METABOLITES WITH NEMATOCIDAL AND ANTIMICROBIAL ACTIVITIES FROM THE ASCOMYCETE LACHNUM-PAPYRACEUM (KARST) KARST .5. PRODUCTION, ISOLATION AND BIOLOGICAL-ACTIVITIES OF BROMINE-CONTAINING MYCORRHIZIN AND LACHNUMON DERIVATIVES AND 4 ADDITIONAL NEW BIOACTIVE METABOLITES

Eight novel bioactive metabolites were isolated from submerged culture s of the ascomycete Lachnum papyraceum (Karst.) Karst, when CaBr2 was added to the cultures after the onset of secondary metabolism. Four of these metabolites (16 similar to 19) are bromo analogues of mycorrhiz in A and lachnumon, while (1'Z)-dechloromycorrhizin A (12) and the pap yracons A (13), B (14), and C (15) are non-halogenated compounds struc turally related to the mycorrhizins. All compounds exhibited antimicro bial, cytotoxic, nematicidal and phytotoxic activities. The brominated mycorrhizins and lachnumons were found to be slightly less active tha n the chlorine-containing compounds. All mycorrhizin derivatives were mutagenic in the Ames test, suggesting DNA-alkylating properties.