Isocoumarindole A, a Chlorinated Isocoumarin and Indole Alkaloid Hybrid Metabolite from an Endolichenic Fungus Aspergillus sp.

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.

The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002

“…It is noteworthy that the antioxidant activity was evaluated for the first time for Compound 11 . Isocoumarins and benzofuranones from natural sources are excellent antioxidants, antitumor, and antimicrobe agents [21,22,23,24]. However, no fungal species from genus Epicoccum have been reported to produce antioxidant metabolites.…”

A new alkanol from the endolichenic fungus Daldinia childiae

“…[ 3 ] There were so many examples including polyketides from the endolichenic fungus Eupenicillium javanicum , [ 4 ] three new mixed terpenoids produced by an endolichenic fungus Ulocladium sp., [ 5 ] nodulisporisteroids C‐L, new 4‐methyl‐progesteroid derivatives from Nodulisporium sp., [ 6 ] tetramic acids, and pyridone alkaloids from the endolichenic fungus Tolypocladium cylindrosporum , [ 7 ] quinone derivatives isolated from the endolichenic fungus Phialocephala fortinii , [ 8 ] new phomalone derivatives from the endolichenic fungus Cochliobolus kusanoi , [ 9 ] socoumarindole A, a chlorinated isocoumarin, and indole alkaloid hybrid metabolite from an endolichenic fungus Aspergillus sp. [ 10 ] Therefore, ELF as new sources of rich bioactive secondary metabolites have become one of the hot spots of natural products. [ 11 ]…”

Cytotoxic metabolites from the endophytic fungus Chaetomium globosum 7951

“…7 About 20 ETPs have been identied in the Chaetomium genus. 6 During our search for novel and bioactive compounds from microorganisms, [8][9][10] we identied the endophytic fungus, Chaetomium globosum 7951, which has cytotoxic activity towards human breast cancer cell lines. Chaetomium globosum 7951 comes from the root of Panax notoginseng, a traditional Chinese medicine.…”