Isocoumarindole A, a Chlorinated Isocoumarin and Indole Alkaloid Hybrid Metabolite from an Endolichenic Fungus Aspergillus sp.
- 20 February 2019
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 21 (5), 1530-1533
- https://doi.org/10.1021/acs.orglett.9b00385
Abstract
Isocoumarindole A (1), a novel polyketide synthetase–nonribosomal peptide synthetase (PKS–NRPS) hybrid metabolite, was isolated from the endolichenic fungus Aspergillus sp. CPCC 400810. The structure of isocoumarindole A (1) was featured by an unprecedented skeleton containing chlorinated isocoumarin and indole diketopiperazine alkaloid moieties linked by a carbon–carbon bond, which was determined by a combination of spectroscopic analyses, Marfey’s method, and calculations of NMR chemical shifts, ECD spectra, and optical rotation values. Isocoumarindole A showed significant cytotoxicity and mild antifungal activities.Keywords
Funding Information
- National Natural Science Foundation of China (81621064, 81630089, 81872781, 81302675)
- Ministry of Science and Technology of the People's Republic of China (2018ZX09711001-007, 2018ZX09735001-002-002)
- Chinese Academy of Medical Sciences (2016-I2M-2-002)
- National Infrastructure for Microbiological Resources (NIMR 2018-3)
- Xinjiang Uygur Autonomous Region (2017XS10)
This publication has 43 references indexed in Scilit:
- Cytotoxic p-Terphenyls from the Endolichenic Fungus Floricola striataJournal of Natural Products, 2018
- Bioactive α-Pyrone Derivatives from the Endolichenic Fungus Dothideomycetes sp. EL003334Journal of Natural Products, 2018
- Ophiosphaerellins A–I, Polyketide-Derived Compounds from the Endolichenic Fungus Ophiosphaerella korraeACS Omega, 2018
- Endolichenic Fungi: A Hidden Reservoir of Next Generation BiopharmaceuticalsTrends in Biotechnology, 2017
- p-Terphenyl Derivatives from the Endolichenic Fungus Floricola striataJournal of Natural Products, 2016
- Endolichenic FungiPublished by Elsevier BV ,2016
- Oxaspirol B with p97 Inhibitory Activity and Other Oxaspirols from Lecythophora sp. FL1375 and FL1031, Endolichenic Fungi Inhabiting Parmotrema tinctorum and Cladonia evansiiJournal of Natural Products, 2016
- The First Naturally Occurring Thiepinols and Thienol from an Endolichenic Fungus Coniochaeta sp.Organic Letters, 2010
- Heptaketides from Corynespora sp. Inhabiting the Cavern Beard Lichen, Usnea cavernosa: First Report of Metabolites of an Endolichenic FungusJournal of Natural Products, 2007
- Understanding the diversity of foliar endophytic fungi: progress, challenges, and frontiersFungal Biology Reviews, 2007