Structure of Phomozin - Ester of Dimethylglyceric Acid and O-orsellinic Acid - a New Phytotoxin From the Phytopathogenic Fungus Phomopsis-helianthi

2,3-Dimethyl-3-(o-orsellinoyl)lactic acid, C13H16O7.H2O, M(r) = 302.28, triclinic, Pl, a = 6.465 (1), b = 6.801(1), c = 16.951 (4) angstrom, alpha = 89.97 (2), beta = 88.00 (2), gamma = 76.54 (2)-degrees, V = 724.4 (3) angstrom 3, Z = 2, D(x) = 1.39 g cm-3, Cu K-alpha, lambda = 1.54178 angstrom, mu = 10.1 cm-1, F(000) = 320, T = 291 K, R = 0.040 for 3315 observed reflections. A new phytotoxin, phomozin, isolated from culture filtrates of Phomopsis helianthi [Muntanola-Cvetkovic, Mihaljcevic & Petrov (1981). Nova Hedwigia Z. Kryptogamenkd. 34, 417-435] was purified by high-pressure liquid chromatography using both liquid-solid and ion-pair liquid chromatographies. The two molecules have identical configurations. Intra-molecular hydrogen bonds appear between O(15)...O(17) and O(18)...O(19).