The first example of a naturally occurring thiopyranchromenone, preussochromone A (1), and five other new chromone derivatives, preussochromones B–F (2–6), were isolated from solid cultures an endolichenic fungus, Preussia africana. structures 1–6 established primarily by NMR experiments, 2 4 further confirmed X-ray crystallography. absolute configurations 1 determined the application electronic circular dichroism (ECD), whereas those C-5 in 3, C-6 4, 6,7-diol 5 deduced via CD data situ...

New N-hydroxypyridones, militarinones E (1) and F (2), phenylhydrazones, farylhydrazones A (3) B (4), a quinazolinone, 2-(4-hydroxybenzyl)quinazolin-4(3H)-one (5), the known (6) (7) were isolated from cultures of Cordyceps-colonizing fungus Isaria farinosa. The structures 1−5 elucidated by spectroscopic methods, 3 was confirmed X-ray crystallography. absolute configuration C-4′ secondary alcohol in 1 deduced via circular dichroism data situ formed [Rh2(OCOCF3)4] complex. Compounds 6 showed...

Pestaloficiols F−L (1−7), new isoprenylated chromone derivatives including one heterodimer (7), have been isolated from a scale-up fermentation extract of the plant endophytic fungus Pestalotiopsis fici. The structures these compounds were elucidated primarily by NMR and MS methods. absolute configurations 1 4 assigned using modified Mosher method. Compounds 1−3, 5, 6 displayed inhibitory effects on HIV-1 replication in C8166 cells, whereas 4−7 showed cytotoxic activity against human tumor...

Chloropupukeanolides A (1) and B (2), unprecedented spiroketal peroxides, chloropupukeanone (3), three highly functionalized metabolites featuring a chlorinated pupukeanane core, were isolated from an endophytic fungus Pestalotiopsis fici, with 1 showing significant anti-HIV-1 cytotoxic effects.

The new polyketides leptosphaerins A−G (1−7) and the known compounds monodictysin B (8), 2-(2,6-dihydroxybenzoyl)-3-hydroxy-5-methylbenzoic acid (9), 2-(2,6-dihydroxy-4-methylbenzoyl)-6-hydroxybenzoic (10) have been isolated from solid cultures of ascomycete fungus Leptosphaeria sp. absolute configurations 1, 2, 6 were assigned using modified Mosher method, whereas that C-2 in 3 was determined via circular dichroism data [Rh2(OCOCF3)4] complex. Compound 7 showed antifungal activity against...

Coniothiepinols A (1) and B (2) coniothienol (3), the first naturally occurring thiepinols (1 2) thienol have been isolated from crude extract of an endolichenic fungus Coniochaeta sp. 1 possesses a unique 8-oxa-2-thia-bicyclo[3.2.1]octane skeleton, its structure was assigned by NMR spectroscopy X-ray crystallography. showed significant activity against Gram-positive bacteria, Enterococcus faecium faecalis.

The new naphthalenone derivatives perenniporides A–D (1–4) were isolated from solid cultures of a fungus Perenniporia sp. inhabiting the larva Euops chinesis, phytophagous weevil with high host specificity to medicinal plant Fallopia japonica. structures 1–4 elucidated primarily by NMR experiments, and 1 was confirmed X-ray crystallography. absolute configuration 2 assigned electronic circular dichroism (ECD) calculations, whereas that C-10 tertiary alcohol in 3 deduced via CD data situ...

Cercosporenes A–F (1–6, respectively), six new guanacastane diterpenes, including a homodimer (5) and heterodimer (6), were isolated from the crude extract of fungus Cercospora sp., endophytic to medicinal plant Fallopia japonica. The structures 1–6 elucidated by nuclear magnetic resonance experiments, 4 5 further confirmed X-ray crystallography. absolute configuration 1 3 was assigned electronic circular dichroism calculations, whereas that 6 deduced application exciton chirality method. In...

Hawaiinolides A–D (1–4), four new secondary metabolites including three cleistanthane (1, 3, and 4) one cassane (2) type of diterpene lactones, were isolated from the crude extract Paraconiothyrium hawaiiense, a fungus entomogenous to Septobasidium-infected insect Diaspidiotus sp. The structures 1–4 elucidated by nuclear magnetic resonance experiments, 1 3 further confirmed X-ray crystallography. absolute configuration was assigned via single-crystal diffraction analysis using Cu Kα...

The new pyrrolidinones, rigidiusculamides A−D (1−4), have been isolated from the crude extract of ascomycete fungus Albonectria rigidiuscula. structures these compounds were elucidated primarily by NMR experiments. absolute configuration 3,4-diol moieties in 1 and 4 was assigned using Snatzke's method. Compounds 2 showed modest cytotoxicity against human tumor cell lines HeLa MCF-7.

Four new cyclic tetradecapeptides, verrucamides A–D (1–4), have been isolated from the solid-substrate fermentation culture of ascomycete fungus Myrothecium verrucaria. The structures these compounds, each featuring six N-methylated amino acid residues, were elucidated primarily by NMR and MS methods. absolute configurations 1–4 assigned application Marfey's method on their hydrolysates. Compounds showed antimicrobial activity against Gram-positive bacterium Staphylococcus aureus.

Hypocrolide A (1), a botryane metabolite with new hexacyclic skeleton, was isolated from cultures of the entomogenous fungus Hypocrea sp. The proposed structure confirmed by X-ray crystallography using Cu Kα radiation. mixed-biogenetic skeleton could be derived hypothetical precursors related to coumarin and dihydrobotrydiol, latter may coisolated 10-oxodehydrodihydrobotrydial (2) or similar analogue.

Trichoderpyrone (1), a unique polyketide with cyclopentenone–pyrone hybrid skeleton, was isolated from the plant endophytic fungus Trichoderma gamsii. The structure of 1 determined by detailed analysis NMR data together comparison chemical shift values similar fragments. relative and absolute configurations were established NOESY correlations CD experiment. (1) displayed weak cytotoxic activities against A549, HepG2, HeLa cancer cell lines. might originate biosynthetic pathway through two...

Fimetarone A (1), a metabolite with the new spiro[chroman-3,7′-isochromene]-4,6′(8′H)-dione skeleton, was isolated from cultures of Cordyceps-colonizing fungus Fimetariella sp. Compound 1 1:1 atropdiastereomeric mixture in NMR data, and aS,9S aR,9R enantiomers were found confirmed by X-ray crystallography. could be derived hypothetical precursors 3,4,5-trihydroxy-2-(2-methylene-3,5-dioxohexanoyl)benzoic acid (5) lapidosin (6).

Five new resorcylic acid lactones (RALs) hispidulactones A–E (1, 4, 5, 8, and 9), a natural product (2), four known ones (3, 6, 7, 10) with different ring systems were isolated from the desert plant endophytic fungus Chaetosphaeronema hispidulur. The compounds characterized by NMR data, CD spectra, X-ray experiment. (2) displayed strongly biological effects on seedlings growth of Arabidopsis thaliana, Digitaria sanguinalis, Echinochloa crusgalli dose-dependent relationship. Compounds 1, 2, 6...

Abstract Trichocladinols A–C ( 1 – 3 ), three new metabolites, and the known massarigenin A 4 have been isolated from cultures of a Cordyceps ‐colonizing ascomycete Trichocladium opacum . Their structures were elucidated by NMR spectroscopy X‐ray crystallography. The absolute configuration was assigned using modified Mosher method that determined crystallographic analysis its S )‐MTPA ester. Compounds showed modest cytotoxic effects against human tumor cell lines HeLa MCF‐7. Structurally,...

Five new polyketides, trichocladinols D–H (1–5) with dioxatricyclic (1–3) and oxabicyclic (4 5) skeletons, the known massarilactone C (6) were isolated from solid-substrate fermentation cultures of ascomycete fungus Trichocladium opacum. The structures 1–5 determined mainly by NMR experiments, 1, 3, 4 confirmed X-ray crystallography. absolute configurations 1 3 assigned crystallography using Cu Kα radiation, whereas that C-5 in 2 was deduced via circular dichroism (CD) data. Compounds 2–4...

Two new xanthone derivatives, pestalotiones A (1) and B (2), one diphenyl ketone riboside, pestalotione C (7), ether, D (8), along with five known compounds isosulochrin dehydrate (3), 3,8-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate (4), (5), chloroisosulochrin (6), pestalotether (9), were isolated from the crude extract of plant endophytic fungus Pestalotiopsis theae (N635). The structures unambiguously deduced by HRESIMS 1D/2D-NMR spectroscopic data. Compound 6 showed modest...

Nine new epipoly(thiodioxopiperazine) (ETP) analogues, chetocochliodins A-I (1-9), along with two known ones, chetoseminudins E and C (10 11), were purified from the fungus Chaetomium cochliodes. The planar structures absolute configurations of these compounds determined by extensive NMR spectroscopic analysis, CD spectra, chemical reactions. Shielding effects indole on 3-SCH3/3-OCH3/3-OCH2- groups facilitated determination relative configuration analogues. Compound 9 was cytotoxic,...