Abstract

Two new cyclotetrapeptides, sartoryglabramides A (5) and B (6), and a new analog of fellutanine A (8) were isolated, together with six known compounds including ergosta-4, 6, 8 (14), 22-tetraen-3-one, ergosterol 5, 8-endoperoxide, helvolic acid, aszonalenin (1), (3R)-3-(1H-indol-3-ylmethyl)-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (2), takakiamide (3), (11aR)-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione (4), and fellutanine A (7), from the ethyl acetate extract of the culture of the marine sponge-associated fungus Neosartorya glabra KUFA 0702. The structures of the new compounds were established based on extensive 1D and 2D spectral analysis. X-ray analysis was also used to confirm the relative configuration of the amino acid constituents of sartoryglabramide A (5), and the absolute stereochemistry of the amino acid constituents of sartoryglabramide A (5) and sartoryglabramides B (6) was determined by chiral HPLC analysis of their hydrolysates by co-injection with the d- and l- amino acids standards. Compounds 1–8 were tested for their antibacterial activity against Gram-positive (Escherichia coli ATCC 25922) and Gram-negative (Staphyllococus aureus ATCC 25923) bacteria, as well as for their antifungal activity against filamentous (Aspergillus fumigatus ATCC 46645), dermatophyte (Trichophyton rubrum ATCC FF5) and yeast (Candida albicans ATCC 10231). None of the tested compounds exhibited either antibacterial (MIC > 256 μg/mL) or antifungal activities (MIC > 512 μg/mL).

Highlights

  • Introduction state of Althoughthe thechemical chemical constituents constituents of of the the fungi fungi of of the the genus genus Neosartorya, Neosartorya, aa teleomorphic teleomorphic stateAspergillus sectionFumigatus, have not previously been intensively investigated [1], there are currently of Aspergillus section Fumigatus, have not previously been intensively investigated [1], there are three reports on the secondary and their biological of Neosartorya (Fennell currently three reports on themetabolites secondary metabolites and theiractivities biological activities of glabra Neosartorya &glabra Raper) Kozakiewicz.Jayasuriya et al first described isolation of three new antibacterial (Fennell & Raper)Jayasuriya et al

  • Neosartorya and our pursuit for natural antibiotics from marine-derived fungi, we have investigated antibiotics from marine‐derived fungi,collection we have of investigated the secondary metabolites

  • There are few reports of the constituents of N. glabra, this is the first study of the secondary metabolites from the marine-derived strain of this fungus

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Summary

Introduction

Introduction state of Althoughthe thechemical chemical constituents constituents of of the the fungi fungi of of the the genus genus Neosartorya, Neosartorya, aa teleomorphic teleomorphic stateAspergillus sectionFumigatus, have not previously been intensively investigated [1], there are currently of Aspergillus section Fumigatus, have not previously been intensively investigated [1], there are three reports on the secondary and their biological of Neosartorya (Fennell currently three reports on themetabolites secondary metabolites and theiractivities biological activities of glabra Neosartorya &glabra Raper) Kozakiewicz.Jayasuriya et al first described isolation of three new antibacterial (Fennell & Raper)Jayasuriya et al. State of Althoughthe thechemical chemical constituents constituents of of the the fungi fungi of of the the genus genus Neosartorya, Neosartorya, aa teleomorphic teleomorphic state. Fumigatus, have not previously been intensively investigated [1], there are currently of Aspergillus section Fumigatus, have not previously been intensively investigated [1], there are three reports on the secondary and their biological of Neosartorya (Fennell currently three reports on themetabolites secondary metabolites and theiractivities biological activities of glabra Neosartorya &glabra Raper) Kozakiewicz. Jayasuriya et al first described isolation of three new antibacterial (Fennell & Raper)

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