Lophiostomin A–D: new 3,4-dihydroisocoumarin derivatives from the endophytic fungus Lophiostoma sp. Sigrf10
Open Access
- 14 February 2020
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in RSC Advances
- Vol. 10 (12) , 6985-6991
Abstract
Four new 3,4-dihydroisocoumarin congeners, named lophiostomin A–D (1–4), together with two known α-pyridones (5 and 6) were isolated from cultures of the endophytic fungus Lophiostoma sp. Sigrf10 obtained from Siraitia grosvenorii. The structures of the new compounds were determined via combined analysis involving 1D and 2D NMR, high-resolution electrospray ionization mass spectrometry (HRESIMS), and electronic circular dichroism (ECD) spectra, as well as quantum chemical ECD computations for assigning the absolute configurations. All the compounds were evaluated for their antibacterial and antifungal activities. Compounds 1 and 2 displayed moderate inhibitory activities against the spore germination of Magnaporthe oryzae, whereas 5 and 6 were active against the following tested pathogenic bacteria: Bacillus subtilis, Agrobacterium tumefaciens, Ralstonia solanacearum, and Xanthomonas vesicatoria.Keywords
Funding Information
- National Basic Research Program of China (2017YFD0201105)
This publication has 26 references indexed in Scilit:
- Terrein Biosynthesis in Aspergillus terreus and Its Impact on PhytotoxicityChemistry & Biology, 2014
- Marine bacterial inhibitors from the sponge-derived fungus Aspergillus sp.Tetrahedron Letters, 2014
- Circular dichroism calculation for natural productsJournal of Natural Medicines, 2013
- SpecDis: Quantifying the Comparison of Calculated and Experimental Electronic Circular Dichroism SpectraChirality, 2013
- Metabolites of endophytic fungi as novel source of biofungicide: a reviewPhytochemistry Reviews, 2012
- Endophytic Fungi from Dragon's Blood Specimens: Isolation, Identification, Phylogenetic Diversity and BioactivityPhytotherapy Research, 2011
- Fungal endophytes: diversity and functional rolesNew Phytologist, 2009
- Bioactive Natural Products from the Endophytic Fungus Ascochyta sp. from Meliotus dentatus – Configurational Assignment by Solid‐State CD and TDDFT CalculationsEuropean Journal of Organic Chemistry, 2007
- Application of electronic circular dichroism in configurational and conformational analysis of organic compoundsChemical Society Reviews, 2007
- Circulardichroismus, LXXXI. Synthese und Circulardichroismus von Steroiden mit Isochromanon‐ChromophorEuropean Journal of Organic Chemistry, 1983