Evaluation of Methyl Esters of Mahua Oil (<Emphasis Type="Italic">Madhuca Indica</Emphasis>) as Diesel Fuel

There is increasing interest in India for suitable alternative fuels that are environment friendly. This search has led to mahua oil (MO) as one alternative for diesel fuel in India. Mahua oil methyl esters (MOME) were prepared by transesterification using potassium hydroxide (KOH) as catalyst and nuclear magnetic resonance (NMR) testing was done to determine the conversion of vegetable oil to biodiesel (MOME). The properties of MOME were close to those of diesel oil. Engine testing was conducted using a single-cylinder 4-stroke direct-injection, constant-speed compression-ignition diesel engine using MO, MOME and B20 as fuels. The engine ran smoothly with MOME and B20, but heavy smoke emissions were observed when MO was used as fuel.     

Evaluation of Biodiesel Derived from <Emphasis Type="Italic">Camelina sativa</Emphasis> Oil

Biodiesel derived from camelina as well as other feedstocks including palm, mustard, coconut, sunflower, soybean and canola were prepared via the conventional base-catalyzed transesterification with methanol. Fatty acid profiles and the fuel properties of biodiesel from different vegetable oils were analyzed and tested in accordance with ASTM D6751. Camelina biodiesel contains 10–12%, 37–40%, and 48–50% saturated, monounsaturated and polyunsaturated components, respectively. Some fuel properties of camelina biodiesel are comparable to that of sunflower biodiesel including kinematic viscosity (40 °C), flash point, cloud point, cold filter plugging point, and oil stability index. However, camelina biodiesel exhibited the poorest oxidative stability, highest distillation temperature and has the highest potential to form coke during combustion, all of which are attributed to the high amounts of n-3-fatty acids in camelina oil. While neat camelina biodiesel may exhibit undesirable fuel properties, it is very comparable with soybean biodiesel at the B20 level.     

Neonate Silkworm (<Emphasis Type="Italic">Bombyx mori</Emphasis>) Larvae Are Attracted to Mulberry (<Emphasis Type="Italic">Morus alba</Emphasis>) Leaves with Conspecific Feeding Damage

The silkworm Bombyx mori is a molecular genetic model for the Lepidoptera. Its odorant receptor genes have been described, and preliminary studies suggest that several are expressed specifically in the larval caterpillar stage. This study was undertaken to identify olfactory behaviors specific to the larvae. A two-choice leaf disk bioassay with naive neonate larvae was used to evaluate the attractiveness of three types of mulberry leaf (Morus alba): newly flushed leaves from branch tips, mature leaves, and mature leaves with feeding damage caused by conspecific larvae. Mature leaves with feeding damage were the most attractive, newly flushed leaves were moderately favored, and undamaged mature leaves were the least attractive. Volatile odors collected from whole mulberry leaves by using solid-phase microextraction fibers were analyzed by gas chromatography-mass spectrometry. The volatile profile of newly flushed leaves and mature leaves damaged by conspecific larvae was more complex compared to undamaged mature leaves. By comparing the volatile makeup of each leaf type, a list of 22 candidate odors responsible for attracting the neonate larvae was generated; α-farnesene was particularly notable as a herbivore-induced volatile. These odors will be used in future in vitro studies to determine whether they activate larval-specific odorant receptors. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

Electrosynthesis of nitroso compounds from (<Emphasis Type="Italic">1</Emphasis><Emphasis Type="Bold">S</Emphasis>, <Emphasis Type="Italic">2</Emphasis><Emphasis Type="Bold">S</Emphasis>)-2-amino-l-(4-nitrophenyl)-propane-1,3-diol derivatives

Nitroso compounds were electrogenerated from (1S, 2S)-2-amino-1-(4-nitrophenyl)-propane-1,3-diol derivatives (derivatives of p-nitrophenylserinol) in a “redox” flow cell equipped with two consecutive porous electrodes of opposite polarities. In spite. of the relative instability in methanol-acetate buffer of the hydroxylamine intermediates produced at the first porous electrode (cathode), the nitroso derivatives were prepared in good yields at the second one (anode). A coupling reaction between some nitroso derivatives and p-toluenesulphinic acid led to N-sulphonylphenylhydroxylamines.     

Physicochemical Characteristics of Nigella Seed (<Emphasis Type="Italic">Nigella sativa</Emphasis> L<Emphasis Type="Italic">.</Emphasis>) Oil as Affected by Different Extraction Methods

The physicochemical properties of crude Nigella seed (Nigella sativa L.) oil which was extracted using Soxhlet, Modified Bligh–Dyer and Hexane extraction methods were determined. The effect of different extraction methods which includes different parameters, such as temperature, time and solvent on the extraction yield and the physicochemical properties were investigated. The experimental results showed that temperature, different solvents and extraction time had the most significant effect on the yield of the Nigella oil extracts. The fatty acid (FA) compositions of Nigella seed oil were further analyzed by gas chromatography to compare the extraction methods. The C16:0, C18:1 and C18:2 have been identified to be the dominant fatty acids in the Nigella seed oils. However, the main triacylglycerol (TAG) was LLL followed by OLL and PLL. The FA and TAG content showed that the composition of the Nigella seed oil extracted by different methods was mostly similar, whereas relative concentration of the identified compounds were apparently different according to the extraction methods. The melting and crystallization temperatures of the oil extracted by Soxhlet were −2.54 and −55.76 °C, respectively. The general characteristics of the Nigella seed oil obtained by different extraction methods were further compared. Where the Soxhlet extraction method was considered to be the optimum process for extracting Nigella seed oil with a higher quality with respect to the other two processes.     

Chemical Composition and Nutritional Characteristics of the Seed Oil of Wild <Emphasis Type="Italic">Lathyrus</Emphasis>, <Emphasis Type="Italic">Lens</Emphasis> and <Emphasis Type="Italic">Pisum</Emphasis> Species from Southern Spain

The fatty acid composition of the seed oil of 19 wild legume species from southern Spain was analyzed by gas chromatography. The main seed oil fatty acids ranged from C_14:0 to C_20:0. Among unsaturated fatty acids, the most abundant were linoleic, oleic and linolenic acids, except for Lathyrus angulatus, L. aphaca, L. clymenum, L. sphaericus and L. nigricans where C_18:3 contents were higher than C_18:1 contents. Palmitic acid was the most abundant saturated acid in studied species, ranging from 11.6% in Lathyrus sativus to 19.3% in Lens nigricans. All studied species showed higher amounts of total unsaturated fatty acids than saturated ones. Among studied species, the ω6/ω3 ratio was variable, ranging from 2.0% in L. nigricans to 13.8% in L. sativus, there being eight species in which the ω6/ω3 ratio was below 5. The fatty acids observed in these plants supports the use of these plants as a source of important dietary lipids.     

(1<Emphasis Type="Italic">S</Emphasis>,3<Emphasis Type="Italic">R</Emphasis>)-<Emphasis Type="Italic">cis</Emphasis>-Chrysanthemyl Tiglate: Sex Pheromone of the Striped Mealybug, <Emphasis Type="Italic">Ferrisia virgata</Emphasis>

Derivatives of 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid (chrysanthemic acid) are classic natural pyrethroids discovered in pyrethrum plants and show insecticidal activity. Chrysanthemic acid, with two asymmetric carbons, has four possible stereoisomers, and most natural pyrethroids have the (1R,3R)-trans configuration. Interestingly, chrysanthemic acid–related structures are also found in insect sex pheromones; carboxylic esters of (1R,3R)-trans-(2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl)methanol (chrysanthemyl alcohol) have been reported from two mealybug species. In the present study, another ester of chrysanthemyl alcohol was discovered from the striped mealybug, Ferrisia virgata (Cockerell), as its pheromone. By means of gas chromatography–mass spectrometry, nuclear magnetic resonance spectrometry, and high-performance liquid chromatography analyses using a chiral stationary phase column and authentic standards, the pheromone was identified as (1S,3R)-(?)-cis-chrysanthemyl tiglate. The (1S,3R)-enantiomer strongly attracted adult males in a greenhouse trapping bioassay, whereas the other enantiomers showed only weak activity. The cis configuration of the chrysanthemic acid–related structure appears to be relatively scarce in nature, and this is the first example reported from arthropods.     

Effects of Root Isoquinoline Alkaloids from <Emphasis Type="Italic">Hydrastis canadensis</Emphasis> on <Emphasis Type="Italic">Fusarium oxysporum</Emphasis> Isolated from <Emphasis Type="Italic">Hydrastis</Emphasis> Root Tissue

Goldenseal (Hydrastis canadensis L.) is a popular medicinal plant distributed widely in North America. The rhizome, rootlets, and root hairs produce medicinally active alkaloids. Berberine, one of the Hydrastis alkaloids, has shown antifungal activity. The influence of a combination of the major Hydrastis alkaloids on the plant rhizosphere fungal ecology has not been investigated. A bioassay was developed to study the effect of goldenseal isoquinoline alkaloids on three Fusarium isolates, including the two species isolated from Hydrastis rhizosphere. The findings suggest that the Hydrastis root extract influences macroconidia germination, but that only the combined alkaloids—berberine, canadine, and hydrastine—appear to synergistically stimulate production of the mycotoxin zearalenone in the Fusarium oxysporum isolate. The Hydrastis root rhizosphere effect provided a selective advantage to the Fusarium isolates closely associated with the root tissue in comparison with the Fusarium isolate that had never been exposed to Hydrastis.     

Parameters for optimization of coke quality (<Emphasis Type="Italic">CRI</Emphasis> and <Emphasis Type="Italic">CSR</Emphasis>)

Experimental data illustrate the diversity of ash composition in Russian coal, even within a single rank. Examples show that the ash basicity may be used for effective optimization of the coking-batch composition by basin, rank, and components, in improving the CRI and CSR values of coke.     

<Emphasis Type="Italic">Santalum </Emphasis><Emphasis Type="Italic">insulare</Emphasis> Acetylenic Fatty Acid Seed Oils: Comparison within the <Emphasis Type="Italic">Santalum</Emphasis> Genus

The sandalwood kernels of Santalum insulare (Santalaceae) collected in French Polynesia give seed oils containing significant amounts of ximenynic acid, E-11-octadecen-9-oic acid (64–86%). Fatty acid (FA) identifications were performed by gas chromatography/mass spectrometry (GC/MS) of FA methyl esters. Among the other main eight identified fatty acids, oleic acid was found at a 7–28% level. The content in stearolic acid, octadec-9-ynoic acid, was low (0.7–3.0%). An inverse relationship was demonstrated between ximenynic acid and oleic acid using 20 seed oils. Results obtained have been compared to other previously published data on species belonging to the Santalum genus, using multivariate statistical analysis. The relative FA S. insulare composition, rich in ximenynic acid is in the same order of those given for S. album or S. obtusifolium. The other compared species (S. acuminatum, S. lanceolatum, S. spicatum and S. murrayanum) are richer in oleic acid (40–59%) with some little differences in linolenic content.     

Sex Pheromone of the Scarab Beetle <Emphasis Type="Italic">Phyllophaga</Emphasis> (<Emphasis Type="Italic">Phytalus) georgiana</Emphasis> (Horn)

The sex pheromone of Phyllophaga (Phytalus) georgiana was characterized as valine methyl ester, tentatively the l-enantiomer. This is the first sex pheromone identified from the Phyllophaga subgenus Phytalus. The pheromone was extracted from female glands, the active component isolated by coupled gas chromatography–electroantennogram detection analysis, characterized by mass spectrometry, and shown to be active in field tests. The seasonal flight pattern was determined for P. georgiana as well as for three other species, P. anxia (both northern and southern genitalic forms), P. gracilis, and P. postrema. The latter three species were captured in traps baited with l-isoleucine methyl ester. Sridhar Polavarapu, deceased May 7, 2004. We dedicate this publication to our friend and colleague.     

<Emphasis Type="Italic">N</Emphasis>-Acylated Bacteriohopanehexol-Mannosamides from the Thermophilic Bacterium <Emphasis Type="Italic">Alicyclobacillus acidoterrestris</Emphasis>

Identification of molecular species of various N-acylated bacteriohopanehexol-mannosamides from the thermophilic bacterium Alicyclobacillus acidoterrestris by semipreparative HPLC and by RP-HPLC with ESI is described. We used triple-quadrupole type mass spectrometer, ¹H and ¹³C NMR for analyzing this complex lipid. CD spectra of two compounds (model compound—7-deoxy-d-glycero-d-allo-heptitol obtained by stereospecific synthesis, and an isolated derivative of hopane) were also measured and the absolute configuration of both compounds was determined. On the basis of all the above methods, we identified the full structure of a new class of bacteriohopanes, represented by various N-acylated bacteriohopanehexol-mannosamides.     

Biosynthesis of (3<Emphasis Type="Italic">Z</Emphasis>,6<Emphasis Type="Italic">Z</Emphasis>,9<Emphasis Type="Italic">Z</Emphasis>)-3,6,9-Octadecatriene: The Main Component of the Pheromone Blend of <Emphasis Type="Italic">Erannis bajaria</Emphasis>

The hydrocarbons (3Z,6Z,9Z)-3,6,9-octadecatriene (3Z,6Z,9Z-18:H) and (3Z,6Z,9Z)-3,6,9-nonadecatriene (3Z,6Z,9Z-19:H) constitute the pheromone of the winter moth, Erannis bajaria. These compounds belong to a large group of lepidopteran pheromones which consist of unsaturated hydrocarbons and their corresponding oxygenated derivatives. The biosynthesis of such hydrocarbons with an odd number of carbons in the chain is well understood. In contrast, knowledge about the biosynthesis of even numbered derivatives is lacking. We investigated the biosynthesis of 3Z,6Z,9Z-18:H by applying deuterium-labeled precursors to females of E. bajaria followed by gas chromatography–mass spectrometry analysis of extracts of the pheromone gland. A mixture of deuterium-labeled [17,17,18,18-²H₄]-3Z,6Z,9Z-18:H and the unlabeled 3Z,6Z,9Z-18:H was obtained after topical application and injection of (10Z,13Z,16Z)-[2,2,3,3-²H₄]-10,13,16-nonadecatrienoic acid ([2,2,3,3-²H₄]-10Z,13Z,16Z-19:acid) or (11Z,14Z,17Z)-[3,3,4,4-²H₄]-11,14,17-icosatrienoic acid ([3,3,4,4-²H₄]-11Z,14Z,17Z-20:acid). These results are consistent with a biosynthetic pathway that starts with α-linolenic acid (9Z,12Z,15Z-18:acid). Chain elongation leads to 11Z,14Z,17Z-20:acid, which is shortened by α-oxidation as the key step to yield 10Z,13Z,16Z-19:acid. This acid can be finally reduced to an aldehyde and decarbonylated or decarboxylated to furnish the pheromone component 3Z,6Z,9Z-18:H. A similar transformation of 11Z,14Z,17Z-20:acid yields the second pheromone component, 3Z,6Z,9Z-19:H.     

Relationship Between the Endophyte <Emphasis Type="Italic">Embellisia</Emphasis> spp. and the Toxic Alkaloid Swainsonine in Major Locoweed Species (<Emphasis Type="Italic">Astragalus</Emphasis> and <Emphasis Type="Italic">Oxytropis)</Emphasis>

Locoweeds (Astragalus and Oxytropis spp. that contain the toxic alkaloid swainsonine) cause widespread poisoning of livestock on western rangelands. There are 354 species of Astragalus and 22 species of Oxytropis in the US and Canada. Recently, a fungal endophyte, Embellisia spp., was isolated from Astragalus and Oxytropis spp. and shown to produce swainsonine. We conducted a survey of the major locoweeds from areas where locoweed poisoning has occurred to verify the presence of the endophyte and to relate endophyte infection with swainsonine concentrations. Species found to contain the fungal endophyte and produce substantial amounts of swainsonine were A. wootoni, A. pubentissimus, A. mollissimus, A. lentiginosus, and O. sericea. Astragalus species generally had higher concentrations of swainsonine than Oxytropis. Swainsonine was not detected in A. alpinus, A. cibarius, A. coltonii, A. filipes, or O. campestris. The endophyte could not be cultured from A. mollissimus var. thompsonii or A. amphioxys, but was detected by polymerase chain reaction, and only 30% of these samples contained trace levels of swainsonine. Further research is necessary to determine if the endophyte is able to colonize these and other species of Astragalus and Oxytropis and determine environmental influences on its growth and synthesis of swainsonine.     

Synthesis,Characterization and Properties of <Emphasis Type="Italic">N</Emphasis>-Alkyl-<Emphasis Type="Italic">N</Emphasis>,<Emphasis Type="Italic">N</Emphasis>-di(2-hydroxyethyl) Amine Oxides

N‐Dodecyl‐N,N‐di(2‐hydroxyethyl) amine oxide (C₁₂DHEAO) and N‐stearyl‐N,N‐di(2‐hydroxyethyl) amine oxide (C₁₈DHEAO) were synthesized with N‐alkyl‐diethanolamine and hydrogen peroxide. Their chemical structures were confirmed using ¹H‐NMR spectra, mass spectral fragmentation and FTIR spectroscopic analysis. It was found that C₁₂DHEAO and C₁₈DHEAO reduced the surface tension of water to a minimum value of approximately 28.75 mN m^?1 at concentration of 2.48 × 10^?3 mol L^?1 and 32.45 mN m^?1 at concentration of 5.21 × 10^?5 mol L^?1, respectively. The minimum interfacial tension (IFT_min) and the dynamic interfacial tension (DIT) of oil–water system were measured. When C₁₈DHEAO concentration was in the range of 0.1–0.5%, the IFT_min between liquid paraffin and C₁₈DHEAO solutions all reached the ultra‐low interfacial tension. Furthermore, their foam properties were investigated by Ross‐Miles method, and the height of foam of C₁₂DHEAO was 183 mm. It was also found that they showed strong emulsifying power.     

Cyanolipid-rich seed oils from <Emphasis Type="Italic">Allophylus natalensis</Emphasis> and <Emphasis Type="Italic">A. dregeanus</Emphasis>

As a continuation of our study on plants of the Sapindaceae, the chemical composition of the oil extracted from seeds of Allophylus natalensis (Sonder) De Winter and of A. dregeanus (Sonder) De Winter has been investigated. The oil from both species contained approximately equal amounts of TAG and type I cyanolipids (CL), 1-cyano-2-hydroxymethylprop-2-en-1-oldiesters, with minor amounts of type III CL, 1-cyano-2-hydroxymethylprop-1-en-3-ol-diesters. Structural investigation of the oil components was accomplished by chemical, chromatographic (TLC, CC, GC, and GC-MS), and spectroscopic (IR, NMR) means. GC and GC-MS analysis showed that C₂₀ FA were dominant in the CL components of the oil from the two species (44–80% vs. 21–26% in TAG), with cis-11-eicosenoic acid (36–46%) and cis 13-eicosenoic acid (paullinic acid, 23–37%) as the major esterified fatty acyl chains in A. natalensis and A. dregeanus, respectively. cis-Vaccenic acid was particularly abundant (11–31%) in the CL from A. dregeanus, whereas eicosanoic acid (10–22%) was also a major component of CL in both species.     

Yellow-Cedar, <Emphasis Type="Italic">Callitropsis</Emphasis> (<Emphasis Type="Italic">Chamaecyparis</Emphasis>) <Emphasis Type="Italic">nootkatensis</Emphasis>, Secondary Metabolites,Biological Activities,and Chemical Ecology

Yellow-cedar, Callitropsis nootkatensis, is prevalent in coastal forests of southeast Alaska, western Canada, and inland forests along the Cascades to northern California, USA. These trees have few microbial or animal pests, attributable in part to the distinct groups of biologically active secondary metabolites their tissues store for chemical defense. Here we summarize the new yellow-cedar compounds identified and their biological activities, plus new or expanded activities for tissues, extracts, essential oils and previously known compounds since the last review more than 40 years ago. Monoterpene hydrocarbons are the most abundant compounds in foliage, while heartwood contains substantial quantities of oxygenated monoterpenes and oxygenated sesquiterpenes, with one or more tropolones. Diterpenes occur in foliage and bark, whereas condensed tannins have been isolated from inner bark. Biological activities expressed by one or more compounds in these groups include fungicide, bactericide, sporicide, acaricide, insecticide, general cytotoxicity, antioxidant and human anticancer. The diversity of organisms impacted by whole tissues, essential oils, extracts, or individual compounds now encompasses ticks, fleas, termites, ants, mosquitoes, bacteria, a water mold, fungi and browsing animals. Nootkatone, is a heartwood component with sufficient activity against arthropods to warrant research focused toward potential development as a commercial repellent and biopesticide for ticks, mosquitoes and possibly other arthropods that vector human and animal pathogens.     

Molecular-hydrodynamic study of poly(<Emphasis Type="Italic">N</Emphasis>-methyl-<Emphasis Type="Italic">N</Emphasis>-vinylacetamide) macromolecules

High-velocity sedimentation, translational isothermal diffusion, and viscometry in H₂O and DMF are used to investigate the samples and fractions of poly(N-methyl-N-vinylacetamide) synthesized by free-radical polymerization and fractionated in a chloroform-diethyl ether system. Molecular masses M and the Mark-Kuhn-Houwink-Sakurada relations are obtained for the fractions in the molecular mass range M × 10⁻³ = 3.5−540.0. The negative temperature coefficient of intrinsic viscosity is revealed for both solvents. The length of the Kuhn statistical segment and the hydrodynamic diameter of poly(N-methyl-N-vinylacetamide) macromolecules are estimated; the hydrodynamic volumes occupied by water-soluble poly(N-methyl-N-vinylacetamide), poly(1-vinyl-2-pyrrolidone), poly(vinylformamide), and pullulan molecules are compared.     

Biosurfactant from <Emphasis Type="Italic">Lysinibacillus chungkukjangi</Emphasis> from Rice Bran Oil Sludge and Potential Applications

A newly discovered bacterium, Lysinibacillus chungkukjangi, was isolated from the sludge of rice bran oil processing. When the bacterium was grown on rice bran, it produced biosurfactant which reduced the surface tension of the media to 27.9 from 72 mN/m. The biosurfactant was recovered by a solvent extraction method and characterized with the help of various structure elucidation techniques viz. FTIR, ¹H- and ¹³C-NMR spectroscopy and LC–MS analysis. The combined results of FTIR and NMR revealed the presence of carbonyl, olefinic and aliphatic groups, with the typical spectra of lipids. Moreover, LC–MS analysis also supported the same information. The biosurfactant was also studied for its anti-oxidant and microbial enhanced oil recovery (MEOR) potential. The anti-oxidant activity was observed by the DPPH free radical scavenging method using ascorbic acid as the standard. The IC₅₀ (the half maximal inhibitory concentration) was calculated and for standard, it was 0.056 mg/mL and for the biosurfactant it turned out to be 1.3 mg/mL which shows its good anti-oxidant potential. The sandpack test was performed to check its MEOR potential and kerosene was recovered up to 90 %, which shows its excellent applicability in the MEOR processes.     

Specificity of Induction Responses in <Emphasis Type="Italic">Sinapis alba</Emphasis> L. and Their Effects on a Specialist Herbivore

The glucosinolate–myrosinase system of Brassicaceae is known to hold a defensive function in both a constitutive and an inducible fashion. Glucosinolates are sulfur- and nitrogen-containing metabolites that are hydrolyzed upon tissue disruption by myrosinase enzymes. The resulting products are toxic for most herbivores. Nevertheless, some insects evolved detoxification mechanisms that enable them to feed exclusively on Brassicaceae. Induction of plant chemical defenses that deter or poison generalists might be ineffective against adapted specialists. We investigated the specificity of short-term induction patterns of chemical defenses in Sinapis alba damaged by a glucosinolate-sequestering specialist herbivore (turnip sawfly, Athalia rosae), a generalist herbivore (fall armyworm, Spodoptera frugiperda), or mechanical wounding (cork borer), and their effects on the behavior of A. rosae. After 24 hr of damage to young leaves, local as well as systemic changes in glucosinolate and myrosinase levels were analyzed. The intensity of the resulting changes was highest in damaged leaves. Induction responses in S. alba were dependent upon the attacking herbivore and were distinct from a mere wound response. Specialist feeding and mechanical wounding evoked up to threefold increases in levels of both parts of the glucosinolate–myrosinase system, whereas generalist feeding induced up to twofold increases in glucosinolate levels only. The majority of constitutive and induced myrosinase activity was found in the insoluble fractions. Possible consequences for the plant–specialist interaction were examined in behavioral tests with larvae and adult females of A. rosae on induced S. alba plants. Larval feeding and adult oviposition patterns were not modulated in relation to plant treatment. Thus, specificity was found in S. alba responses in relation to the inducing agent, but it was not present in return in the effects on the behavior of an adapted herbivore.