A strain of Biatriospora sp. CCF 4378 was tested for the production of secondary metabolites under submerged fermentation conditions. Eleven compounds were isolated from the culture broth, and the structures of these compounds were determined using HRMS, NMR and X-ray analysis. In addition to six known naphthoquinone derivatives, i.e. ascomycone A, ascomycone B, 6-deoxyfusarubine, 6-deoxyanhydrofusarubine, herbarine and balticol A, one derivative of 2-azaanthraquinone, 6-deoxybostrycoidine, was also identified. Four new natural pyranonaphthoquinones were found, and these natural products were pleorubrin A, pleorubrin B, pleorubrin C and pleorubrin D. The toxicity on human cell lines of the crude naphthoquinone fraction and pure 6-deoxybostrycoidin, ascomycone B, pleorubrin B and 6-deoxyfusarubin was tested. Ascomycone B and 6-deoxyfusarubin elicited rapid cytotoxicity at micromolar concentrations.

• MeSH
• Ascomycota klasifikace   genetika   izolace a purifikace   metabolismus   MeSH
• buněčné linie MeSH
• endofyty klasifikace   genetika   izolace a purifikace   metabolismus   MeSH
• lidé MeSH
• molekulární struktura MeSH
• naftochinony chemie   metabolismus   farmakologie   MeSH
• Ulmus mikrobiologie   MeSH
• viabilita buněk účinky léků   MeSH
• Check Tag
• lidé MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• naftochinony MeSH

Geosmithia fungi are little known symbionts of bark beetles. Secondary metabolites of lilac colored species G. lavendula and other nine Geosmithia species were investigated in order to elucidate their possible role in the interactions of the fungi with environment. Hydroxylated anthraquinones (yellow, orange, and red pigments), were found to be the most abundant compounds produced into the medium during the submerged cultivation. Three main compounds were identified as 1,3,6,8-tetrahydroxyanthraquinone (1), rhodolamprometrin (1-acetyl-2,4,5,7-tetrahydroxyanthraquinone; 2), and 1-acetyl-2,4,5,7,8-pentahydroxyanthraquinone (3). Compounds 2 and 3 (representing the majority of produced metabolites) inhibited the growth of G+-bacteria Staphylococcus aureus and Bacillus subtilis with minimum inhibitory concentration of 64-512 microg/mL. Anti-inflammatory activity detected as inhibition of cyclooxygenase-2 was found only for compound 3 at 1 and 10 microg/mL. Compound 2 interfered with the morphology, compound 3 with cell-cycle dynamics of adherent mammalian cell lines.

• MeSH
• anthrachinony chemie   metabolismus   farmakologie   MeSH
• antibakteriální látky chemie   metabolismus   farmakologie   MeSH
• antiflogistika nesteroidní chemie   metabolismus   farmakologie   MeSH
• Bacillus subtilis účinky léků   MeSH
• biologické pigmenty chemie   metabolismus   farmakologie   MeSH
• biotechnologie metody   MeSH
• buněčný cyklus účinky léků   MeSH
• Ficus parazitologie   MeSH
• HeLa buňky MeSH
• hydroxylace MeSH
• Hypocreales růst a vývoj   metabolismus   MeSH
• inhibitory cyklooxygenasy chemie   metabolismus   farmakologie   MeSH
• lidé MeSH
• nosatcovití mikrobiologie   fyziologie   MeSH
• spory hub růst a vývoj   metabolismus   MeSH
• Staphylococcus aureus účinky léků   MeSH
• zvířata MeSH
• Check Tag
• lidé MeSH
• zvířata MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• 1-acetyl-2,4,5,7-tetrahydroxyanthraquinone MeSH Prohlížeč
• 1-acetyl-2,4,5,7,8-pentahydroxyanthraquinone MeSH Prohlížeč
• 1,3,6,8-tetrahydroxyanthraquinone MeSH Prohlížeč
• anthrachinony MeSH
• antibakteriální látky MeSH
• antiflogistika nesteroidní MeSH
• biologické pigmenty MeSH
• inhibitory cyklooxygenasy MeSH