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  • Chemistry  (7)
  • Scrobipalpuloides absoluta  (1)
  • pest  (1)
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  • 1
    Digitale Medien
    Digitale Medien
    Sex pheromone of tomato pestScrobipalpuloides absoluta (Lepidoptera: Gelechiidae) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 787-800 
    Details
    ISSN: 1573-1561
    Schlagwort(e): Lepidoptera ; Gelechiidae ; Scrobipalpuloides absoluta ; tomato ; pest ; pheromone
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Biologie , Chemie und Pharmazie
    Notizen: Abstract The sex attractant ofScrobipalpuloides absoluta females is a 90:10 mixture of (3E,8Z,11Z)-3,8,11-tetradecatrien-1-yl acetate and (3E,8Z)-3,8-tetradecadien-1-yl acetate. Tetradecadienyl acetates bearing 8Z,11Z; 3E,8Z; and 3E,11Z double bonds were synthesized by stereospecific procedures; the mass spectral and gas chromatographic properties of the 3E,8Z isomer were found to be congruent with those of the tetradecadienyl acetate fromS. absoluta. In wind tunnel bioassays, a 10:1 mixture of synthetic (3E,8Z,11Z)-3,8,11-tetradecatrien-1-yl acetate and (3E,8Z)-3,8-tetradecadien-1-yl acetate was highly attractive toS. absoluta males. Interestingly, the presence of (8Z,11Z)-8,11-tetradecadien-1-yl acetate (10%) inhibited the response to (3E,8Z,11Z)-3,8,11-tetradecatrien-1-yl acetate completely.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF02033586
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  • 2
    Digitale Medien
    Digitale Medien
    Synthesis and Structure-Activity Relationships of Juvenoids Derived from 2-(4-hydroxybenzyl)cycloalkan-1-ones (1994)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 77 (1994), S. 1241-1255 
    Details
    ISSN: 0018-019X
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Juvenoids 16-30, 32, 36, 38-41, 44-46, and 49-56 containing carbamate, carbonate, and urea moieties in the molecule were synthesized and subjected to a biological screening (Schemes 2-7, Table 2). Carbamate juvenoids 1-4 were used as reference compounds for a detailed structure-activity study of their analogues. A clear relationship between the nature of the side chain functional group and the biological activity was found. Surprisingly, not only the juvenoids 1-4 but also 38-41, the compounds with a reversed carbamate N,O-substitution pattern, showed very promising biological activity. In contrast, the carbonate and urea derivatives displayed a remarkably low activity. The relationship between the size and substitution at atoms C(2) and C(3) of the saturated ring and the biological activity is very complex and is still not completely understood.
    Zusätzliches Material: 2 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/hlca.19940770507
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  • 3
    Digitale Medien
    Digitale Medien
    Quantitative Analysis of Enzyme-Mediated Hydrolytic Processes and Their Products Using HPLC and NMR Techniques (1997)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 80 (1997), S. 818-831 
    Details
    ISSN: 0018-019X
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Second derivatives of the UV spectra of 2-(4-alkoxybenzyl)cyclopentan-1-ols and their acetates were used for the quantitative analysis of reaction kinetics of enzyme-mediated hydrolytic process. To determine the enantiomeric purity of the products using non-chiral HPLC columns, their diastereoisomeric esters of 3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid(MTPA) were prepared. The absolute configuration of the products was established using a combination of the results of a HPLC analysis and 1H/19F-NMR measurements of the diastereoisomeric MTP esters. The analytical method described consists of an easy routine HPLC analysis which can sometimes be used as a quick on-line analysis of the reaction kinetics and as a quick stepwise analysis of the optical purity and the absolute configuration of the products.
    Zusätzliches Material: 6 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/hlca.19970800316
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  • 4
    Digitale Medien
    Digitale Medien
    Novel Juvenoids of the 2-(4-hydroxybenzyl)cyclohexan-1-one Series (1994)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 77 (1994), S. 502-508 
    Details
    ISSN: 0018-019X
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: A series of insect juvenile hormone analogs (juvenoids) was synthesized and studied. The basic skeleton of these juvenoids contains three rings and a short aliphatic subunit and bears two or three chiral centers (depending on the appropriate structure; see 6-9). The chiral center located in the 1,2-diphenoxypropane subunit has the configuration (RS), (R) (a series), or (S) (b series). The juvenoids were subjected to a biological screening, the preliminary results of which are briefly described.
    Zusätzliches Material: 1 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/hlca.19940770210
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  • 5
    Digitale Medien
    Digitale Medien
    Carbamate Series of Juvenoids: Variation of the O-alkyl substituent (1994)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 77 (1994), S. 561-568 
    Details
    ISSN: 0018-019X
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: By changing the O-alkyl substituents of the carbamate moiety of alkyl N-{2-{4-[(2-oxocyclohexyl)methyl]phenoxy}ethyl}carbamates and subsequent transformation of the oxo group in the cyclohexyl substituent, the juvenoids 1-20 were synthesized (Scheme). The methyl (1-4), propyl (9-12), isopropyl (13-16), and prop-2-ynylcarbamates (17-20) were subjected to biological screening on several non-related insect species (Tenebrio molitor, Galleria mellonella, Dysdercus cingulatus, and Pyrrhocoris apterus). Some of the juvenoids showed high biological activity and excellent selectivity with respect to target insect species (Table 2).
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/hlca.19940770218
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  • 6
    Digitale Medien
    Digitale Medien
    Oxime ethers as potential juvenoids (1988)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1988 (1988), S. 1091-1094 
    Details
    ISSN: 0170-2041
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The oxime ethers 7a-14a and 7b-10b were synthesized in order to study their potential insecticidal properties. The respective syn- (7a-10a) and anti-isomers (7b-10b) of the oxime ethers were separated. Only syn-isomer formation was observed during the synthesis of 11a-14a. The structures of all compounds prepared (5,6,7a-14a, and 7b-10b) were determined spectroscopically, and the respective syn- and anti-isomers of the oxime ethers were identified. A brief survey of their biological activities shows that some of the compounds prepared possess higher activity against Musca domestica and/or Galleria mellonella species than does hydroprene.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.198819881114
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  • 7
    Digitale Medien
    Digitale Medien
    Oxime ethers as potential juvenoids: Synthesis of optical isomers (1990)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 847-852 
    Details
    ISSN: 0170-2041
    Schlagwort(e): Juvenoids ; Oxime ethers ; Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Two racemic juvenoids 5 and 6 and their optical isomers 10, 11, 17 and 18 having chiral centres in the aliphatic side chain were synthetized. The second chiral centre in the molecules remained racemic in all derivatives prepared. The absolute configurations of the optically active centres of the enantiomers were determined on the basis of the 1H-NMR spectral evaluation of the diastereoisomeric MTPA esters 12, 13, 19 and 20 derived from the intermediate alcohols 8 and 15. The optical purity was established by an HPLC analysis of the corresponding MTPA esters. The 1H-NMR spectra of all compounds as well as the CD spectra of all chiral isomers were measured and discussed.
    Zusätzliches Material: 1 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.1990199001159
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  • 8
    Digitale Medien
    Digitale Medien
    13C and 15N NMR study of substituted 1,2,4-triazines (1995)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 33 (1995), S. 690-693 
    Details
    ISSN: 0749-1581
    Schlagwort(e): NMR ; 13C NMR ; 15N NMR ; 1,2,4-triazines ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 13C and 15N NMR spectra of eight substituted 1,2,4-triazines were measured and assigned. The assignments of the 13C NMR spectra were based on the substituent chemical shifts and nJ(C,H) coupling constants. 15N NMR chemical shifts generally showing well separated ranges were assigned by the proton coupled 15N NMR spectra. 15N NMR chemical shifts of N-4 in 3- and 5-methoxy or -thiomethyl-substituted 1,2,4-triazines were found to be related significantly (confidence level 〉99%) with the π-charge at N-4 calculated by a semi-empirical molecular orbital (AM1) procedure. For the 15N NMR chemical shifts of N-1 and N-2, no reliable correlations with the molecular electronic properties such as AM1 π-charges and ionization potentials ( - EHOMO) were found.
    Zusätzliches Material: 1 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1260330813
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