Further secondary metabolites produced by the fungus Pyricularia grisea isolated from buffelgrass (Cenchrus ciliaris)

Chirality
Marco MasiAntonio Evidente

Abstract

The fungal pathogen Pyricularia grisea has been studied to evaluate its production of phytotoxins for the biocontrol of the buffelgrass (Cenchrus ciliaris L.) weed. A first investigation allowed to isolate several new and known phytotoxic metabolites. However, the further investigation on the organic extract obtained from the fungus liquid culture showed the presence of other metabolites possibly contributing to its phytotoxicity. Thus, four known metabolites were isolated and identified by spectroscopic (nuclear magnetic resonance [NMR] and high-resolution electrospray ionization mass spectrometry [HRESIMS]) methods as dihydropyriculol (1), epi-dihydropyriculol (2), 3-methoxy-6,8-dihydroxy-3-methyl-3,4-dihydroisocoumarin (3), and (R)-mevalonolactone (4). The absolute configuration of 1-3 was determined for the first time by a computational analysis of their electronic circular dichroism (ECD) spectra. When the isolated compounds were bioassayed at a concentration of 5 × 10-3 M in a buffelgrass coleoptile and radicle elongation test no toxicity was detected. On the contrary, compounds 1 and 3 showed a significant stimulating effect of radical elongation. Furthermore, the difference in growth stimulation between 1 and its epimer...Continue Reading

References

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Apr 21, 2018·Ecotoxicology and Environmental Safety·Ramalingam RadhakrishnanElsayed Fathi Abd Allah
Mar 22, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marco MasiAntonio Evidente
Aug 3, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marco MasiAntonio Evidente
Sep 6, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Giulia MarsicoPatrizia Scafato

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Citations

May 1, 2021·Toxins·Dan XuLigang Zhou
Jun 30, 2021·Journal of Natural Products·Meng-Hsuan HsiehTzong-Huei Lee

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