ergosterol-5-8-peroxide and cerevisterol

One new meroterpenoid, named hericenone K (11), along with 10 known compounds (1-10), ergosterol peroxide (1), cerevisterol (2), 3β,5α,9α-trihydroxy-ergosta-7,22-dien-6-one (3), inoterpene A (4), astradoric acid C (5), betulin (6), oleanolic acid (7), ursolic acid (8), hemisceramide (9), and 3,4-dihydro-5-methoxy-2-methyl-2-(4'-methyl-2'-oxo-3'-pentenyl)-9(7H)-oxo-2H-furo[3,4-h]benzopyran (10), was isolated from the fruiting bodies of the mushroom Hericium erinaceus. Their structures were characterized on the basis of spectroscopic methods, as well as through comparison with previously reported data. Compounds 3-6, 8, and 9 were isolated from Hericium species for the first time. Compounds 10 and 11 was suggested to be racemic by the CD spectrum data and specific rotations, which ware resolved by chiral HPLC into respective enantiomers. Compounds 1-3, (±)-10, (-)-10 and (+)-10 in the presence of NGF (20 ng/mL) exerted a significant increase in neurite-bearing cells.

Topics: Agaricales; Animals; Ceramides; Ergosterol; Fruiting Bodies, Fungal; Monoterpenes; Nerve Growth Factors; Neurites; PC12 Cells; Phytosterols; Rats; Stereoisomerism; Triterpenes

To investigate the secondary metabolites from Penicillium raistrickii.. Compounds were isolated and purified by normal and reverse phase silica gel, Sephadex LH-20 gel column chromatography and RP-HPLC. Their structures were established by means of spectral techniques and physicochemical properties.. Twelve compounds were identified as pestafolide A(II), 3-methoxy-4-methyl-2,4-dien-pentanoic acid (2),p-hydroxy phenylacetamide (3),2-(2-hydroxy propanamido) benzamide (4), nicotinic acid (5), thymine (6), uracil (7) cyclo (Gly-Ala) (8), (22E,24R)-3β,5α,9α-trihydroxy ergosta-7,22-diene-6-one (9), cerevisterol (10), ergosterol (11) and ergosterol peroxide (12).. All compounds are isolated from Penicillium raistrickii for the first time.

Topics: Benzamides; Dipeptides; Ergosterol; Niacin; Penicillium; Phytosterols; Secondary Metabolism

From an endophytic strain of Gliocladium sp. isolated from the Amazonian plant Strychnos cf. toxifera, we obtained the diketopiperazine alkaloid cyclo-(glycyl-L-tyrosyl)-4,4-dimethylallyl ether (1), the steroids ergosterol (2), ergosterol peroxide (3), cerevisterol (4) and the citric acid (5). The AcOEt extract of the fermented broth by Gliocladium sp. showed potent activity against the cancer cell lines MDA-MB435 (human breast cancer cells), HCT-8 (human colorectal cancer cells) and SF-295 (human glioblastoma cancer cells). Compound 1 exhibited a strong antimicrobial activity against Micrococcus luteus at a concentration of 43.4 µM.

Topics: Alkaloids; Anti-Infective Agents; Antineoplastic Agents; Cell Line, Tumor; Citric Acid; Diketopiperazines; Dose-Response Relationship, Drug; Endophytes; Ergosterol; Gliocladium; Humans; Microbial Sensitivity Tests; Micrococcus luteus; Molecular Structure; Peptides, Cyclic; Phytosterols; Strychnos

A new polyoxygenated ergostane-type sterol, 3β,5α,6β,8β,14α-pentahydroxy-(22E,24R)-ergost-22-en-7-one (1), has been isolated from the liquid culture of the basidiomycete Ganoderma applanatum together with four known sterols, 3β,5α,9α-trihydroxy-(22E,24R)-ergosta-7,22-dien-6-one (2), ergosterol peroxide (3), 6-dehydrocerevisterol (4) and cerevisterol (5). Two of these sterols (2, 4) are reported to have been isolated from this species for the first time. The structures of these compounds were determined by chemical and spectroscopic analyses, including 1D- and 2D-NMR, as well as by comparison of their spectroscopic data with those reported in the literature.

Topics: Ergosterol; Ganoderma; Magnetic Resonance Spectroscopy; Molecular Structure; Phytosterols; Steroids

To study the secondary metabolites of Coriolopsis sp. G066.. The compounds were isolated by various chromatographic methods (silica gel, reverse silica gel, Sephadex LH-20, preparative TLC and so on). Their structures were determined by extensive analysis of their spectroscopic data as well as by comparison with literature reports.. Six compounds were isolated and identified as diaporthein A(1), tyrosol(2), eburicoic acid(3), ergosterol(4), ergosterol peroxide(5) and cerevisterol (6).. All the compounds are isolated from the genus for the first time.

Topics: Diterpenes; Ergosterol; Fermentation; Lanosterol; Magnetic Resonance Spectroscopy; Molecular Structure; Phenylethyl Alcohol; Phytosterols; Polyporaceae

The inhibitory activities of the extracts of Cantharellus cibarius and isolated compounds were investigated in an enzyme-based ELISA NF-kappaB assay. Of the tested compounds, ergosterol, ergosterol peroxide and cerevisterol were noted to have the most potent inhibition of NF-kappaB activation. The ability of the active metabolites to inhibit the NF-kappaB translocation from the cytoplasm to the nucleus was assessed using a cell-based NF-kappaB assay. The isolated compounds were elucidated through the analysis of various spectroscopic methods.

Topics: Basidiomycota; Ergosterol; Fluorescent Antibody Technique, Indirect; HeLa Cells; Humans; NF-kappa B; Phytosterols; Plant Extracts

To study the chemical constituents of a marine-derived fungus possessing anti-tumor activity.. The compounds were isolated by various chromatographic methods and their structures were elucidated through spectroscopic analysis and chemical and physical properties.. Nine compounds were isolated and identified as: (S)-(-)-N-benzoylphenylalaninol, asperphnamate, cerevisterol, (22E, 24R)-6beta-methnoxyergosta-7,22-diene-3beta, 5alpha-diol, (22E, 24R)-5alpha, 6alpha-epoxy-ergosta-8, 22-diene-3beta, 7alpha-diol, (22E, 24R) -3beta, 5alpha, 9alpha-trihydroxyergosta-7, 22-diene-6-one, (22E, 24R) -3beta-hydroxy-ergosta-5, 8, 22-trien-7-one, ergosterol, ergosterol peroxide.. (22E, 24R)-3beta-hydroxy-ergosta-5, 8, 22-trien-7-one is isolated from microorganisms for the first time.

Topics: Alkaloids; Amides; Antineoplastic Agents; Ergosterol; Fungi; Magnetic Resonance Spectroscopy; Marine Biology; Molecular Structure; Mycelium; Phytosterols

A new stigmasterol, (24S)-stigmast-5-en-7beta-ethoxy-3beta-ol (2) together with three known sterols have been isolated from the ethanolic extract of the pericarp of Sphaerophysa salsula (Pall.) DC, and their structures elucidated mainly on the basis of the spectral data and comparison with the literature.

Topics: China; Chromatography, Gel; Ergosterol; Fabaceae; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Phytosterols; Plant Extracts; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Infrared; Stigmasterol