Phytotoxic Metabolites Isolated from <i>Neufusicoccum batangarum</i>, the Causal Agent of the Scabby Canker of Cactus Pear (<i>Opuntia ficus-indica</i> L.)
Marco Masi,
Francesco Aloi,
Paola Nocera,
Santa Olga Cacciola,
Giuseppe Surico,
Antonio Evidente
Affiliations
Marco Masi
Dipartimento Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Napoli, Italy
Francesco Aloi
Dipartimento di Scienze Agrarie, Alimentari, Forestali e Ambientali, Università di Palermo, V. le delle Scienze 4, 90128 Palermo, Italy
Paola Nocera
Dipartimento Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Napoli, Italy
Santa Olga Cacciola
Dipartimento di Agricoltura, Alimentazione e Ambiente, Università di Catania, Via Santa Sofia 100, 95123 Catania, Italy
Giuseppe Surico
Dipartimento di Scienze e Tecnologie Agrarie, Alimentari, Ambientali e Forestali, Sez. Patologia vegetale ed entomologia, Università di Firenze, Piazzale delle Cascine 28, 50144 Firenze, Italy
Antonio Evidente
Dipartimento Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Napoli, Italy
Six phytotoxins were obtained from the culture filtrates of the ascomycete Neofusicoccum batangarum, the causal agent of the scabby canker of cactus pear (Opuntia ficus-indica L.) in minor Sicily islands. The phytotoxins were identified as (−)-(R)-mellein (1); (±)-botryoisocoumarin A (2); (−)-(3R,4R)- and (−)-(3R,4S)-4-hydroxymellein (3 and 4); (−)-terpestacin (5); and (+)-3,4-dihydro-4,5,8-trihydroxy-3-methylisocoumarin, which we named (+)-neoisocoumarin (6). This identification was done by comparing their spectral and optical data with those already reported in literature. The absolute configuration (3R,4S) to (+)-neoisocoumarin (6) was determined using the advanced Mosher method. All six metabolites were shown to have phytotoxicity on the host (cactus pear) and non-host (tomato) plants, and the most active compounds were (±)-botryoisocoumarin A (2), (−)-terpestacin (5), and (+)-neoisocoumarin (6).