Conformational Parameters of the Sandalwood‐Odor Activity: Conformational calculations on sandalwood odor
作者： Gerhard Buchbauer , Alexander Hillisch , Karin Mraz , Peter Wolschann
关键词:
摘要: The conformational parameters responsible for sandalwood odor were investigated by the “active-analog approach”. pharmacophoric (osmophoric) pattern of sandalwood-odor molecules can be outlined as three points: OH group (point PI), a lipophilic P2) 2.9–3.0 A distant from group, and bulky rigid P3), represented dummy atom in middle alicyclic system (norbornane bicycle or cyclopentene ring) quaternary C-atom. This concept was tested on series representative compounds some structurally similar, but odorless substances.
sci-hub.se 参考文章(21)
GARLAND R. MARSHALL, C. DAVID BARRY, HEINZ E. BOSSHARD, RICHARD A. DAMMKOEHLER, DEBORAH A. DUNN, The Conformational Parameter in Drug Design: The Active Analog Approach AMERICAN CHEMICAL SOCIETY. pp. 205- 226 ,(1979) , 10.1021/BK-1979-0112.CH009
Armin Becker, Gerhard Buchbauer, Susanne Winiwarter, Peter Wolschann, A rapid method for molecular shape comparison of medium-sized molecules. Conformational calculations on sandalwood odor, IV Monatshefte Fur Chemie. ,vol. 123, pp. 405- 416 ,(1992) , 10.1007/BF00817596
Edouard Demole, Synthèses stéréospécifiques et étude organoleptique comparée de onze triméthyl‐2,2,3‐exo‐norbornyl‐5‐exo‐cyclohexanols racémiques Helvetica Chimica Acta. ,vol. 52, pp. 2065- 2085 ,(1969) , 10.1002/HLCA.19690520730
J. van der Louw, J. L. van der Baan, P. Timmerman, F. J. J. de Kanter, F. Bickelhaupt, G. W. Klumpp, 2‐alkoxy‐3‐methylenetetrahydrofurans by addition of 2‐(bromozincmethyl)‐3,3‐dialkoxy‐1‐propenes to aldehydes and ketones followed by Pd(0)‐catalyzed cyclization Recueil des Travaux Chimiques des Pays-Bas. ,vol. 109, pp. 29- 30 ,(1990) , 10.1002/RECL.19901090107
Ioan Motoc, Richard A. Dammkoehler, Dorica Mayer, Jan Labanowski, Three-Dimensional Quantitative Structure-Activity Relationships I. General Approach to the Pharmacophore Model Validation† Quantitative Structure-activity Relationships. ,vol. 5, pp. 99- 105 ,(1986) , 10.1002/QSAR.19860050305
Jan Labanowski, Ioan Motoc, Cristopher B. Naylor, Dorica Mayer, Richard A. Dammkoehler, Three-Dimensional Quantitative Structure-Activity Relationships. 2. Conformational Mimicry and Topographical Similarity of Flexible Molecules Quantitative Structure-activity Relationships. ,vol. 5, pp. 138- 152 ,(1986) , 10.1002/QSAR.19860050403
Gerhard Buchbauer, Helmut Spreitzer, Helene Swatonek, Peter Wolschann, Absolute configuration and odour analysis of the enantiomeric tert.-Butylbicyclo[4.4.0]decan-3-ols Tetrahedron-asymmetry. ,vol. 3, pp. 197- 198 ,(1992) , 10.1016/S0957-4166(00)80188-3
M Chastrette, D Zakarya, C Pierre, Relations structure-odeur de bois de santal: recherche d'un modèle d'interaction fondé sur le concept d'hypermotif santalophore European Journal of Medicinal Chemistry. ,vol. 25, pp. 433- 440 ,(1990) , 10.1016/0223-5234(90)90007-P
Gerhard Buchbauer, Susanne Winiwarter, Peter Wolschann, Surface comparisons of some odour molecules: conformational calculations on sandalwood odour V. Journal of Computer-aided Molecular Design. ,vol. 6, pp. 583- 592 ,(1992) , 10.1007/BF00126216
Gerhard Buchbauer, Alexander Stock, Petra Weiß, Susanne Winiwarter, Peter Wolschann, Some Aspects of the Molecular Surface of Sandalwood Odour Molecules. Conformational Calculations on Sandalwood Odour VII Zeitschrift für Naturforschung B. ,vol. 47, pp. 1759- 1763 ,(1992) , 10.1515/ZNB-1992-1220