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1.
Planta Med ; 87(8): 600-610, 2021 Jul.
Article in English | MEDLINE | ID: mdl-33682913

ABSTRACT

Three new pyrrolobenzoxazine sesquiterpenoids, talatrachyoxazines A - C (1:  - 3: ), together with fourteen known compounds (4:  - 17: ), were isolated from the fungus Talaromyces trachyspermus EU23. Their structures were identified by spectroscopic evidence and mass spectrometry. The absolute configurations of 1:  - 3: were determined by NOESY data and comparison of their calculated and experimental electronic circular dichroism (ECD) spectra. Compound 1: showed cytotoxic activity against HelaS3, KB, HT-29, MCF-7, and HepG2 cell lines with IC50 values of 7, 11, 10, 12, and 10 µM, respectively. Compounds 1: and 14: showed weak antibacterial activity against the gram-positive bacteria Bacillus cereus and Bacillus subtilis, while 1:  - 3: and 14: showed weak antibacterial activity against the gram-negative bacterium Pseudomonas aeruginosa. In addition, compound 1: showed weak antibacterial activity against Escherichia coli.


Subject(s)
Sesquiterpenes , Talaromyces , Anti-Bacterial Agents/pharmacology , Hep G2 Cells , Humans , Sesquiterpenes/pharmacology
2.
Fitoterapia ; 142: 104485, 2020 Apr.
Article in English | MEDLINE | ID: mdl-31982554

ABSTRACT

Two new meroterpenoid pyrones, chevalone G (1) and aszonapyrone C (2), a new indole alkaloid, 7-chlorofischerindoline (3) and a new bicyclic brasiliamide, brasiliamide H (4), together with sixteen known compounds, 5-20 were isolated from the fungus Neosartorya hiratsukae. Their structures were established on the basis of spectroscopic evidence. The antibacterial activity and the cytotoxic activity of new compounds were evaluated.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antineoplastic Agents/pharmacology , Neosartorya/chemistry , Pyrones/chemistry , Pyrones/pharmacology , Animals , Anti-Bacterial Agents/chemistry , Antineoplastic Agents/chemistry , Bacteria/drug effects , Cell Line , Cell Survival , Humans , Models, Molecular , Molecular Structure
3.
Fitoterapia ; 137: 104257, 2019 Sep.
Article in English | MEDLINE | ID: mdl-31278976

ABSTRACT

Two new meroditerpene pyrones, chevalone F (1) and 11-hydroxychevalone E (2), a new tryptoquivaline analog, tryptoquivaline V (3) and a new brasiliamide analog, brasiliamide G (4), together with thirteen known compounds, chevalones A-C (5-7), chevalone E (8), 11-hydroxychevalone C (9), pyripyropene A (10), isochaetominine C (11), pyrrolobenzoxazine terpenoids CJ-12662 (12) and CJ-12663 (13), fischerindoline (14), eurochevalierine (15), 1,4-diacetyl-2,5-dibenzylpiperazine-3,7''-oxide (16) and lecanorin (17) were isolated from the fungus Neosartorya pseudofischeri. Their structures were established on the basis of spectroscopic evidence. Compound 2 showed weak antibacterial activity against Escherichia coli and Salmonella enterica serovar Typhimurium, whereas compounds 7, 12, 13 and 15 showed antibacterial activity against Bacillus cereus and Staphylococcus aureus. In addition, compounds 13 and 14 showed cytotoxicity against KB and MCF-7 cancer cell lines, as well as the Vero cell line.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antineoplastic Agents/pharmacology , Indoles/pharmacology , Neosartorya/chemistry , Pyrones/pharmacology , Animals , Anti-Bacterial Agents/isolation & purification , Antineoplastic Agents/isolation & purification , Chlorocebus aethiops , Forests , Humans , Indoles/isolation & purification , KB Cells , MCF-7 Cells , Molecular Structure , Pyrones/isolation & purification , Soil Microbiology , Thailand , Vero Cells
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