S. Nozoe et al., CHIRALITY OF THE 3-HYDROXY-3-METHYLGLUTARIC ACID MOIETY OF FASCICULICACID-A, A CALMODULIN ANTAGONIST ISOLATED FROM NAEMATOLOMA-FASCICULARE, Chemical and Pharmaceutical Bulletin, 41(10), 1993, pp. 1738-1742
The chirality of the 3-hydroxy-3-methylglutaric acid (HMGA) moiety of
fasciculic acid A (1), a calmodulin antagonist isolated from Naematolo
ma fasciculare, was established to be S by comparing the H-1-NMR spect
rum of the L-alanylamide of HMGA derived from 1 with those of its dias
tereomer and the diastereomeric mixture.