학술논문
Determination of the absolute stereochemistry of nemadectins alpha-2 and alpha
Document Type
Academic Journal
Author
Source
Journal of the American Chemical Society. Sept 9, 1992, Vol. 114 Issue 19, p7371, 4 p.
Subject
Language
ISSN
0002-7863
Abstract
X-ray, circular dichroic (CD) and NMR spectroscopic studies establish the relative and absolute configurations of the nemadectins, a family of macrocyclic lactones with antiparasitic properties. The use of the CD exciton chirality method in analyzing the 5-benzoate and 5,6-bis(p-methoxycinnamate) derivatives lead to the assignment of configuration at the 11 chiral centers as2R, 5R, 6R, 7S, 12R, 17R, 19S, 21R, 23S, 24S and 25S. For the related avermectin, the configuration at C-12 is S. Thus, except for C-12 position, thestereochemistry of nemadectins is found to be identical to that of the avermectins and the milbemycins.