ABSTRACT
A novel aspochalasin, aspochalasin L (1), was isolated from the fermentation broth of a soil-derived fungal culture identified as Aspergillus flavipes (Deuteromycota). Structure elucidation of 1 was accomplished by detailed spectroscopic data analyses and by comparison with related cytochalasins. Aspochalasin L demonstrated activity against HIV integrase with an IC50 of 71.7microM.
Subject(s)
Aspergillus/metabolism , Cytochalasins/pharmacology , HIV Integrase Inhibitors/pharmacology , HIV-1/enzymology , Aspergillus/chemistry , Chemical Phenomena , Chemistry, Physical , Culture Media , Cytochalasins/isolation & purification , Fermentation , HIV Integrase Inhibitors/isolation & purification , HIV-1/drug effects , Magnetic Resonance Spectroscopy , Molecular Conformation , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, Infrared , Spectrophotometry, Ultraviolet , Spectroscopy, Fourier Transform InfraredABSTRACT
To new triterpenes, trichomycins A (1) and B (2), were purified from the new species Tricholoma sp. AU1 by activity-guided fractionation following their antibacterial activity. The two compounds were found to have a hitherto unreported triterpenoid skeleton. The structures and relative stereochemistry of 1 and 2 were determined through extensive 2D NMR spectroscopy, while the inhibitory activity of 1 and 2 against two Gram-positive and two Gram-negative bacteria and a mammalian cell line was determined.
Subject(s)
Anti-Bacterial Agents/isolation & purification , Basidiomycota/chemistry , Triterpenes/isolation & purification , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Australia , Drug Screening Assays, Antitumor , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Humans , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Triterpenes/chemistry , Triterpenes/pharmacology , Tumor Cells, CulturedABSTRACT
Chemical investigations of the crude MeOH extract of Physalis viscosa led to the identification of the novel acylated sucrose ester physaloside A (1). The structure of 1 was determined by 2D NMR analysis, and the absolute configuration was determined by chemical degradation and comparison with authentic standards.
Subject(s)
Gram-Positive Bacteria/drug effects , Physalis/chemistry , Plants, Medicinal/chemistry , Sucrose , Sucrose/analogs & derivatives , Sucrose/isolation & purification , Australia , Drug Screening Assays, Antitumor , Esters/chemistry , Esters/isolation & purification , Esters/pharmacology , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Sucrose/chemistry , Sucrose/pharmacologyABSTRACT
The new diketopiperazine dimer 1, as well as the known compounds TMC-256A1 (2), TMC-256C1 (3), and demethylkotanin (4), were isolated from a culture of Aspergillus niger. The gross structure of 1 was determined by 2D NMR studies and comparison with literature data, and the absolute stereochemistry was elucidated by chiral HPLC analysis of the hydrolysis products.
