Terpestacin, a toxin produced by Phoma exigua var. heteromorpha, the causal agent of a severe foliar disease of oleander (Nerium oleander L.). Issue 5 (4th March 2022)

• Record Type: Journal Article
• Authors: Masi, Marco; Zonno, Maria Chiara; Boari, Angela; Vurro, Maurizio; Evidente, Antonio
• Is Part Of: Natural product research. Volume 36:Issue 5(2022)
• Page Start: 1253
• Page End: 1259
• Publication Date: 2022-03-04
• Subjects: Nerium oleander L. -- foliar disease -- toxins -- terpestacin -- structure-activity relationships; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2021.1872570
• Languages: English
• ISSNs: 1478-6419

Abstract

Abstract: Since 1987, several cytochalasins were isolated from Phoma exigua var. heteromorpha, the causal agent of foliar blight disease of oleander ( Nerium oleander L.), and chemically and biologically characterised. During the purification process of a large-scale production of cytochalasins A and B, necessary to continue the study on their anticancer activity, a metabolite having a different carbon skeleton compared to that of cytochalasans, was isolated. It was identified as terpestacin, a well-known toxic fungal stestertepenoid, isolated for the first time from P. exigua var. heteromorpha, by spectroscopic investigation (essentially 1D and 2D 1 H and 13 C-NMR and ESI MS) and optical methods in comparison with the literature data. Terpestacin and some its derivatives (including a natural one, fusaproliferin) were prepared and tested for their biological activity. Terpestacin and fusaproliferin had some inhibitory effects on seed germination of Phelipanche ramosa, whereas none of the compounds caused phytotoxic effects on weed leaves.