Mycologia (2020) 112, 533-542

Marco Masi, Paola Nocera, Angela Boari, Maria Chiara Zonno, Gennaro Pescitelli, Sabrina Sarrocco, Riccardo Baroncelli, Giovanni Vannacci, Maurizio Vurro and Antonio Evidente (2020)
Secondary metabolites produced by Colletotrichum lupini, the causal agent of anthachnose of lupin (Lupinus spp.)
Mycologia 112 (3), 533-542
Abstract: Colletotrichum lupini is the causal agent of lupin (Lupinus albus L.) anthracnose, a destructive seed-borne disease affecting stems and pods. Despite that several biological studies have been carried out on this pathogen, the production of secondary metabolites has not yet been investigated. Thus, a strain of C. lupini, obtained from symptomatic stems of L. albus, has been grown in vitro to evaluate its ability to produce bioactive compounds. From its culture filtrates, a 3-substituted indolinone, named lupindolinone, and a 5,6-disubstituted tetrahydro-α-pyrone, named lupinlactone, were isolated together with the known (3R)-mevalonolactone and tyrosol. Lupindolinone and lupinlactone were characterized as 3-ethylindolin-2-one and 5-hydroxy-6-methyltetrahydropyran-2-one by spectroscopic methods (essentially nuclear magnetic resonance [NMR] and high-resolution electrospray ionization mass spectrometry [HR ESI-MS]). The R absolute configuration (AC) at C-5 of lupinlactone was determined by applying the modified Mosher's method. Thus, considering its relative stereochemistry assigned by NMR spectroscopy, the AC of lupinlactone could be formulated as 5R,6S. Lupindolinone was isolated as racemic mixture as shown by investigation using chiroptical methods. The metabolites were assayed in different biological tests and proved to have some activities at the used concentration.
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Link to article at publishers website
Database assignments for author(s): Maria Chiara Zonno, Sabrina Sarrocco, Giovanni Vannacci, Maurizio Vurro

Research topic(s) for pests/diseases/weeds:
molecular biology - genes

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Pest and/or beneficial records:

Beneficial	Pest/Disease/Weed	Crop/Product	Country	Quarant.
	Colletotrichum lupini	Lupin (Lupinus)