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J Nat Prod

Title:		Simplified isolation procedure and interconversion of the diastereomers of nepetalactone and nepetalactol
Author(s):		Liblikas I; Santangelo EM; Sandell J; Baeckstrom P; Svensson M; Jacobsson U; Unelius CR;
Address:		"Laboratory of Ecochemistry, Estonian Agricultural University, Tartu"
Journal Title:		J Nat Prod
Year:		2005
Volume:		68
Issue:		6
Page Number:		886 - 890
DOI:		10.1021/np049647d
ISSN/ISBN:		0163-3864 (Print) 0163-3864 (Linking)
Abstract:		"Three nepetalactones were isolated from Nepeta racemosa (mussinii) by traditional methods. An improved method was developed to isolate nepetalactones from N. faassenii. An epimerization procedure was used to prepare the fourth 7S-nepetalactone diastereomer. The cis-fused nepetalactols were prepared by reduction of the corresponding nepetalactones, while the trans-fused nepetalactols were unstable and found to undergo ring-opening reactions yielding iridodials. The characterizations and structural assignments by means of NMR agree with quantum chemical density functional calculations"
Keywords:		"Animals Aphids/physiology *Bridged Bicyclo Compounds, Heterocyclic/chemical synthesis/chemistry/isolation & purification/pharmacology Cyclopentane Monoterpenes *Cyclopentanes/chemical synthesis/chemistry/isolation & purification/pharmacology Models, Molec;"
Notes:		"MedlineLiblikas, Ilme Santangelo, Ellen M Sandell, Johan Baeckstrom, Peter Svensson, Mats Jacobsson, Ulla Unelius, C Rikard eng Research Support, Non-U.S. Gov't 2005/06/25 J Nat Prod. 2005 Jun; 68(6):886-90. doi: 10.1021/np049647d"