Acid Methyl Ester Research Articles

Evaluation of Lipids for the Study of Photosynthetic Membranes.

The biological role of lipids goes far beyond the formation of a structural membrane bilayer platform for membrane proteins and controlling fluxes across the membranes. For example, in photosynthetic thylakoid membranes, lipids occupy well-defined binding niches within protein complexes and determine the structural organization of membrane proteins and their function by controlling generic physicochemical membrane properties. In this chapter, two-dimensional thin-layer chromatography (2D TLC) and gas chromatography (GC) techniques are presented for quantitative analysis of lipid classes and fatty acids in thylakoid membranes. In addition, lipid extraction methods from isolated thylakoid membranes and leaves are described together with a procedure for the derivatization of fatty acids to fatty acid methyl esters (FAME) that is required for GC analysis.

Potential Heterogenous Catalyst from Pineapple waste for Biodiesel Production

Biodiesel is a viable alternative to petroleum-based fuels due to its potential to lower greenhouse gas emissions. Recently, the utilization of waste biomass materials for the production of fuels and other energy products has been explored. In this current study, a potential heterogeneous solid catalyst was obtained from pineapple waste peels and graphite oxide (GO). Its potential for transesterification in biodiesel production was investigated using the impregnation mass ratio of 1 GO: 3 pineapple waste. The methanol to coconut oil molar ratio of 18:1, impregnation temperature of 80 °C and H3PO4 activating agent were found to yield the highest fatty acid methyl ester (FAME) yield of 53.71%.

Constitutional adaptation to pKa modulation by remote ester hydrolysis.

The mechanisms through which environmental conditions affect the expression of interconnected species is a key step to comprehending the principles underlying complex chemical processes. In Nature, chemical modifications triggered by the environment have a major impact on the structure and function of biomolecules and regulate different reaction pathways. Yet, minimalistic artificial systems implementing related adaptation behaviours remain barely explored. The hydrolysis of amino acid methyl esters to their corresponding amino acids leads to a drastic change in pKa (ca. 7 and 9, respectively) that protonates the free amino group at physiological conditions. Dynamic covalent libraries (DCvLs) based on amino acid methyl esters and aldehydes respond to such hydrolysis and lead to constitutional adaptation. Each of the libraries studied experiences a DCvL conversion allowing for constituent selection due to the silencing of the zwitterionic amino acids towards imine formation. The selective action of different enzymes on the DCvLs results in states with simplified constitutional distributions and transient chirality. When additional components (i.e., scavengers) that are not affected by hydrolysis are introduced into the dynamic libraries, the amino acid methyl ester hydrolysis induces the up-regulation of the constituents made of these scavenging components. In these systems, the constituent distribution is resolved from a scrambled mixture of imines to a state characterized by the predominance of a single aldimine. Remarkably, although the final libraries display higher "simplexity", the different transient states present an increased complexity that allows for the emergence of organized structures [micelle formation] and distributions [up-regulation of two antagonistic constituents]. This reactive site inhibition by a remote chemical modification resembles the scenario found in some enzymes for the regulation of their activity through proximal post-translational modifications.

The synthesis of fructose-based surfactants.

This study describes the synthesis of a new class of surfactants that is based on the bioderived building blocks fructose, fatty acid methyl esters (FAME), and hydroxy propionitrile (cyanoethanol, 3-HP). The synthesis is scalable, is carried out at ambient conditions, and does not require chromatography. The produced surfactants have excellent surfactant properties with critical micelle concentrations and Krafft points comparable to current glucose-based surfactants.

Hydroxy-directed peptide bond formation from α-amino acid-derived inert esters enabled by boronic acid catalysis.

A boronic acid-catalyzed peptide bond formation from α-amino acid methyl esters is described. The catalysis showed high chemoselectivity for β-hydroxy-α-amino esters, affording the peptides in high to excellent yields with high functional group tolerance. This hydroxy-directed peptide bond formation could be applicable to oligopeptide syntheses. This is the first successful example of organoboron-catalyzed peptide bond formation from α-amino acid-derived inert esters.

Neutral rhenium(I) tricarbonyl complexes with sulfur-donor ligands: anti-proliferative activity and cellular localization.

Rhenium(I) tricarbonyl complexes are widely studied for their cell imaging properties and anti-cancer and anti-microbial activities, but the complexes with S-donor ligands remain relatively unexplored. A series of six fac-[Re(NN)(CO)3(SR)] complexes, where (NN) is 2,2'-bipyridyl (bipy) or 1,10-phenanthroline (phen), and RSH is a series of thiocarboxylic acid methyl esters, have been synthesized and characterized. Cellular uptake and anti-proliferative activities of these complexes in human breast cancer cell lines (MDA-MB-231 and MCF-7) were generally lower than those of the previously described fac-[Re(NN)(CO)3(OH2)]+ complexes; however, one of the complexes, fac-[Re(CO)3(phen)(SC(Ph)CH2C(O)OMe)] (3b), was active (IC50 ∼ 10 μM at 72 h treatment) in thiol-depleted MDA-MB-231 cells. Moreover, unlike fac-[Re(CO)3(phen)(OH2)]+, this complex did not lose activity in the presence of extracellular glutathione. Taken together these properties show promise for further development of 3b and its analogues as potential anti-cancer drugs for co-treatment with thiol-depleting agents. Conversely, the stable and non-toxic complex, fac-[Re(bipy)(CO)3(SC(Me)C(O)OMe)] (1a), predominantly localized in the lysosomes of MDA-MB-231 cells, as shown by live cell confocal microscopy (λex = 405 nm, λem = 470-570 nm). It is strongly localized in a subset of lysosomes (25 μM Re, 4 h treatment), as shown by co-localization with a Lysotracker dye. Longer treatment times with 1a (25 μM Re for 48 h) resulted in partial migration of the probe into the mitochondria, as shown by co-localization with a Mitotracker dye. These properties make complex 1a an attractive target for further development as an organelle probe for multimodal imaging, including phosphorescence, carbonyl tag for vibrational spectroscopy, and Re tag for X-ray fluorescence microscopy.

Monitoring of Fatty Acid Derivatives and Vegetable Oils by the Quartz Crystal Microbalance.

This study investigated the characterization of fatty acid derivatives and vegetable oils by the quartz crystal microbalance (QCM). Resonant frequency and resistance were monitored for fatty acid derivatives and vegetable oils by a QCM sensor at 35℃ and 55℃. The resonant resistance depended on varieties of fatty acid derivatives, although the resonant frequency was similar for them. Oleic acid showed higher resonant resistance than methyl and ethyl oleate and oleyl alcohol. The resonant resistance of fatty acid methyl esters showed lower value according to the unsaturation (numbers of double bonds). Glyceryl oleate showed remarkably higher resonant resistance than oleic acid and its esters. Triolein showed the highest resonant resistance among glyceryl oleate. The resonant resistances of vegetable oils also depended on their varieties and iodine value (IV). Olive oil with the lowest IV showed the highest resonant resistance, while linseed oil with the highest IV showed the lowest resonant resistance among tested vegetable oils. The resonant resistances of vegetable oils reduced with their IV. These results suggested QCM may be effective for identification of vegetable oils.

Optimization of Methyl Ester Through Simultaneous Esterification –Transesterification Reactions Using Waste Cooking Oil as Raw Material

The increasing need for fossil energy does not equal the availability of alternative energy sources as a substitute generating new problems. In addition to decreasing availability, fossil energy harms the environment by producing dangerous gases from combustion such as carbon dioxide, sulfur, and nitrogen. These factors increasingly encourage researchers to create renewable energy sources with the same performance but are environmentally friendly. Biodiesel or Methyl Ester commonly called Fatty Acid Methyl Ester (FAME) is a renewable alternative energy produced from various raw materials such as animal, vegetable, or other oils. In this study, the methyl ester made from waste cooking oil was processed through two stages of esterification and transesterification using the addition of methanol with different catalysts, H2SO4 and NaOH relying on the reaction step. The research aimed to determine the optimal results from variations in the concentration of the acid catalyst used. From FTIR characterization found that functional groups indicating the formation of methyl esters have been identified at wave numbers 1800-1700 cm-1 with functional groups of -C=O ester the presence of FAME. Meanwhile, to determine the optimum methyl ester caloric value using Bomb Calorimetry according to ASTM D6751 standard. The caloric value was obtained at 9,572.58 Cal/g with catalyst 0,5% H2SO4. The methyl ester content was identified using GC-MS, and the results obtained for ME1, ME2, and ME3 are 74.90%, 77.15%, and 71.98%, respectively. From this study, it can be found that the methyl ester can be produced with esterification-transesterification reactions simultaneously.

Biomass as an alternative feedstock to oleochemicals.

The huge demands for petrochemicals have led to a rapid increase in the production of these fossil-based derivatives. Biomass represents a promising feedstock for addressing the challenges related to petrochemicals in terms of the necessity to apply renewable sources and the need to decrease carbon emissions. Among the natural biomass products, most studies have attempted to upgrade natural oils owing to their promising advantages of worldwide availability, low-cost processing, and built-in functionality. This paper discusses the upgradation of natural oils to the most beneficial oleochemicals, including fatty acids, fatty alcohols, and fatty acid methyl esters. This review also covers the utility, physico-chemical properties, and the production processes for such materials. The interconnected reaction routes to produce oleochemicals and the affecting parameters (catalyst design, temperature, and pressure) are also elucidated. Furthermore, this article discusses the future perspective of oleochemicals based on their development in recent years.

Increasing lipid production in Chlamydomonas reinhardtii through genetic introduction for the overexpression of glyceraldehyde-3-phosphate dehydrogenase.

Microalgae, valued for their sustainability and CO2 fixation capabilities, are emerging as promising sources of biofuels and high-value compounds. This study aimed to boost lipid production in C. reinhardtii by overexpressing chloroplast glyceraldehyde-3-phosphate dehydrogenase (GAPDH), a key enzyme in the Calvin cycle and glycolysis, under the control of a nitrogen-inducible NIT1 promoter, to positively impact overall carbon metabolism. The standout transformant, PNG#7, exhibited significantly increased lipid production under nitrogen starvation, with biomass rising by 44% and 76% on days 4 and 16, respectively. Fatty acid methyl ester (FAME) content in PNG#7 surged by 2.4-fold and 2.1-fold, notably surpassing the wild type (WT) in lipid productivity by 3.4 and 3.7 times on days 4 and 16, respectively. Transcriptome analysis revealed a tenfold increase in transgenic GAPDH expression and significant upregulation of genes involved in fatty acid and triacylglycerol synthesis, especially the gene encoding acyl-carrier protein gene (ACP, Cre13. g577100. t1.2). In contrast, genes related to cellulose synthesis were downregulated. Single Nucleotide Polymorphism (SNP)/Indel analysis indicated substantial DNA modifications, which likely contributed to the observed extensive transcriptomic and phenotypic changes. These findings suggest that overexpressing chloroplast GAPDH, coupled with genetic modifications, effectively enhances lipid synthesis in C. reinhardtii. This study not only underscores the potential of chloroplast GAPDH overexpression in microalgal lipid synthesis but also highlights the expansive potential of metabolic engineering in microalgae for biofuel production.

9-Step synthesis of (-)-larikaempferic acid methyl ester enabled by skeletal rearrangement.

We report here a concise synthesis of the anti-tumor-promoting (-)-larikaempferic acid methyl ester, a novel and rearranged abietane-type diterpene natural product containing a unique tetracyclic skeleton with a trans-hydrindane, an oxabicyclo[3.2.1]octane, and six stereogenic centers. Our synthesis starts with the cheap and abundant abietic acid and features an oxidative C-C bond cleavage followed by a transannular aldol reaction to skeletally rearrange the 6-6-6 tricyclic carbon skeleton of abietic acid to the desired 6-5-7 tricyclic carbon skeleton and an intramolecular oxa-Michael addition to form the oxa bridge. This skeletal rearrangement strategy enabled us to synthesize (-)-larikaempferic acid methyl ester in 9 steps.

The Isolation of 5-Hydroxymethylfuran Metabolites from the Broth Extract of Fomitopsis meliae (Agaricomycetes)

This study aimed to identify antibacterial compounds from the broth extract of <i>Fomitopsis meliae</i> (MSUCC009). From small-scale fermentation, the broth extract of <i>F. meliae</i> showed antibacterial activity. Therefore, the fermentation of this fungal strain was scaled up and the broth extract was chemically investigated. Purification of the broth extract led to the isolation of two 5-hydroxymethylfuran metabolites, 5-hydroxymethyl-2- furoic acid methyl ester and 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) together with a pyrimidine base, uracil. This is the first isolation report of 5-hydroxymethylfuran derivatives from the genus <i>Fomitopsis</i>. The structures of isolated compounds were elucidated based on nuclear magnetic resonance (NMR) and mass spectrometry (MS) spectroscopic methods, and comparison with previous reports. 5-Hydroxymethyl-2-furancarboxylic acid exhibited antibacterial activity against methicillin-susceptible <i>Staphylococcus aureus</i> with MIC and MBC values of > 0.25 mg/mL. 5-Hydroxymethyl-2-furoic acid methyl ester and 5-hydroxymethyl-2-furancarboxylic acid were also tested against A549 cancer cell lines. These two compounds were inactive in this cytotoxicity assay.

Modeling and optimization of transesterification of Jatropha oil to fatty acid methyl ester: application of response surface methodology (CCD) and Taguchi orthogonal method.

The study effectively optimized the transesterification process of Jatropha oil to fatty acid methyl ester using response surface methodology (CCD) and Taguchi orthogonal method, leading to enhanced efficiency and product quality. The optimization of five process parameters was conducted to predict the biodiesel yield (%) from the transesterification of Jatropha oil. The procedure was made easier with the use of a nanocatalyst made from calcium oxide obtained from snail shells using the hydrothermal technique. The RSM approach yielded an optimal FAME of 94.10% under specific conditions: a methanol to oil ratio of 5 : 1, catalyst weight of 1.5 w/w, reaction temperature of 50 °C, reaction duration of 45 minutes, and an agitation speed of 250 rpm across 32 experimental trials. On the other hand, the Taguchi method predicted a higher FAME yield of 86.36% using specific operational parameters. These parameters included a methanol to oil ratio of 4 : 1, catalyst weight of 0.5 w/w, reaction temperature of 60 °C, reaction duration of 25 minutes, and an agitation speed of 200 rpm. These parameters were determined through 16 experimental trials. The RSM technique yielded impressive results with a determined coefficient of determination (R2) of 0.9943, adjusted R2 of 0.9838, predicted R2 of 0.8470, and a coefficient of variance (CV) of 0.65. On the other hand, the Taguchi method had coefficients of 0.8994, 0.7483, and 1.95. The FAME yield of RSM was slightly higher, but the Taguchi method was much more cost-efficient. The analysis of variance (ANOVA) results showed that the methanol to oil ratio had the highest influence on the yield, accounting for 49.61% of the variation. This highlights the significant impact of this factor on the overall process. The study highlights the significance of utilizing advanced techniques such as TOA and RSM, which are known for their effectiveness. The study aims to enhance the yield and efficiency of the transesterification process, thereby increasing the overall production of fatty acid methyl ester from Jatropha oil. This innovative approach efficiently generates biodiesel from renewable resources, like Jatropha oil, in a manner that is both environmentally friendly and maximizes the effectiveness of the process parameters.

GC-MS analysis of organic fractions of Chrozophora tinctoria (L.) A.Juss. and their prokinetic propensity in animal models.

Chrozophora tinctoria (L.) A.Juss. is herbaceous, monecious annual plant used traditionally to cure gastrointestinal disorders. The present study was carried out to find the bioactive compounds by Gas Chromatography-Mass Spectrometry, the acetylcholinesterase inhibitory potential acute toxicity, and emetic activity present in the ethyl acetate fraction of Chrozophora tinctoria (EAFCT) and dichloromethane fraction of Chrozophora tinctoria (DCMFCT). The compounds detected in both fractions were mostly fatty acids, with about seven compounds in EAFCT and 10 in DCMFCT. These included pharmacologically active compounds such as imipramine, used to treat depression, or hexadecanoic acid methyl ester, an antioxidant, nematicide, pesticide, hypocholesterolemic, 9,12,15-Octadecatrienoic acid, ethyl ester, (Z,Z,Z)- is used as a cancer preventive, antiarthritic, antihistaminic, hepatoprotective, insectifuge, nematicide, Pentadecanoic acid, 14-methyl-, methyl ester have antifungal, antimicrobial and antioxidant activities, 10-Octadecanoic acid, methyl ester have the property to decrease blood cholesterol, Antioxidant and antimicrobial, 1-Eicosanol is used as an antibacterial, 1-Hexadecene has antibacterial, antioxidant, and antifungal activities. Both DCMFCT and EAFCT fractions inhibited acetylcholinesterase (AChE) activity with IC50 values of 10 µg and 130 µg, respectively. Both the fractions were found to be toxic in a dose-dependent manner, inducing emesis at 0.5g onward and lethargy and mortality from 3-5 g upwards. Both the fractions combined with distilled water showed highly emetic activity. The significant increase in the number of vomits was shown by EAFCT plus distilled water which are 7.50±1.29, 7.25±3.10, and 11.75±2.22 number of vomits at 1g, 2g, and 3g/kg concentration respectively, while DCMFCT plus distilled water showed 5.25±2.22, 7.50±2.52 and 10.25±2.22 number of vomits at 1g, 2, and 3g/kg correspondingly. The antiemetic standard drug metoclopramide has a higher impact against the emesis induced by both the fractions than dimenhydrinate. Metoclopramide decreases the number of vomits caused by EAFCT to 1.00±0.00, 2.00±0.00, 4.00±1.00 at 1g, 2, and 3g/kg sequentially, while dimenhydrinate decreases the number of vomits to 1.33±0.58, 2.33±1.15, 4.33±0.58 at 1g, 2, and 3g respectively. In the same way, Metochloprimide decreases the number of emesis caused by DcmCt from 5.25±2.22, 7.50±2.52, 10.25±2.22 to 1.33±0.58, 2.33±1.1, 4.33±0.58 at 1g, 2, and 3g/kg concentrations. The present study is the first documented report that scientifically validates the folkloric use of Chrozophora tinctoria as an emetic agent.

Drug-likeness analysis, in silico ADMET profiling of compounds in Kedrostis foetidissima (Jacq.) Cogn, and antibacterial activity of the plant extract.

Plants are a treasure trove of bioactive compounds. Kedrostis foetidissima (Jacq.) Cogn. has many important phytoconstituents like cucurbitacins, rutin, and quercitin compounds. Among these compounds, Quercetin-3-O- Rhamnoside (1) has antioxidant, anti-inflammatory, anticancer properties. Rutin (2) has anti-inflammatory, antioxidant, anti-diabetic, anti-microbial, antiviral properties, 7, 10-Hexa decadienoic acid methyl ester (3) has anti-inflammatory, antioxidant, hypocholesterolemia and anticancer activities. Docosanoic acid (4) has antioxidant, α-Glucosidase inhibitory activity. 3,7,11,15-Tetra methyl hexa decan-1-ol (5) has antiviral properties. Cucurbitacin-B (6) has antipyretic, analgesic, anti-inflammatory, antimicrobial, and antitumor activities. Performance of experimental studies on phytochemicals become more difficult as the availability of compounds in small quantities, hence the computational methods becomes important for drug discovery. Based on their biological activity, compounds 1-6 were tested for in silico ADMET (absorption, distribution, metabolism, excretion, and toxicity) profiling and drug-likeness properties using the Swiss ADME online web server and the pkCSM server. All the studied compounds obey Lipinski's rule of five except compounds 1 and 2 with two and three violations each. The entire selected compounds have a good bioavailability score in the recommended range of 0 to 1. Compound 4 has high (0.85) and compounds 1 and2 have low (0.17) oral bioavailability scores. All the selected compounds from Kedrostis foetidissima have strong pharmacological activities. Supporting this, the selected plant methanol extracts of leaf, stem callus, and tuber have shown well in vitro antibacterial activity against Bacillus subtilis, Escherichia coli, and Proteus vulgaris. Therefore, these compounds may be developed into drug molecules with additional clinical research.

Catalytic conversion of residual raw material into biodiesel using a superior magnetic solid acid catalyst based on Zn-Fe ferrite: thermodynamic and kinetic studies.

This study investigates the potential and applicability of a novel solid magnetic catalyst constructed by incorporating molybdenum oxide (MoO3) into zinc ferrite (ZnFe2O4) to biodiesel production using Waste Frying Oil (WFO) as the residual raw material. The molybdenum amounts (5, 15, 25, 35 and 45%) present in the catalyst were studied and the catalyst demonstrated great characteristics and high acid properties, as well as superior magnetic and catalytic attributes. The one variable at time (OVAT) optimization method revealed that the application of the MoO3/ZnFe2O4 catalyst resulted in obtaining a biodiesel with 97.6% ± 0.727 conversion to fatty acid methyl esters (FAME) under the following optimized reaction conditions: temperature of 165 °C, methanol : WFO molar ratio of 40 : 1, catalyst amount of 6 wt% and reaction time of 3 h. In addition, the catalyst showed high reusability after six reaction cycles, with conversion to esters above 90%. Besides, the activation energy (E a) calculated in the kinetic study was 25.3 kJ mol-1. Moreover, the properties of the synthesized biodiesel met the standards set by the ASTM D6751 and EN 14214, which indicates the high MoO3/ZnFe2O4 potential for industrial application with low energy consumption as well as minimal negative environmental impact.

Recycled waste groundnut oil: A potential feedstock for green energy/biodiesel synthesis

This work focuses on the recycling of waste groundnut oil as a potential feedstock for biodiesel production using activated coconut husk as a regenerating agent. The coconut husk was functionalized using organic acid. The properties of the functionalized coconut husk were investigated via instrumental analysis. Non-parametric modeling involving 2-degree isotherm models were used. The regeneration/recycling of the waste oil were done in batch mode examining key factors of temperature, time, concentration and dosage. Biodiesel was synthesized from recycled waste groundnut oil using transesterification reaction. The properties of biodiesel were examined using ASTM and AOAC official standards. Brunauer-Emmett-Teller surface analysis revealed the surface area of the adsorbent as 371.88 m2/g and a porosity distribution of 0.567 η on the surface at a pH of 6.1. Batch mode analysis revealed that 97.5% of impurities was removed from waste groundnut oil under one batch process at 80 °C after 4 h with 6 g of the activated coconut husk. Langmuir isotherm model provided the best fit to the experimental data with adsorption capacity of 33.5 mg/g at R2 of 0.996. Adsorption of waste groundnut oil impurities onto activated coconut husk was endothermic, as evidenced by the calculated ΔH of +2.7914 kJ/mol. A high cetane number of 48.4 obtained after transesterification is an indication of the good ignition quality of the obtained recycled waste groundnut oil methyl ester. Kinematic viscosity and acid value were revealed to be 4.65 mm2 S−1 and 0.31 mg KOH/g, while the calorific value stood at 38,053 kJ/kg. GC-MS analysis revealed a complex mixture of fatty acid methyl esters dominated by unsaturated fatty acids (58.78%). Recycling of waste cooking oil in this work using activated coconut husk demonstrated good quality as a regenerating agent. The properties of biodiesel obtained showed that it has all the good qualities comparable to other existing biodiesel based on the ASTM and AOAC official standards. More work on the recycling of other waste cooking oils for green energy synthesis to protect our environment from pollution emanating from the use of conventional petro-diesel and promote energy transition is highly recommended.

Assessment of the functioning of biofuel-powered engines based on a multi-criteria analysis

Reducing the emission of exhaust gas components into the natural environment from the transport sector is a priority. In recent years, the European Union has published many legal acts that regulate the emission of exhaust gas components. One of the known ways to reduce them is to use alternative fuels to power combustion engines. The paper presents an assessment of the functioning of drive units powered by mixtures of diesel oil and fatty acid methyl esters. The AHP (analytic hierarchy process) method was used for the analysis, which made it possible to determine the values of individual assessments. Based on the analysis, it was found that the lowest exhaust emission parameters were obtained for a fuel mixture containing 30% fatty acid methyl esters.

In situ Transesterification of Crambe Seeds with Dimethyl Carbonate Using an Enzymatic Catalyst

In situ transesterification of crambe seeds oil was investigated to produce fatty acid methyl esters using dimethyl carbonate as acyl acceptor and lipase Novozyme 435® as the catalyst. First, the effects of solvent-to-seeds ratio, seed pretreatment, and extraction time were evaluated on the seed oil removal, comparing the results with conventional Soxhlet extraction. Then, the effects of enzyme loading (5 to 30 wt.% based on the oil mass) and reaction time (60 to 540 min) were evaluated on the simultaneous extraction and reaction. The highest oil extraction yield (ca. 26 wt.%) was achieved at the solvent-to-seeds ratio of 6 mL g-1 and 360 min. The oil obtained from seeds that received thermal pretreatment showed a higher concentration of minor compounds. The highest ester content (76.71 wt.%) was obtained with an enzyme loading of 20 wt.%, solvent-to-seeds ratio of 6 mL g-1, for 480 min. The reaction samples showed a predominance of erucate and oleate esters, with identification of the co-products formation (glycerol carbonate and glycerol dicarbonate), and ca. 5 wt.% of acylglycerols.

SPECTROSCOPIC ANALYSIS OF A COMPOUND ISOLATED FROM THE ETHYL ACETATE FRACTION OF CALOPHYLLUM MACROPHYLLUM SCHEFF AND TOXICITY TESTS USING THE BSLT METHOD AGAINST ARTEMIA SALINA LEACH LARVAE

The Calophyllum genus has been reported to be rich in bioactive compounds that have medicinal properties. The author will also report the results of the isolation of compounds obtained from the ethyl acetate fraction of the bark of the plant C. macrophyllum Scheff, a type of Calophyllum found in Mount Kerinci, Jambi province. This paper will analyze the spectroscopic data of these compounds which include UV, IR, GC-MS, 1HNMR and 13CNMR spectra which are amplified by HMQC and HMBC spectra. The first step in bioactivity testing is the toxicity test using the BSLT (Brine Shrimp Lethality Test) method using Artemia Salina Leach shrimp larvae. The results of the spectroscopic analysis obtained the chemical formula as a derivative of fatty acid methyl ester (methyl-octadec-14 enoic), in the form of a yellow liquid with a boiling point of 173-175°C. The results of the initial screening for bioactivity through the toxicity test of the BSLT method on Artemia salina Leach shrimp larvae obtained an LC50 value of 141.2 g/mL. This compound still has the potential to have certain bioactivity