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The literature concerning the issue of canine sex pheromones includes reports presenting completely conflicting opinions about the chemical composition of the canine urine in the context of semiochemical communication. At present, the predominant report cited by many different authors is the article published in Science in 1979 by Goodwin at al., presenting methyl p-hydroxybenzoate (methyl paraben) as the main canine sex pheromone. While it has been proved that pure methyl paraben lacks semiochemical activity as do commercially available products containing this substance (Eau D’Estrus, Synbiotics, USA), in view of the conflicting published reports the aim of this study was to revaluate using modern techniques the presence of methyl p-hydroxybenzoate in canine urine during different phases of the ovarian cycle. Ten female dogs of different breeds were used. Urine samples from bitches collected during various stages of the ovarian cycle were examined with using the SPME and GC/MS methods. Methyl paraben was not detected in any of the samples. In conclusion, because of the lack of methyl-p-hydroxybenzoate in the samples examined, the present study confirmed negative opinions on the possibility of this substance playing a crucial role in semiochemical communication during reproduction in dogs (Canis familiaris).
Studies on the feeding deterrent activity of some natural, cyclic terpenes (myrcene, (+)-3-carene, (+)-limonene, (±)-camphene), synthetic alkenes (2-methyl-1-pentene, 2,4,4-trimethyl-1-pentene, 1-methylcyclohexene, 1-tetradecene) and their derivatives α-methylenelactones in choice and no-choice tests against Colorado potato beetle with potato, Solanum tuberosum L. leaf discs as consuming food were carried out. Deterrent indexes determined in the tests show that the strongest antifeedant to larvae and adults of Leptinotarsa decemlineata was α-methylenelactone obtained from 2,4,4-trimethyl-1-pentene. The structure modification of (+)-3-carene and (±)-camphene via introduction of α-methylenelactone moiety increased their deterrent activity, especially against larvae. Other starting alkenes and α-methylenelactones obtained from them were weak deterrents to both developmental stages of L. decemlineata.
Chemical control of the horse-chestnut leaf miner Cameraria ohridella is limited to microinjections that injure trees, for air pesticide spraying is not recommended in urban areas. Alternative methods, e.g., the use of antifeedants to control and/or prevent the C. ohridella infestations are searched for. The aim of the present study was to assess the effect of selected aromatic plant extracts and their major terpenoid constituents on the feeding of C. ohridella larvae. We found that an extract of Solidago canadensis was attractant, the extracts of Tanacetum vulgare and Heracleum mantegazzianum were potentially attractant, Pimpinella anisum, Carum carvi, Syzygium aromaticum, Thuja occidentalis, Origanum majorana were inactive, and Thymus vulgaris, Satureja hortensis, Rosmarinus officinalis were potentially deterrent. β-Pinene, geraniol, linalool, and p-cymene were attractant, γ-terpinene and linalool were potentially attractant, h-terpinene, terpinolene, and camphene were inactive, bornyl acetate and α-pinene – potentially deterrent, and thymol was deterrent. Complex plant extracts against C. ohridella larvae are less active than pure compounds. The horse chestnut characteristic saponin β-aescin appeared a feeding stimulant for C. ohridella.
The feeding deterrent activity of alkyl-substituted y- and S-lactones, including a group of lactones obtained from linalool against peach potato aphid (Myzus persicae [Sulz.]) and Colorado potato beetle (CPB) (Leptinotarsa decemlineata Say), was investigated. The deterrent activity was species-specific and developmental-stage-specific (CPB). The strongest antifeedants for L. decemlineata larvae and adults were linalool-derived unsaturated lactones (Z) 5-(1.5-Dimethyl-hex-4-enyldiene)-dihydro-furan-2-one and (E) 5-(1.5-Dimethyl-hex-4-enyldiene)-dihydro-furan-2-one, and for CPB larvae - saturated lactone with three alkyl substituents, the 4-Isobutyl-5-isopropyl-5-methyl-dihydro-furan-2-one. The settling of M. persicae on plants was strongly deterred by iodolactones: 5-(1-Iodo-ethyl)-4.4-dimethyl-dihydro-furan-2-one, 5- Iodo-4A6-trimethyl-tetrahydro-pyran-2-one, 5-Iodomethyl-4-isobutyl-5-isopropyl-dihydro-furan-2-one, and the saturated lactones: 4.4.6-Trimethyl-tetrahydro-pyran-2-one and 4-Isobutyl-5-isopropyl-5-methyl- dihydro-furan-2-one. None of the tested lactones deterred aphid probing, but the probes were significantly shorter as compared to the control. The reduction in probing time may decrease the ability to transmit virus diseases by aphids.
The aim of the work was to study the feeding deterrent activity of precocenes, their synthetic analogues, and some related compunds to storage pests: Sitophilus granarius L., Tribolium confusum Duv., Trogoderma granarium Ev., and aphids: Myzus persicae (Sulz.). Among all tested compounds precocenes I and II exhibited the best feeding deterrent activity against all tested insects. 4-Chromanols (16, 17 and 18), alcohols 19, 20 and 3-chromanone ( 15) showed high deterrence towards the larvae of T. confusum. The best antifeedant activity towards the adults of both T. confusum and S. granarius was observed for substituted phenols with methoxy group at benzene ring. The biological tests carried out on aphids showed that the presence of methoxy group in the molecule was a crucial structural factor for the appearance of antifeedant activity against these insects.
The aim of this study was to evaluate the suitability of synthetic bitch sex pheromones (Eau’ De Estrus®, Synbiotics USA) for the stimulation of the reproductive reflexes in adult male dogs. In experiment I: anoestral bitches were applied synthetic (n=6) or natural (n=6) pheromones and their attractiveness was compared to the attractiveness of bitches in natural oestrus, In experiment II: swabs socked in natural estrual discharge or Eau D’Estrus were presented to male dogs and behavioral arousal (Exp. II a) and changes in blood flow in the penile artery reflecting erection (Exp. II b) were recorded. In experiment III the time dedicated for sniffing in experimental dogs was analyzed in relation to the type of attractant presented (natural estrual discharge or Eau D’Estrus). In all three experiments we observed the signs of sexual arousal, increased blood flow in the penile artery and increased time of sniffing only with natural pheromones. No signs of excitation or changes in penis perfusion were noted after the use of artificial pheromones. Our results did not support the suitability of Eau D’Estrus for male dog sexual stimulation.
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