benzofurans and halleridone

Nuclear factor E2-related factor 2 (Nrf2) is the master regulator of antioxidant enzymes and is known to act on the nuclear factor kappa-light-chain-enhancer of activated B cell (NF-κB) signaling pathway. Few studies have examined the bioactivity of halleridone. Herein, we investigated whether halleridone, which was isolated from the stems of the plant Cornus walteri, could regulate Nrf2-mediated heme oxygenase (HO)-1 expression and prevent intramicroglial inflammation induced by amyloid beta (Aβ)

Topics: Animals; Anti-Inflammatory Agents; Benzofurans; Cell Line; Cyclohexanones; Heme Oxygenase-1; Interleukin-1beta; Interleukin-6; Mice; Microglia; NF-E2-Related Factor 2; NF-kappa B; Plant Extracts; Teucrium

Chemical investigation of the tubers of Sinningia allagophylla led to the isolation of two new chromenes, (2S)-12-hydroxylapachenole (1) and (3R)-3,4-dihydro-3-hydroxy-4-oxo-8-methoxylapachenole (2), and three new dimeric chromenes, allagophylldimers A-C (3-5). Thirteen known compounds, 6-methoxy-7,8-benzocoumarin (6), lapachenole, 8-methoxylapachenole, tectoquinone, 7-hydroxytectoquinone, dunniol, α-dunnione, dunnione, 8-hydroxydunnione, aggregatin E, cedrol, oleanolic acid, and halleridone, were also identified. 6-Methoxy-7,8-benzocoumarin (6) has been isolated for the first time from a natural source.

Topics: Benzofurans; Benzopyrans; Brazil; Cyclohexanones; Molecular Structure; Naphthalenes; Naphthoquinones; Plant Tubers; Plants, Medicinal; Polycyclic Sesquiterpenes; Terpenes

A new naphthoquinone, 6-methoxy-7-hydroxy-a-dunnione (1), along with four known compounds (2, 4, 10, and 11) were isolated from Sinningia canescens (Mart.) Wiehler tubers, while S. warmingii (Hiern.) Chautems furnished eight known compounds (3-10). The known compounds were identified as 7-hydroxy- α-dunnione (2), lapachenole (3), tectoquinone (4), 7-methoxytectoquinone (5), 1-hydroxytectoquinone (6), 7-hydroxytectoquinone (7), aggregatin C (8), aggregatin D (9), halleridone (10), and cedrol (11). In addition, S. canescens yielded a volatile fraction, which was analyzed by GC/FID and GC/MS. This fraction was constituted mainly by sesquiterpene hydrocarbons (82.6%). The major components were β-santalene (14.6%), β-cedrene (10.4%), and trans-cadina-1(6)-4-diene (10.0%).

Topics: Benzofurans; Benzopyrans; Cyclohexanones; Gas Chromatography-Mass Spectrometry; Magnoliopsida; Naphthoquinones; Polycyclic Sesquiterpenes; Terpenes

The phytochemical study of Mimulus glabratus A.Gray allowed the isolation of two cyclohexenones: the new compound 6-chlorohalleridone 1 and halleridone 2. Halleridone was also identified in Mimulus luteus L., together with dihydroalleridone 3, the naphtoquinone alpha-dunnione 4, ursolic acid and beta-sitosterol.

Topics: Benzofurans; Chromatography, Thin Layer; Cyclohexanones; Ethanol; Magnetic Resonance Spectroscopy; Mimulus; Optical Rotation; Plant Extracts; Solvents; Spectrometry, Mass, Electrospray Ionization