirona Kugo, Nobuhiro Zaima, Hiroki Tanaka, Keisuke Hashimoto, Chie Mi ...
    Volume 66 (2017) Issue 5 Pages 499-506
    Released: May 01, 2017
    [Advance publication] Released: April 04, 2017
    JOURNALS FREE ACCESS

    Abdominal aortic aneurysm (AAA) is a vascular disease that results in the gradual dilation of the abdominal aorta and has a high rupture-related mortality rate. However, the mechanism of AAA rupture remains unknown. In our previous study, we established a novel AAA animal model (hypoperfusion-induced AAA rat model) with spontaneous AAA rupture. Using the hypoperfusion-induced AAA rat model, we demonstrated that the abnormal appearance of adipocytes in the vascular wall is associated with AAA rupture. However, pathological analysis of the rupture area has not been performed because it is particularly difficult to identify the rupture point. In this study, we succeeded in obtaining samples from the rupture point and performed a histological analysis of the ruptured area in the vascular wall in the hypoperfusion-induced AAA rat model. Adipocytes were observed along the AAA-ruptured area of the vascular wall. In the areas around the adipocytes, macrophage infiltration and protein levels of matrix metalloproteinases 2 and 9 were significantly increased and collagen-positive areas were significantly decreased, as compared with areas without adipocytes. The AAA diameter was correlated with the number of adipocytes in the vascular wall of the hypoperfusion-induced AAA rat model. On the other hand, serum triglyceride levels and serum total cholesterol levels were not correlated with the number of adipocytes in the vascular wall. These results suggest that local adipocyte accumulation in the vascular wall, not serum lipids, has an important role in AAA rupture.

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  • Yui Mizowaki, Saeko Sugawara, Kazushi Yamamoto, Yu Sakamoto, Yui Iw ...
    Volume 66 (2017) Issue 5 Pages 507-519
    Released: May 01, 2017
    JOURNALS FREE ACCESS

    The Japanese diet and the Mediterranean diet are both known to be good for health, but there had been no direct comparison of their health benefits. In this study, we compared the 1975 Japanese diet, which has been found to have high health benefits, with the 2010 Italian diet, which contributes to the longest life expectancy in Mediterranean countries. Diets were created using one-week menus of the two diets based on FAOSTAT Food Balance Sheets. The diets were prepared, freeze-dried, powdered and fed to mice for 4 weeks to examine their effects on lipid metabolism. In mice fed the Japanese diet, the visceral fat weight was lower, adipocytes were smaller, the liver weight was lower and liver TG tended to be lower than those fed the Italian diet, and little lipid accumulation was observed in hepatocytes of mice fed the Japanese diet. In addition, in mice fed the Japanese diet, the expression levels of genes related to fatty acid synthesis were lower, whereas those of genes related to catabolism of fatty acids and cholesterol were higher than those fed the Italian diet. Therefore, the Japanese diet reduced accumulation of lipids in the white adipose tissue and liver by suppressing fatty acid synthesis and promoting catabolism of fatty acids and cholesterol in the liver, compared to the Italian diet.

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General Subjects
  • Yoshiko Moriyama, Kunio Takeda
    Volume 66 (2017) Issue 5 Pages 521-529
    Released: May 01, 2017
    [Advance publication] Released: April 13, 2017
    JOURNALS FREE ACCESS

    The secondary structural changes of human serum albumin with the intact 17 disulfide bridges (HSA) and the disulfide bridges-cleaved human serum albumin (RCM-HSA) in thermal denaturation were examined. Most of the helical structures of HSA, whose original helicity was 66%, were sharply disrupted between 50 and 100°C. However, 14% helicity remained even at 130°C. The temperature dependence of the degree of disrupted helical structures of HSA was discussed in connection with questions about a general protein denaturation model. When HSA lost the disulfide bridges, about two-thirds of the original helices were disrupted. Although the helices of RCM-HSA remaining after the cleavage of the disulfide bridges were relatively resistant against the heat treatment, the helicity changed from 22% at 25°C to 14% at 130℃. The helicity of RCM-HSA at 130°C agreed with the helicity of HSA at the same temperature, indicating that the same helical moieties of the polypeptides remained unaffected at this high temperature. The additive effects of sodium dodecyl sulfate (SDS) on the structural changes of HSA and RCM-HSA in thermal denaturation were also examined. A slight amount of SDS protected the helical structures of HSA from thermal denaturation below 80°C. Upon cooling to 25°C after heat treatment at temperatures below 70°C with the coexistence of SDS of low concentrations, the helical structures of HSA were reformed to the original level at 25°C before heating. A similar tendency was also observed after heat treatment at 80°C. In contrast, the helical structures of the RCM-HSA complexes with SDS are completely recovered upon cooling to 25°C even after heat treatment up to 100°C. Similar investigations were also carried out on bovine serum albumins which had the intact 17 disulfide bridges and lost all of the bridges.

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  • Koki Takahashi, Kyoichi Osada
    Volume 66 (2017) Issue 5 Pages 531-541
    Released: May 01, 2017
    [Advance publication] Released: April 13, 2017
    JOURNALS FREE ACCESS

    We previously showed that xanthohumol-rich hop extract (XRHE, ~18% xanthohumol) exerts anti-obesity effects in rats fed a high-fat diet through regulation of fatty acid metabolism. In this study, we examined the effects of dietary purified xanthohumol from XRHE (PX, ~91.9% xanthohumol) in KK-Ay mice in order to understand the anti-obesity effects of xanthohumol alone because XRHE contains 82% unknown compounds. Dietary consumption of PX significantly inhibited an increase in the visceral fat weight of mice compared to those fed control diet without PX. Plasma leptin level was significantly lower in the PX-fed group than in the control group. Dietary PX lowered hepatic fatty acid synthesis by down-regulation of SREBP1c mRNA expression in the liver. On the other hand, fatty acid β-oxidation in the liver was promoted by dietary PX through the up-regulation of PPARα mRNA expression. Moreover, the fecal levels of fatty acids and carbohydrates increased by dietary PX. PX inhibited lipase or α-amylase activity in vitro. Thus, we found that PX may exert anti-obesity effects through the regulation of lipid metabolism and inhibition of intestinal fat and carbohydrate absorption, and that xanthohumol alone may exert anti-obesity effects.

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  • Kouichi Nakagawa, Hayato Maeda
    Volume 66 (2017) Issue 5 Pages 543-547
    Released: May 01, 2017
    JOURNALS FREE ACCESS

    We investigated the location and distribution of paramagnetic species in black and white rice using electron paramagnetic resonance (EPR), X-band (9 GHz) EPR imaging (EPRI), and HPLC. EPR primarily detected two paramagnetic species in black rice, which were identified as a stable radical and Mn2+ species, based on the g values and hyperfine components of the EPR signals. The signal from the stable radical appeared at g ≈ 2.00 and was relatively strong and stable. Subsequent noninvasive two-dimensional (2D) EPRI revealed that this stable radical was primarily located in the pigmented region of black rice, while very few radicals were observed in the rice interior. Pigments extracted from black rice were analyzed using HPLC; the major compound was found to be cyanidin-3-glucoside. EPR and HPLC results indicate that the stable radical was only found within the pigmented region of the rice, and that it could either be cyanidin-3-glucoside, or one of its oxidative decomposition products.

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