The Effects of Marine Fungal Asterripeptides A-C on In Vitro and In Vivo Skin Infection.

This study aimed to investigate the in vitro and in vivo antibacterial and cytoprotective activities of marine fungal tripeptide derivatives with cinnamic acid moiety asterripeptides A-C (-). The antimicrobial and antibiofilm activities of asterripeptides A-C were tested using the ATCC 21027 strain. Human HaCaT keratinocytes infected with were used for the in vitro investigation of the various aspects of the influence of asterripeptides A-C by lumino- and fluorospectrometry, ELISA, flow cytometry, Western blotting, and microscopy techniques.

New Zosteropenillines and Pallidopenillines from the Seagrass-Derived Fungus KMM 4679.

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.

Metabolite profiles of Paragliomastix luzulae (formerly named as Acremonium striatisporum) KMM 4401 and its co-cultures with Penicillium hispanicum KMM 4689.

The 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.

New piperazine derivatives helvamides B-C from the marine-derived fungus Penicillium velutinum ZK-14 uncovered by OSMAC (One Strain Many Compounds) strategy.

Four extracts of the marine-derived fungus Penicillium velutinum J.F.H.

Bioactive Polyketides from the Natural Complex of the Sea Urchin-Associated Fungi KMM 4718 and KMM 4747.

The 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.

New Cyclopiane Diterpenes and Polyketide Derivatives from Marine Sediment-Derived Fungus KMM 4670 and Their Biological Activities.

Two 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.

The Metabolite Profiling of KMM4631 and Its Co-Cultures with Other Marine Fungi.

An 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.

Anthraquinone Derivatives and Other Aromatic Compounds from Marine Fungus KMM 4696 and Their Effects against .

New anthraquinone derivatives acruciquinones A-C (-), together with ten known metabolites, were isolated from the obligate marine fungus KMM 4696. Acruciquinone C is the first member of anthraquinone derivatives with a 6/6/5 backbone. The structures of isolated compounds were established based on NMR and MS data.

New Anti-Hypoxic Metabolites from Co-Culture of Marine-Derived Fungi KMM 4638 and sp. KMM 4639.

The 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.

Absolute Stereochemistry and Cytotoxic Effects of Vismione E from Marine Sponge-Derived Fungus sp. 1901NT-1.2.2.

The metabolic profile of the sp. 1901NT-1.2.

New Bioactive β-Resorcylic Acid Derivatives from the Alga-Derived Fungus KMM 4685.

Five new β-resorcylic acid derivatives, 14-hydroxyasperentin B (), β-resoantarctines A-C (, , ) and 8-dehydro-β-resoantarctine A (), together with known 14-hydroxyasperentin (5'-hydroxyasperentin) (), were isolated from the ethyl acetate extract of the fungus KMM 4685 associated with the brown alga . The structures of the compounds were elucidated by spectroscopic analyses and modified Mosher's method, and the biogenetic pathways for compounds - were proposed. For the very first time, the relative configuration of the C-14 center of a known compound was assigned via analyses of magnitudes of the vicinal coupling constants.

New Marine Fungal Deoxy-14,15-Dehydroisoaustamide Resensitizes Prostate Cancer Cells to Enzalutamide.

Marine fungi serve as a valuable source for new bioactive molecules bearing various biological activities. In this study, we report on the isolation of a new indole diketopiperazine alkaloid deoxy-14,15-dehydroisoaustamide () from the marine-derived fungus KMM 4689 associated with a soft coral. The structure of this metabolite, including its absolute configuration, was determined by HR-MS, 1D and 2D NMR as well as CD data.

Meroantarctines A-C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus KMM 4685 with Potent p-Glycoprotein Inhibitory Activity.

New 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.

Cytoprotective Polyketides from Sponge-Derived Fungus .

The new polyketides lopouzanones A and B, as well as the new 1--acetyl and 2--acetyl derivatives of dendrodochol B, were isolated from the sponge-derived marine fungus strain 168CLC-57.3. Moreover, six known polyketides, gliorosein, balticolid, dendrodolide G, dihydroisocoumarine, (-)-5-methylmellein, and dendrodochol B, were identified.

Cytotoxic N-Methylpretrichodermamide B Reveals Anticancer Activity and Inhibits P-Glycoprotein in Drug-Resistant Prostate Cancer Cells.

N-methylpretrichodermamide B (NB) is a biologically active epidithiodiketopiperazine isolated from several strains of the algae-derived fungus sp. Recently, we reported the first data on its activity in human cancer cells lines in vitro. Here, we investigated the activity, selectivity, and mechanism of action of NB in human prostate cancer cell lines, including drug-resistant subtypes.

Cytotoxic Drimane-Type Sesquiterpenes from Co-Culture of the Marine-Derived Fungi KMM 4638 and (=) KMM 4639.

Chemical investigation of a coculture of the marine-derived fungi KMM 4639 and KMM 4638 led to the identification of three new drimane-type sesquiterpenes, asperflavinoids B, D and E (, , ), and nine previously reported related compounds. The structures of these compounds were established using spectroscopic methods and by comparison with known analogues. We also investigated the cytotoxic activity of the isolated compounds against several cancer and normal cell lines.

New Antibacterial Chloro-Containing Polyketides from the Alga-Derived Fungus KMM 4696.

Six new polyketides acrucipentyns A-F (-) were isolated from the alga-derived fungus KMM 4696. Their structures were established based on spectroscopic methods. The absolute configurations of acrucipentyn A was assigned by the modified Mosher's method and ROESY data analysis.

New Tripeptide Derivatives Asperripeptides A-C from Vietnamese Mangrove-Derived Fungus LM.5.2.

Three new tripeptide derivatives asterripeptides A-C (-) were isolated from Vietnamese mangrove-derived fungus LM.5.2.

Marine Fungal Cerebroside Flavuside B Protects HaCaT Keratinocytes against Induced Damage.

Cerebrosides are glycosylated sphingolipids, and in mammals they contribute to the pro-/anti-inflammatory properties and innate antimicrobial activity of the skin and mucosal surfaces. infection can develop, not only from minor scratches of the skin, but this pathogen can also actively promote epithelial breach. The effect of cerebroside flavuside B from marine sediment-derived fungus (Aniva Bay, the Sea of Okhotsk) on viability, apoptosis, total caspase activity, and cell cycle in human epidermal keratinocytes HaCaT line co-cultivated with , as well as influence of flavuside B on LPS-treated HaCaT cells were studied.

Cytoprotective Activity of -Terphenyl Polyketides and Flavuside B from Marine-Derived Fungi against Oxidative Stress in Neuro-2a Cells.

The influence of -terphenyl polyketides - from KMM 4676 and cerebroside flavuside B () from (=) against the effect of neurotoxins, rotenone and paraquat, on Neuro-2a cell viability by MTT and LDH release assays and intracellular ROS level, as well as DPPH radical scavenging activity, was investigated. Pre-incubation with compounds significantly diminished the ROS level in rotenone- and paraquat-treated cells. It was shown that the investigated polyketides - significantly increased the viability of rotenone- and paraquat-treated cells in two of the used assays but they affected only the viability of paraquat-treated cells in the LDH release assay.

Metabolites of Marine Sediment-Derived Fungi: Actual Trends of Biological Activity Studies.

Marine sediments are characterized by intense degradation of sedimenting organic matter in the water column and near surface sediments, combined with characteristically low temperatures and elevated pressures. Fungi are less represented in the microbial communities of sediments than bacteria and archaea and their relationships are competitive. This results in wide variety of secondary metabolites produced by marine sediment-derived fungi both for environmental adaptation and for interspecies interactions.

Neuroprotective Metabolites from Vietnamese Marine Derived Fungi of and Genera.

Low molecular weight secondary metabolites of marine fungi , and sp. from Van Phong and Nha Trang Bays (Vietnam) were studied and a number of polyketides, bis-indole quinones and terpenoids were isolated. The structures of the isolated compounds were determined by 1D and 2D NMR and HR-ESI-MS techniques.

Biologically Active Echinulin-Related Indolediketopiperazines from the Marine Sediment-Derived Fungus .

Seven known echinulin-related indolediketopiperazine alkaloids (-) were isolated from the Vietnamese sediment-derived fungus . Using chiral HPLC, the enantiomers of cryptoechinuline B () were isolated as individual compounds for the first time. (+)-Cryptoechinuline B () exhibited neuroprotective activity in 6-OHDA-, paraquat-, and rotenone-induced in vitro models of Parkinson's disease.

Biologically Active Metabolites from the Marine Sediment-Derived Fungus .

Four new compounds were isolated from the Vietnamese marine sediment-derived fungus , one aspyrone-related polyketide aspilactonol G (), one meroterpenoid 12-epi-aspertetranone D (), two drimane derivatives (,), together with five known metabolites (,,,,,). The structures of compounds - were established by NMR and MS techniques. The absolute stereoconfigurations of compounds and were determined by a modified Mosher's method.

Achievements in the Study of Marine Low-Molecular Weight Biologically Active Metabolites from the Vietnamese Territorial Waters as a Result of Expeditions aboard the Research Vessel 'Akademik Oparin' (2004-2017).

Until 2004, the secondary metabolites of marine organisms of the Vietnamese territorial waters had been studied very poorly. Only four new compounds were isolated from 1977 to 2003. Joint Russian-Vietnamese expeditions aboard the research vessel 'Akademik Oparin' made it possible to study in detail the chemical diversity of marine micro- and macroorganisms.