Iodine value of tung biodiesel fuel using Wijs method is significantly lower than calculated value

The tung tree (Vernicia fordii) is a non-edible oil plant native to southern China and was introduced in Japan in the nineteenth century. The tree produces tung oil, which is composed of approximately 80% α-eleostearic acid (9c, 11t, 13t-octadecatrienoic acid), 7% linoleic acid, and 6% oleic acid. Tung oil may be a non-edible source of biodiesel fuel (BDF) production. The iodine value (IV) is one of parameters to guarantee BDF quality, and the most common method for the determination of IV is the Wijs method. The IV can be calculated from the average molecular weight and the number of double bonds from the GC–MS data. In this study, the IVs of olive, castor, soybean, linseed, and perilla BDF using the Wijs method were found to be almost the same as the calculated IV. On the other hand, the IV of tung BDF by the Wijs method indicated a significantly lower value than that of the calculated value. To determine the cause of this discrepancy, the samples before and after halogenation using the Wijs method, were analyzed by 1H NMR. The conjugated double bond signals did not disappear, and a broad double bond signal remained in the tung BDF spectrum after halogenation. These results demonstrated that iodine, with a large atomic radius, could not react completely with the three conjugated double bonds in α-eleostearic acid. Therefore, the IV of tung BDF was significantly lower than the calculated value.

Simultaneous Photocatalytic Esterification and Addition Reaction of Fatty Acids in Kemiri Sunan (Reutealis trisperma sp.) Oil over CuO/TiO2 Catalyst - A Novel Approach

A novel approach, namely photocatalytic esterification and addition reaction of unsaturated fatty acids using CuO/TiO2 catalyst has been investigated in kemiri sunan oil. The objectives of this study are to reduce the free fatty acid (FFA) content by using catalyst CuO/TiO2, characterization of the catalyst and the operation condition of reaction. The CuO/TiO2 catalyst was synthesized by the impregnation of TiO2 P25 powder with copper nitrate solution as a precursor and followed by calcination. The field emission scanning electron microscopy (FESEM), Energy Dispersive X-ray (EDX), X-ray Diffraction (XRD), and Transmission electron microscopes (TEM) result showed that copper oxide was highly dispersed on the TiO2 surface. The X-ray Photoelectron Spectroscopy (XPS) result showed that Cu is in the state of CuO (Cu2+), while Ti is in Ti4+ ( TiO2). The bandgap energy of CuO/TiO2 was smaller than TiO2 P25. It was found that the reactions conducted in the presence of CuO/TiO2 in a photoreactor under UV irradiation can perform esterification and addition reaction of the FFA, simultaneously. The optimum reduction of the FFA was under condition of 4% loading CuO/TiO2, 4 hours reaction time, 30:1 (mole/mole) methanol to oil ratio, 5% (w/w) catalyst amount. The conversion of FFA was at around 59%. The Gas Chromatography—Mass Spectrometry (GC-MS) results showed that the addition reaction of -eleostearic acid simultaneously occured at 100% conversion. Although the photocatalyst selectivity in FFA reduction was relatively low, but double bond reduction of -eleostearic acid (C18:3) was very high. The reduction of multiple double bond is considered as positive poin to improve the oxidative stability of the product. The simultaneous esterification and addition reactions mechanism has been proposed. Copyright © 2021 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0).

Combining Renewable Eleostearic Acid and Eugenol To Fabricate Sustainable Plasticizer and Its Effect of Plasticizing on PVC

The recent studies on sustainable plasticizer mainly focus on raw material source, synthesis method and plasticization, but the effect of chemical functional groups (epoxy group and ester group) of sustainable plasticizer on compatibility and thermal stability of plasticized polyvinyl chlorid (PVC) materials has been ignored. In this study, we synthesized two kinds of sustainable plasticizer, eleostearic acid eugenol ester(EAEE) and epoxidized EAEE. PVC films plasticized with EAEE were investigated and compared with epoxidized EAEE. PVC plasticized with epoxidized EAEE showed more flexible and thermal stability than EAEE. More hydrogen bonds were formed between PVC chains and epoxidized EAEE than that of PVC chains and EAEE, which caused the that epoxidized EAEE played more efficient plasticizing effect on PVC than EAEE. Epoxidized EAEE containing the flexible alkane chains and polar group (ester groups and epoxy groups) has stronger intermolecular interaction force than EAEE, causing homogeneous and smooth surface of plasticized PVC films.

Tung Oil-Based Production of High 3-Hydroxyhexanoate-Containing Terpolymer Poly(3-Hydroxybutyrate-co-3-Hydroxyvalerate-co-3-Hydroxyhexanoate) Using Engineered Ralstonia eutropha

Polyhydroxyalkanoates (PHAs) are attractive new bioplastics for the replacement of plastics derived from fossil fuels. With their biodegradable properties, they have also recently been applied to the medical field. As poly(3-hydroxybutyrate) produced by wild-type Ralstonia eutropha has limitations with regard to its physical properties, it is advantageous to synthesize co- or terpolymers with medium-chain-length monomers. In this study, tung oil, which has antioxidant activity due to its 80% α-eleostearic acid content, was used as a carbon source and terpolymer P(53 mol% 3-hydroxybytyrate-co-2 mol% 3-hydroxyvalerate-co-45 mol% 3-hydroxyhexanoate) with a high proportion of 3-hydroxyhexanoate was produced in R. eutropha Re2133/pCB81. To avail the benefits of α-eleostearic acid in the tung oil-based medium, we performed partial harvesting of PHA by using a mild water wash to recover PHA and residual tung oil on the PHA film. This resulted in a film coated with residual tung oil, showing antioxidant activity. Here, we report the first application of tung oil as a substrate for PHA production, introducing a high proportion of hydroxyhexanoate monomer into the terpolymer. Additionally, the residual tung oil was used as an antioxidant coating, resulting in the production of bioactive PHA, expanding the applicability to the medical field.

Beneficial Impacts of Alpha-Eleostearic Acid from Wild Bitter Melon and Curcumin on Promotion of CDGSH Iron-Sulfur Domain 2: Therapeutic Roles in CNS Injuries and Diseases

Neuroinflammation and abnormal mitochondrial function are related to the cause of aging, neurodegeneration, and neurotrauma. The activation of nuclear factor κB (NF-κB), exaggerating these two pathologies, underlies the pathogenesis for the aforementioned injuries and diseases in the central nervous system (CNS). CDGSH iron-sulfur domain 2 (CISD2) belongs to the human NEET protein family with the [2Fe-2S] cluster. CISD2 has been verified as an NFκB antagonist through the association with peroxisome proliferator-activated receptor-β (PPAR-β). This protective protein can be attenuated under circumstances of CNS injuries and diseases, thereby causing NFκB activation and exaggerating NFκB-provoked neuroinflammation and abnormal mitochondrial function. Consequently, CISD2-elevating plans of action provide pathways in the management of various disease categories. Various bioactive molecules derived from plants exert protective anti-oxidative and anti-inflammatory effects and serve as natural antioxidants, such as conjugated fatty acids and phenolic compounds. Herein, we have summarized pharmacological characters of the two phytochemicals, namely, alpha-eleostearic acid (α-ESA), an isomer of conjugated linolenic acids derived from wild bitter melon (Momordica charantia L. var. abbreviata Ser.), and curcumin, a polyphenol derived from rhizomes of Curcuma longa L. In this review, the unique function of the CISD2-elevating effect of α-ESA and curcumin are particularly emphasized, and these natural compounds are expected to serve as a potential therapeutic target for CNS injuries and diseases.

In Silico Analysis of Partial Fatty Acid Desaturase 2 cDNA From Reutealis trisperma (Blanco) Airy Shaw

Reutealis trisperma oil is a new source for biodiesel production. The predominant fatty acids in this plant are stearic acid (9%), palmitic acid (10%), oleic acid (12%), linoleic acid (19%), and α-eleostearic acid (51%). The presence of polyunsaturated fatty acids (PUFAs), linoleic acid, and α-eleostearic acid decreases the oxidation stability of R. trisperma biodiesel. Although several studies have suggested that the fatty acid desaturase 2 (FAD2) enzyme is involved in the regulation of fatty acid desaturation, little is known about the genetic information of FAD2 in R. trisperma. The objectives of this study were to isolate, characterize, and determine the relationship between the R. trisperma FAD2 fragment and other Euphorbiaceae plants. cDNA fragments were isolated using reverse transcription polymerase chain reaction (PCR). The DNA sequence obtained by sequencing was used for further analysis. In silico analysis identified the fragment identity, subcellular localization, and phylogenetic construction of the R. trisperma FAD2 cDNA fragment and Euphorbiaceae. The results showed that a 923-bp partial sequence of R. trisperma FAD2 was successfully isolated. Based on in silico analysis, FAD2 was predicted to encode 260 amino acids, had a domain similarity with Omega-6 fatty acid desaturase, and was located in the endoplasmic reticulum membrane. The R. trisperma FAD2 fragment was more closely related to Vernicia fordii (HM755946.1).

Biosynthesis of α-elostearic Acid in the Seed of Momordica Charantia L.

Momordica charantia L. is a plant belonging to Cucurbitaceae family. Currently it is cultivated throughout the word mostly for the immature fruits. Its seeds oil contains a large amount of α-eleostearic acid (αESA) , an isoform of α-linolenic acid with conjugated double bound. Oils with conjugated fatty acids are valuable both for industrial and nutraceutical application. After cloning the fatty acid conjugases (FADX), several attempts have been made to modify oilseed crops towards production of such fatty acids. The obtained transgenic plants produced, however, a much lower amount of conjugated fatty acids than FADX original plants. It has been postulated that this could be connected with the problem in the transfer of such fatty acids from the place of its synthesis – phosphatidylcholine (PC) – to the place of their storage – triacylglycerol (TAG) in the transgenic plants. In this study we have characterised the biosynthesis of α-eleostearic acid both in vivo in developing seeds of M. charantia and in vitro in experiments with microsomal fractions prepared from developing seeds of this plant. We observed significant differences in transfer of αESA from the place of its biosynthesis to TAG in these two system. In vivo αESA was very efficiently transferred while in vitro synthesised αESA remained mostly in PC.

Eliciting OTUD3/RIPK-Dependent Necroptosis to Prevent Epithelial Ovarian Cancer

BackgroundThere is an urgent need for early prevention strategies against high grade serous ovarian carcinoma (HGSOC), the deadliest gynecologic malignancy. Transformed p53-null fallopian tube epithelium (FTE) cells are precursors of HGSOC that may be eliminated by inducing necroptosis, a programmed form of inflammatory cell death. Induction of necroptosis is dependent upon activation of receptor-interacting serine/threonine-protein kinases 1 and 3 (RIPK1/3). TNFα and progesterone (P4) effectively promote necroptosis. In this study, we explore the activation of necroptosis as an approach to inhibit HGSOC progression.MethodsUsing gene ontology sets as a reference, we analyzed publicly available datasets of HGSOC to correlate the expression of necroptosis effectors to clinical outcomes. Using in vitro models of HGSOC we evaluated the effect of TNFα, P4, and α-eleostearic acid on necroptosis. In parallel, the necroptosis inhibitor Necrostatin-1 was used to confirm necroptosis-specific cell death.ResultsExpression of the P4 receptor (PGR) was sharply reduced in a HGSOC cohort compared to normal, nonmalignant FTE. However, several genes involved in necroptosis signaling were elevated in HGSOC, including TNF and RIPK1. Increased expression of PGR, the necroptosis effectors TNF and RIPK1/3, as well as ovarian tumor domain-containing deubiquitinase 3 (OTUD3) were associated with higher overall survival in 484 HGSOC cases. HGSOC cells activated necroptosis in response to P4, TNFα, and α-eleostearic acid treatment, while P4 or TNFα treatment of HGSOC cells increased TNF, RIPK1, and OTUD3 expression. OTUD3 is a putative tumor suppressor that stabilizes PTEN and is hypothesized to be functionally similar to the necroptosis inducer, OTUD7B. shRNA knockdown of OTUD3 resulted in decreased PTEN protein and RIPK1 protein.ConclusionsWe conclude that necroptosis activation may be a viable prevention strategy that leads to the elimination of transformed FTE “founder” cells and prevents HGSOC tumorigenesis. Our data indicate that HGSOC cells activate necroptosis in response to P4, TNFα, and α-eleostearic acid, suggesting that established HGSOC cells may also be eliminated by activating necroptosis.