A new phytotoxic hexasubstituted pyranopyran, biscopyran, was isolated together with phenylacetic acid and previously isolated 5-methylmellein from the liq. culture filtrates of Biscogniauxia mediterranea, a major fungal pathogen involved in oak decline in Sardinia. Biscopyran was characterized by spectroscopic methods as a new (Z)-2-methoxy-1-[7-((Z)-2-methoxybut-2-enoyl)-3,4,5,6-tetramethyl-2H,7H-pyrano[2,3-b]pyran-2-yl]but-2-en-1-one. Biscopyran assayed at 0.26-0.026 mM concn. range caused epinasty on cork oak cuttings. On a nonhost plant, tomato, biscopyran caused wilting. Phenylacetic acid, assayed at the same concn., was toxic to Quercus suber, while on tomato cuttings it induced internal tissue collapse on the stem.
Biscopyran, a phytotoxic hexasubstituted pyranopyran produced by Biscogniauxia mediterranea, a fungus pathogen of cork oak
EVIDENTE, ANTONIO;ANDOLFI, ANNA;
2005
Abstract
A new phytotoxic hexasubstituted pyranopyran, biscopyran, was isolated together with phenylacetic acid and previously isolated 5-methylmellein from the liq. culture filtrates of Biscogniauxia mediterranea, a major fungal pathogen involved in oak decline in Sardinia. Biscopyran was characterized by spectroscopic methods as a new (Z)-2-methoxy-1-[7-((Z)-2-methoxybut-2-enoyl)-3,4,5,6-tetramethyl-2H,7H-pyrano[2,3-b]pyran-2-yl]but-2-en-1-one. Biscopyran assayed at 0.26-0.026 mM concn. range caused epinasty on cork oak cuttings. On a nonhost plant, tomato, biscopyran caused wilting. Phenylacetic acid, assayed at the same concn., was toxic to Quercus suber, while on tomato cuttings it induced internal tissue collapse on the stem.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
