Posters Planta Med. 56 (1990) 619 HOOC CH3 0J.CO0H isochorismic acid a-ketoglutarjc acid ThPP 1 XhHfl Fig. 1 Biosynthesis and metabolism of o-succinylbenzoic acid (OSB). Cell cultures of Galium inollugo L. (Rubiaceae) are capable of producing large amounts of anthraquinones (6). From this cell culture we have isolated a compound which showed the same HPLC retention time and U\T spectrum (Am 238 nm) as OSB (photodiode array detection). When methylated with diazomethane the compound showed the same GC retention time and mass spectrum as authentic OSB dimethyl ester: El-MS (70 eV) m/z (rel. mt. of OSB dimethyl ester and dimethyl derivative of isolated compound, respectively): 250 [M] (0.3, 0.1), 219 EM -OCH3], (1.3, 1.0), 163 EM -CH2CH2COOCH3] (100.0, 100.0).Incubation of the compound isolated from G. mollugo with cell-free protein extracts from Mycobacterium phlei or G. mollugo in the presence of ATP, coenzyme A, and Mg2 resulted in the conversion to OSB-CoA ester and OSB-spirolactone. Alkaline hydrolysis of these reaction products resulted again in the formation of OSB (HPLC).We conclude that the compound isolated (0.111 mgI 16 g freshly collected cells) from cell suspension cultures of G. mollugo L. is o-succinylbenzoic acid. This is the first report of the preparative isolation of this compound from higher plant tissue.