Secondary metabolites from a peanut-associated fungus Aspergillus niger IMBC-NMTP01 with cytotoxic, anti-inflammatory, and antimicrobial activities

Cytotoxic and antimicrobial benzodiazepine and phenolic metabolites from Aspergillus ostianusIMBC‐NMTP03

“…In conclusion, eight secondary metabolites were obtained from the EtOAc extract of the fermentation culture of the soybean-derived fungal strain Aspergillus ostianus IMBC-NMTP03. By combined spectroscopic analyses, they were identified as: circumdatins D (1), E (2), J (3), and I (4), cycloanthranilylproline (5), and (11aS)-2,3-dihydro-7-methoxy-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione (6), 4-hydroxybenzoic acid (7), and syringaldehyde (8). It is noted that this is the first time to report the cytotoxic effects of compounds 1-6 and the antimicrobial activity of compounds 1-4 and 6.…”

“…The actions of 1-8 with respect to the growth of Gram-positive bacteria (Enterococcus faecalis ATCC299212, Staphylococcus aureus ATCC25923, and Bacillus cereus ATCC13245), Gram-negative bacteria (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 9027, and Salmonella enterica ATCC13076), and a yeast Candida albicans ATCC 24433 were also examined (table 4). [5] The result revealed that, except compound 4, all compounds significantly inhibit E. faecalis growth, with MIC values ranging from 18.7 to 75.0 M. There was only compound 2 showed a weak inhibitory effect on Bacillus cereus, with an MIC value of 200 M, while all of the test compounds showed antimicrobial effects against the yeast Candida albicans, with MIC values in a range of 18.7 to 100 M.…”

“…The micro broth dilution method was applied to evaluate the antimicrobial activity of the isolated compounds on the Gram-positive bacterial strains E. faecalis (ATCC13124), S. aureus (ATCC25923), and B. cereus (ATCC13245), Gram-negative bacterial strains E. coli (ATCC25922), P. aeruginosa (ATCC27853), and S. enterica (ATCC12228), and a yeast strain C. albicans (ATCC1023) in 96-well microplates. [5] 3. RESULTS AND DISCUSSION Compound 1 was determined to have the molecular formula of C21H19N3O5 by a protonated molecular ion m/z 394.1402 in the positive mode of the HRESIMS.…”

“…[1] From the fungal genus Aspergillus, a number of benzodiazepine alkaloids have been isolated to date, however, there have been only a few reports on their pharmacological effects to date: circumdatins E and H showed a mitochondrial NADH oxidase inhibitory activity, [2] asperdiazapine B possessed a weak antimalarial effect, [3] ochrazepines A−C were cytotoxic against several cancer cell lines. [4] In our ongoing investigation of the bioactive compounds from the terrestrial-derived fungi, [5] the fungal strain A. ostianus IMBC-NMTP03 isolated from a soybean was selected due to its positive cytotoxic and antimicrobial effects. In the present study, we communicate the isolation and structural establishment of six benzodiazepine alkaloids (1)(2)(3)(4)(5)(6) and two phenolic metabolites (7 and 8) from a fermentation culture of the fungus A. ostianus IMBC-NMTP03.…”

“…[4] In our ongoing investigation of the bioactive compounds from the terrestrial-derived fungi, [5] the fungal strain A. ostianus IMBC-NMTP03 isolated from a soybean was selected due to its positive cytotoxic and antimicrobial effects. In the present study, we communicate the isolation and structural establishment of six benzodiazepine alkaloids (1)(2)(3)(4)(5)(6) and two phenolic metabolites (7 and 8) from a fermentation culture of the fungus A. ostianus IMBC-NMTP03. Furthermore, cytotoxic and antimicrobial activities of the isolated compounds were also described.…”