ABSTRACT
Six new polyketide-derived oxaphenalenone dimers, talaromycesone C (1) and macrosporusones A-E (2-6), together with eight known analogs, were isolated from the mycelium of the fungus Talaromyces macrosporus KKU-1NK8. Their structures were established based on their spectroscopic data and MS. The absolute configurations of new compounds 1-6 were determined by ECD analyses. Compounds 3 and 8 exhibited antimalarial activity against Plasmodium falciparum. Compound 3 showed activity against NCI-H187 cells, while compound 8 displayed activity against KB, MCF-7 and NCI-H187 cell lines. In addition, compound 11 showed antibacterial activity against Bacillus cereus, Staphylococcus aureus and MRSA.
Subject(s)
Anti-Bacterial Agents/pharmacology , Antimalarials/pharmacology , Talaromyces/chemistry , Animals , Anti-Bacterial Agents/isolation & purification , Antimalarials/isolation & purification , Bacillus cereus/drug effects , Cell Line, Tumor , Chlorocebus aethiops , Forests , Humans , Molecular Structure , Plasmodium falciparum/drug effects , Soil Microbiology , Staphylococcus aureus/drug effects , Thailand , Vero CellsABSTRACT
Four meroterpenoids, 1-hydroxychevalone C, 1-acetoxychevalone C, 1,11-dihydroxychevalone C, and 11-hydroxychevalone C and two ester epimers, 2S,4S-spinosate and 2S,4R-spinosate, together with seven known compounds, chevalones B, C, and E, tryptoquivaline, nortryptoquivaline, tryptoquivaline L, and quinadoline A were isolated from the fungus Neosartorya spinosa. Their structures were established based on spectroscopic data analyses. The theoretical ECD spectra of epimers, 2S,4S-spinosate and 2S,4R-spinosate were calculated to support the experimental results of their CD spectra. 1-hydroxychevalone C exhibited antimycobacterial activity against Mycobacterium tuberculosis with a MIC value of 26.4 µM. 1-Acetoxychevalone C and tryptoquivaline showed antimalarial activity against Plasmodium falciparum with IC50 values of 6.67 and 2.65 µM, respectively. In addition, 1-hydroxychevalone C, 1-acetoxychevalone C, 1,11-dihydroxychevalone C and quinadoline A showed cytotoxicity against KB and NCI-H187 cancer cell lines with IC50 values in the range of 32.7-103.3 µM.
Subject(s)
Anti-Bacterial Agents/isolation & purification , Antimalarials/isolation & purification , Antineoplastic Agents/isolation & purification , Neosartorya/chemistry , Terpenes/isolation & purification , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antimalarials/chemistry , Antimalarials/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Drug Screening Assays, Antitumor , Humans , Indoles/chemistry , Inhibitory Concentration 50 , Molecular Structure , Mycobacterium tuberculosis/drug effects , Plasmodium falciparum/drug effects , Terpenes/chemistry , Terpenes/pharmacologyABSTRACT
A new meroterpenoid, named tatenoic acid (1), was isolated from the fungus Neosartorya tatenoi KKU-2NK23, together with five known compounds, aszonapyrones A and B (2 and 3), aszonalenin (4), ergosterol (5) and D-mannitol (6). Their structures were established on the basis of spectroscopic methods. Aszonapyrones A (2) exhibited antimalarial activity against Plasmodium falciparum, and it also exhibited cytotoxicity against two cancer cell lines, NCI-H187 and KB.
