Ten new decalin polyketides, zosteropenilline M (), 11--8-hydroxyzosteropenilline M (), zosteropenilline N (), 8-hydroxyzosteropenilline G (), zosteropenilline O (), zosteropenilline P (), zosteropenilline Q (), 13-dehydroxypallidopenilline A (), zosteropenilline R () and zosteropenilline S (), together with known zosteropenillines G () and J (), pallidopenilline A () and 1-acetylpallidopenilline A (), were isolated from the ethyl acetate extract of the fungus KMM 4679 associated with the seagrass . The structures of isolated compounds were established based on spectroscopic methods. The absolute configurations of zosteropenilline Q () and zosteropenilline S () were determined using a combination of the modified Mosher's method and ROESY data.
View Article and Find Full Text PDFThe marine holothurian-derived fungal strain KMM 4401 has been identified as Paragliomastix luzulae using 28S rDNA, ITS regions and the partial TEF1 gene sequences. The metabolite profile of the fungal culture was studied by UPLC-MS technique. The strain KMM 4401 is a source of various virescenoside-type isopimarane glycosides suggested as chemotaxonomic feature for this fungal species.
View Article and Find Full Text PDFFour extracts of the marine-derived fungus Penicillium velutinum J.F.H.
View Article and Find Full Text PDFThe marine-derived fungal strains KMM 4718 and KMM 4747 isolated from sea urchin as a natural fungal complex were identified as and based on Internal Transcribed Spacer (), partial β-tubulin (), and calmodulin () molecular markers as well as an ribosomal polymerase two, subunit two () region for KMM 4747. From the ethyl acetate extract of the co-culture, two new polyketides, sajaroketides A () and B (), together with (2'S)-7-hydroxy-2-(2'-hydroxypropyl)-5-methylchromone (), altechromone A (), norlichexanthone (), griseoxanthone C (), 1,3,5,6-tetrahydroxy-8-methylxanthone (), griseofulvin (), 6-O-desmethylgriseofulvin (), dechlorogriseofulvin (), and 5,6-dihydro-4-methyl-2H-pyran-2-one () were identified. The structures of the compounds were elucidated using spectroscopic analyses.
View Article and Find Full Text PDFTwo new cyclopiane diterpenes and a new cladosporin precursor, together with four known related compounds, were isolated from the marine sediment-derived fungus KMM 4670, which was re-identified based on phylogenetic inference from ITS, , , and gene regions. The absolute stereostructures of the isolated cyclopianes were determined using modified Mosher's method and quantum chemical calculations of the ECD spectra. The isolation from the natural source of two biosynthetic precursors of cladosporin from a natural source has been reported for the first time.
View Article and Find Full Text PDFAn KMM 4631 strain was previously isolated from a Pacific soft coral sp. sample and was found to be a source of a number of bioactive secondary metabolites. The aims of this work are the confirmation of this strain' identification based on ITS, , , and regions/gene sequences and the investigation of secondary metabolite profiles of KMM 4631 culture and its co-cultures with KMM 4689, sp.
View Article and Find Full Text PDFScreening for chitinolytic activity in the bacterial strains from different Pacific Ocean regions revealed that the highly active representatives belong to the genera , , , and . The widely distributed chitinolytic species was isolated from the sea urchin . Among seventeen isolates with confirmed chitinolytic activity, only the type strain KMM 3630 and the strains of putatively new species sp.
View Article and Find Full Text PDFThe KMM 4639 strain was identified as sp. based on two molecular genetic markers: ITS and β-tubulin regions. Chemical investigation of co-culture marine-derived fungi sp.
View Article and Find Full Text PDFNew meroterpenoids, meroantarctines A-C (-), with unique 6/5/6/6, 6/5/6/5/6, and 6/5/6/5 polycyclic systems were isolated from the alga-derived fungus KMM 4685. Their structures were elucidated by spectroscopic methods, X-ray diffraction, and quantum chemical calculations. A biogenetic pathway for - was proposed.
View Article and Find Full Text PDFOne new dihydrobenzofuran derivative (), known depsipeptide emericellamide A (), three known drimanes () and two artifact drimane derivatives (, ) were isolated from the marine-derived fungus KMM 4664. Their structures were determined by detailed analysis of spectroscopic data and by comparison with related known compounds. The absolute configuration of was determined by time-dependent density functional theory (TD-DFT) calculations of ECD spectra.
View Article and Find Full Text PDFNine naphto-γ-pyrones rubrofusarine B (), TMC 256 A1 (), fansecinones A () and B (), aurasperones A (), B () and F (), dianhydro-aurasperone C () and asperpyrone B () were isolated from the marine-derived fungus KMM 4694. Their structures were established based on spectroscopic methods. The effect of the substances on viability and colony formation of human drug-resistant prostate cancer 22Rv1 cell was evaluated.
View Article and Find Full Text PDFEleven new polyketides, pallidopenillines 1-11, were isolated from the alga-derived fungus Penicillium thomii. The structures of these compounds were established based on spectroscopic methods. The absolute configuration of pallidopenilline A (1) as 4R, 5S, 8S, 9R, 10R, 13R was established using a combination of the modified Mosher's method, X-ray analysis, and NOESY data.
View Article and Find Full Text PDFThree new epidithiodiketopiperazines pretrichodermamides D-F (1-3), together with the known N-methylpretrichodermamide B (4) and pretrichodermamide С (5), were isolated from the lipophilic extract of the marine algae-derived fungus Penicillium sp. KMM 4672. The structures of compounds 1-5 were determined based on spectroscopic methods.
View Article and Find Full Text PDFThe new 6,6-spiroketal,sargassopenilline H (1), and known peneciraistin C (2) have been isolated from an EtOAc extract of the marine-derived fungus Penicillium lividumKMM 4663. The structure of the new metabolite was determined by HR ESIMS and 1D and 2D NMR spectroscopy. Sargassopenilline H (1) in non-cytotoxic concentration inhibited colony formation of RPMI-7951 and MDA-MB-231 cell lines.
View Article and Find Full Text PDFA new polyketide 1 and a new decaline derivative 2 were isolated from a sediment-derived fungus Aspergillus carneus Blochwitz, together with one known bisabolane sesquiterpenoid and seven known polyketide metabolites. The structures of the isolated compounds were established by HR-MS, and 1D and 2D NMR spectroscopy. The cytotoxic and antiradical activities of the isolated compounds were evaluated.
View Article and Find Full Text PDFSeven new 6,6-spiroketals, sargassopenillines A-G (1-7) were isolated from the alga-derived fungi Penicillium thomii KMM 4645 and Penicillium lividum KMM 4663. The structures of these metabolites were determined by HR-MS and 1D and 2D NMR. The absolute configurations of compounds 1, 5 and 6 were assigned by the modified Mosher's method and by CD data.
View Article and Find Full Text PDFSix new highly oxygenated chromene derivatives, oxirapentyns F-K (2-7), one new polyketide (8), one new benzofurane (9), and two known cyclodepsipeptides, isoisariin B and isaridin E, were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 2-9 were determined using spectroscopic methods. The relative configurations of compounds 2-7 were established through a combination of NOE data and spin coupling constants, and these results were confirmed by X-ray crystallographic analysis of 4.
View Article and Find Full Text PDFTen new austalide meroterpenoids (1-10) were isolated from the alga-derived fungi Penicillium thomii KMM 4645 and Penicillium lividum KMM 4663. Their structures were elucidated by extensive spectroscopic analysis and by comparison with related known compounds. The absolute configurations of some of the metabolites were assigned by the modified Mosher's method and CD data.
View Article and Find Full Text PDFThe new oxepin-containing (1) and quinazolinone (2) alkaloids and new dihydrobenzofuran derivative (3) have been isolated from a marine strain of Aspergillus carneus KMM 4638. The structures of these metabolites were determined by HR-MS and 1D and 2D NMR, along with Marfey's method.
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