Use of Crude Glycerol from Biodiesel Producers and Fatty Materials to Prepare Allyl Esters

Escribà, Marc; Eras, Jordi; Villorbina, Gemma; Balcells, Mercè; Blanch, Consol; Barniol, N.; Canela, Ramón

doi:10.1007/s12649-011-9073-7

Cited by 16 publications

(14 citation statements)

References 19 publications

(23 reference statements)

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“…However, it is of interest to mention that Escribà et al (2011) previously noted that these compounds can be produced in large volumes from industrial fat wastes. In addition, we observed that the aromatic allyl cinnamate caused rapid toxicity in cotton leafworm larvae, which is a cosmopolitan pest that is causing high economic losses in agriculture.…”

Section: Toxicity Of Allyl Esters In Insect Cell Lines R 27mentioning

confidence: 99%

“…We found in this project that allyl cinnamate showed the highest activity and the insect midgut CF203 cells the highest sensitivity, but here it should be noticed that for some allyl esters relatively high concentrations were needed to cause an effect. However, it is of interest to mention that Escribà et al (2011) previously noted that these compounds can be produced in large volumes from industrial fat wastes. In addition, we observed that the aromatic allyl cinnamate caused rapid toxicity in cotton leafworm larvae, which is a cosmopolitan pest that is causing high economic losses in agriculture.…”

Section: Toxicity Of Allyl Esters In Insect Cell Lines R 27mentioning

confidence: 99%

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TOXICITY OF ALLYL ESTERS IN INSECT CELL LINES AND IN SPODOPTERA LITTORALIS LARVAE

Giner

Avilla

Balcells

et al. 2012

Arch Insect Biochem Physiol

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We investigated the effects of five allyl esters, two aromatic (allyl cinnamate and allyl 2-furoate) and three aliphatic (allyl hexanoate, allyl heptanoate, and allyl octanoate) in established insect cell lines derived from different species and tissues. We studied embryonic cells of the fruit fly Drosophila melanogaster (S2) (Diptera) and the beet armyworm Spodoptera exigua (Se4) (Lepidoptera), fat body cells of the Colorado potato beetle Leptinotarsa decemlineata (CPB) (Coleoptera), ovarian cells of the silkmoth Bombyx mori (Bm5), and midgut cells of the spruce budworm Choristoneura fumiferana (CF203) (Lepidoptera). Cytotoxicity was determined with use of MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] and trypan blue. In addition, we tested the entomotoxic action of allyl cinnamate against the cotton leafworm Spodoptera littoralis .The median (50%) cytotoxic concentrations (EC₅₀s) of the five allyl esters in the MTT bioassays ranged between 0.25 and 27 mM with significant differences among allyl esters (P = 0.0012), cell lines (P < 0.0001), and the allyl ester-cell line interaction (P < 0.0001). Allyl cinnamate was the most active product, and CF203 the most sensitive cell line. In the trypan blue bioassays, cytotoxicity was produced rapidly and followed the same trend observed in the MTT bioassay. In first instars of S. littoralis, allyl cinnamate killed all larvae at 0.25% in the diet after 1 day, while this happened in third instars after 5 days. The LC₅₀ in first instars was 0.08%. In addition, larval weight gain was reduced (P < 0.05) after 1 day of feeding on diet with 0.05%. In conclusion, the data provide evidence of the significant but differential cytotoxicity among allyl esters in insect cells of different species and tissues. Midgut cells show high sensitivity, indicating the insect midgut as a primary target tissue. Allyl cinnamate caused rapid toxic effects in S. littoralis larvae at low concentrations, suggesting further potential for use in pest control.

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Section: Toxicity Of Allyl Esters In Insect Cell Lines R 27mentioning

confidence: 99%

Section: Toxicity Of Allyl Esters In Insect Cell Lines R 27mentioning

confidence: 99%

TOXICITY OF ALLYL ESTERS IN INSECT CELL LINES AND IN SPODOPTERA LITTORALIS LARVAE

Giner

Avilla

Balcells

et al. 2012

Arch Insect Biochem Physiol

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“…Moreover, allyl esters can be synthesized from glycerol or fat wastes [21,22], what fosters the re-use of industrial sub products. However, more assays need to be done to fix the proportion of allyl cinnamate into the blend to improve the attractiveness of moths [39,40] and asses it in field conditions, as well as the fate of allyl cinnamate in field conditions.…”

Section: Discussionmentioning

confidence: 99%

“…Our research group has been working on allyl ester synthesis using glycerol as starting material [21,22], which is produced in large amounts as a by-product in biodiesel production (http://www.biodiesel.org/). The insecticidal properties of some allyl esters have been assessed previously in order to give an added value to the surplus of glycerol [21,23,24].…”

Section: Introductionmentioning

confidence: 99%

Antennal and Behavioral Response of Cydia pomonella and Lobesia botrana Moths to Allyl Cinnamate

Balcells¹

2014

Adv Crop Sci Tech

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This paper describes for the first time the capacity of allyl cinnamate to elicit antennal response and to modify behavior from C. pomonella and L. botrana adults. Improved understanding of the role of this chemical compound may ultimately be incorporated into Tortricidae integrated pest management programmes (IPM). Material and Methods InsectsThe experiments were conducted with a C. pomonella laboratory strain originated from a population collected in an unsprayed apple orchard in Lleida (north-east Spain), and with a L. botrana laboratory strain established in our laboratory from a mass-reared strain from INRA Bordeaux (France). Both strains were reared at the Crop Protection Laboratory of the UdL-IRTA Centre for Research and Development (Lleida, Spain) at 23 ± 2°C, with a photoperiod of 16:8 (L:D) and on agar-based semi-synthetic diet [33].Cydia pomonella individuals were sexed as last instar larvae, whereas L. botrana individuals were sexed as pupae. The sexed individuals were kept separately by sex until adult emergence in the same conditions as AbstractElectroantenographical (EAG) response to allyl cinnamate were assessed on virgin and mated Cydia pomonella and Lobesia botrana adults to determine whether this compound could be used within integrated management programs (IMP). Adult behavioral reaction was later assessed in a wind tunnel, with and without the main compound of the corresponding female sex pheromone.Allyl cinnamate elicited antennae responses of C. pomonella and L. botrana, both males and females. Allyl cinnamate EAG response was as high as pheromone response, and it was not reduced after mating.In wind tunnel assays, allyl ester itself was not attractive to C. pomonella males, but its presence did not interfere with the pheromonal action when the number of contacts was compared. For females, a higher proportion of codling moths moved towards the source when allyl cinnamate was in the wind-tunnel plume. No differences were recorded depending on the mating status of codling moth adults. The same trend was observed in L. botrana males and females.Results suggest that allyl cinnamate acts as a female behavioral modifier, but more assays are required to determine its role in insect communication in field conditions before inclusion in integrated pest management.

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“…The glycerol obtained is crude, as it contains non-reacted and partially-reacted fats, free fatty acids, methanol, esters, and salts, and thus, it cannot be used as a raw material in the pharmaceutical and cosmetic industries (Khanna et al 2014). A viable solution could be the reconstruction of biodiesel plants into novel biorefineries through the integration of glycerol-based bioconversions in existing lines for the production of various chemicals (Kachrimanidoy et al 2013) or the production of syngas and hydrogen (Escribà et al 2011). Moreover, it is important to note that the excess of crude glycerol produced ( Fig.…”

Section: H Ooc R R Oh R Coor C H Oh  €mentioning

confidence: 99%

Effect of Active Metal Supported on SiO2 for Selective Hydrogen Production from the Glycerol Steam Reforming Reaction

Charisiou¹,

Papageridis²,

Siakavelas³

et al. 2016

BioResources

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The performance of nickel, cobalt, and copper supported on silica as catalysts was evaluated for the glycerol steam reforming (GSR) reaction. The samples were characterized by nitrogen-porosimetry according to Brunauer-Emmett-Teller (BET) method, X-ray diffraction (XRD), and inductively coupled plasma atomic emission spectroscopy (ICP-AES), while the deposited carbon on the catalytic surface was measured with a CHN-analyzer. Catalysts were studied in order to investigate the effect of the reaction temperature on (i) glycerol total conversion, (ii) glycerol conversion to gaseous products, (iii) hydrogen selectivity and yield, (iv) selectivity of gaseous products, and (v) selectivity of liquid products. The results showed that the Ni based on silica (Ni/Si) catalyst was more active and produced less liquid effluents than the catalysts that used an active metal such as Co or Cu. Moreover, the H2 yield from the Ni/Si catalyst was very close to the theoretical maximum predicted by thermodynamics, and the CO2 production was favoured in comparison to CO production, which is important for use in fuel cells.

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Use of Crude Glycerol from Biodiesel Producers and Fatty Materials to Prepare Allyl Esters

Cited by 16 publications

References 19 publications

TOXICITY OF ALLYL ESTERS IN INSECT CELL LINES AND IN SPODOPTERA LITTORALIS LARVAE

TOXICITY OF ALLYL ESTERS IN INSECT CELL LINES AND IN SPODOPTERA LITTORALIS LARVAE

Antennal and Behavioral Response of Cydia pomonella and Lobesia botrana Moths to Allyl Cinnamate

Effect of Active Metal Supported on SiO2 for Selective Hydrogen Production from the Glycerol Steam Reforming Reaction

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