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In this study, a strain (BL 101) of a species of Lasiodiplodia, not yet formally described, which was isolated from declining grapevine plants showing wedge-shaped cankers, was investigated for its ability to produce in vitro bioactive secondary metabolites. From culture filtrates of this strain three jasmonic acid esters, named lasiojasmonates A–C and 16-O-acetylbotryosphaerilactones A and C were isolated together with (1R,2R)-jasmonic acid, its methyl ester, botryosphaerilactone A, (3S,4R,5R)-4-hydroxymethyl-3,5-dimethyldihydro-2-furanone and (3R,4S)-botryodiplodin. The structures of lasiojasmonates A–C were established by spectroscopic methods as (1R^∗,2R^∗,3′S^∗,4′R^∗,5′R^∗)-4-hydroxymethyl-3,5-dimethyldihydro-2-furanone, (1R^∗,2R^∗,3′S^∗,4′R^∗,5′R^∗,10′R^∗,12′R^∗,13′R^∗,14′S^∗) and (1R^∗,2R^∗,3′S^∗,4′R^∗,5′R^∗,10′S^∗,12′R^∗,13′R^∗,14′S^∗)-4-(4-hydroxymethyl-3,5 …