Chemical Constituents from the Roots of <i>Furcraea bedinghausii</i> Koch

Phytochemical investigation of the roots of Furcraea bedinghausii Koch. Led to the isolation of a mixture of two new homoisoflavones, 5,7-dihydroxy-3-(3,4-methylenedioxybenzyl)-chromone (4a) and 5,7-dihydroxy-3-(4-methoxybenzyl)-chromone (4b), together with the known β-sitosterol (1), 7,4'-dihydroxyhomoisoflavane (2), dihydrobonducellin (3), kaempferol (5), 5,7-dihydroxy-3-(4-hydroxybenzyl)-chromone (6), 1-linoleylglycerol (7), 6'-linoleyl-3-O-β-D-glucopyranosyl-β-sitosterol (8), trans-3,3',5,5'-tetrahydroxy-4'-methoxystilbene (9), yuccaol C (10), yuccaol D (11), 3-O-b-D-glucopyranosyl-b-sitosterol (12), 4-[6-O-(4-hydroxy-3,5-dimethoxybenzoyl)-β-D-glucopyranosyloxy]-3-methoxybenzoic acid (13) and two pairs of steroidal saponins: (25R)-2α-3β–dihydroxy-5α-spirostan-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (14a) and (25R)-2α-3β–dihydroxy-5α-spirost-9-en-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (14b), (25R)-3β–hydroxy-5α-spirostan-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (15a) and (25R)-3β–hydroxy-5α-spirost-9-en-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (15b). Their structures were elucidated by interpretation of spectral data and by comparison with literature

Chemical Constituents from the Roots of Furcraea bedinghausii Koch

Phytochemical investigation of the roots of Furcraea bedinghausii Koch. Led to the isolation of a mixture of two new homoisoflavones, 5,7-dihydroxy-3-(3,4-methylenedioxybenzyl)-chromone (4a) and 5,7-dihydroxy-3-(4-methoxybenzyl)-chromone (4b), together with the known β-sitosterol (1), 7,4'-dihydroxyhomoisoflavane (2), dihydrobonducellin (3), kaempferol (5), 5,7-dihydroxy-3-(4-hydroxybenzyl)-chromone (6), 1-linoleylglycerol (7), 6’-linoleyl-3-O-β-D-glucopyranosyl-β-sitosterol (8), trans-3,3’,5,5’-tetrahydroxy-4’-methoxystilbene (9), yuccaol C (10), yuccaol D (11), 3-O--D-glucopyranosyl--sitosterol (12), 4-[6-O-(4-hydroxy-3,5-dimethoxybenzoyl)-β-D-glucopyranosyloxy]-3-methoxybenzoic acid (13) and two pairs of steroidal saponins: (25R)-2α-3β–dihydroxy-5α-spirostan-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (14a) and (25R)-2α-3β–dihydroxy-5α-spirost-9-en-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (14b), (25R)-3β–hydroxy-5α-spirostan-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (15a) and (25R)-3β–hydroxy-5α-spirost-9-en-12-one 3-O-β-D-glucopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (15b). Their structures were elucidated by interpretation of spectral data and by comparison with literature

Analogs of the carotane antibiotic fulvoferruginin from submerged cultures of a Thai sp.

A recent find of a Marasmius species in Northern Thailand led to the isolation of five unprecedented derivatives of the carotane antibiotic fulvoferruginin (1), fulvoferruginins B-F (2-6). The structures of these sesquiterpenoids were elucidated using HRESIMS, 1D and 2D NMR, as well as CD spectroscopy. Assessing the bioactivity, fulvoferruginin emerged as a potent cytotoxic agent of potential pharmaceutical interest

Furanones and Anthranilic Acid Derivatives from the Endophytic Fungus Dendrothyrium variisporum.

Extracts from an endophytic fungus isolated from the roots of the Algerian plant Globularia alypum showed prominent antimicrobial activity in a screening for novel antibiotics. The producer organism was identified as Dendrothyrium variisporum by means of morphological studies and molecular phylogenetic methods. Studies on the secondary metabolite production of this strain in various culture media revealed that the major components from shake flasks were massarilactones D (1) and H (2) as well as two new furanone derivatives for which we propose the trivial names (5S)-cis-gregatin B (3) and graminin D (4). Scale-up of the fermentation in a 10 L bioreactor yielded massarilactone D and several further metabolites. Among those were three new anthranilic acid derivatives (5-7), two known anthranilic acid analogues (8 and 9) and three cyclopeptides (10-12). Their structures were elucidated on the basis of extensive spectroscopic analysis (1D- and 2D-NMR), high-resolution mass spectrometry (HRESIMS), and the application of the modified Mosher's method. The isolated metabolites were tested for antimicrobial and cytotoxic activities against various bacteria, fungi, and two mammalian cell lines. The new Metabolite 5 and Compound 9 exhibited antimicrobial activity while Compound 9 showed cytotoxicity activity against KB3.1 cells

Diketopiperazines from Batnamyces globulariicola, gen. &amp; sp. nov. (Chaetomiaceae), a fungus associated with roots of the medicinal plant Globularia alypum in Algeria

Eight diketopiperazines including five previously unreported derivatives were isolated from an endophytic fungus cultured from the medicinal plant Globularia alypum collected in Algeria. The strain was characterised by means of morphological studies and molecular phylogenetic methods and was found to represent a species of a new genus in the Chaetomiaceae, for which we propose the name Batnamyces globulariicola. The taxonomic position of the new genus, which appears phylogenetically related to Stolonocarpus and Madurella, was evaluated by a multi-locus genealogy and by morphological studies in comparison to DNA sequence data reported in the recent monographs of the family. The culture remained sterile on several culture media despite repeated attempts to induce sporulation, and only some chlamydospores were formed. After fermentation in submerged culture and extraction of the cultures with organic solvents, the major secondary metabolites of B. globulariicola were isolated and their chemical structures were elucidated by extensive spectral analysis including nuclear magnetic resonance (NMR) spectroscopy, high-resolution electrospray ionisation mass spectrometry (HRESIMS), and electronic circular dichroism (ECD) measurements. The isolated compounds were tested for their biological activities against various bacteria, fungi, and two mammalian cell lines, but only three of them exhibited weak cytotoxicity against KB3.1 cells, but no antimicrobial effects were observed.Ministère de l'Enseignement Supérieur et de la Recherche Scientifiqu

Bafouoside C, a new triterpenoid saponin from the roots of Cussonia bancoensis Aubrev. & Pellegr.

A new triterpenoid saponin named bafouoside C 3-O-b-D-glucopyranosyl-(1 ! 4)-[b-D-galactopyrano-syl-(1 ! 2)]-b-D-glucuronopyranosyloleanolic acid 28-O-b-D-glucopyranosyl ester; (1), together with five known compounds 3-O-b-D-galactopyranosyl-(1 ! 2)-b-D-glucuronopyranosyloleanolic acid (2), 23-hydroxyursolic acid (3), 28-O-a-L-rhamnopyranosyl-(1 ! 4)-O-b-D-glucopyranosyl-(1 ! 6)-O-b-Dglucopyranosyl-23-hydroxyursolic acid (4), 3-O-b-D-glucopyranosyl-23-hydroxyursolic acid (5), and 3- O-a-L-arabinopyranosyl-23-hydroxyursolic acid (6), were isolated from the roots of Cussonia bancoensis Aubrev. & Pellegr. Their structures were established on the basis of 1D- and 2D NMR data, mass spectrometry and chemical methods. The NMR data of the known compounds, as far as we know, are herein reported for the first time in CD3OD. Compound 3 exhibited a weak cytotoxic activity against MDA-MB 231 human breast adenocarcinoma, A375 human malignant melanoma, and HCT116 human colon carcinoma cell line

Steroidal saponins from the leaves of Cordyline fruticosa (L.) A. Chev. and their cytotoxic and antimicrobial activity

Three new steroidal saponins, spirosta-5,25(27)-diene-1β,3β-diol-1-O-α-l-rhamnopyranosyl-(1→2)-β-d-fucopyranoside (fruticoside H) 1, 5α-spirost-25(27)-ene-1β,3β-diol-1-O-α-l-rhamnopyranosyl-(1→2)-(4-O-sulfo)-β-d-fucopyranoside (fruticoside I) 2, and (22S)-cholest-5-ene-1β,3β,16β,22-tetrol 1-O-β-galactopyranosyl-16-O-α-l-rhamnopyranoside (fruticoside J) 3, together with the known quercetin 3-O-β-d-glucopyranoside, quercetin 3-O-[6-trans-p-coumaroyl]-β-d-glucopyranoside, quercetin 3-rutinoside, apigenin 8-C-β-d-glucopyranoside and farrerol, were isolated from the leaves of Cordyline fruticosa. Their structures were elucidated by spectroscopic techniques (1H NMR, 13C NMR, HSQC, 1H–1H COSY, HMBC, TOCSY, NOESY), mass spectrometry (HRESIMS, Tandem MS–MS), chemical methods and by comparison with published data. Compounds 1 and 2 showed moderate cytotoxic activity against MDA-MB 231 human breast adenocarcinoma cell line, HCT 116 human colon carcinoma cell line, and A375 human malignant melanoma cell line, while compound 3 was not active. Compound 2 also showed a moderate antibacterial activity against the Gram-positive Enterococcus faecalis

Phytoconstituents and preliminary antiradical property evaluation of Baillonella toxisperma (Sapotaceae)

From the EtOAc fraction of the methanol extract of the stem barks of Baillonella toxisperma (Sapotaceae), eight compounds were isolated using column chromatography techniques. Their structures were established on the basis of 1D and 2D-NMR data and comparison with data published in the literature. The MeOH extract, n-BuOH and EtOAc fractions together with some pure compounds (4, 5, 7, 8) were screened for their radical scavenging activity using the2,2-diphenyl-1- picryl-hydrazyl-hydrate (DPPH) free radical in order to get preliminary information about the antiradical capacities of this plant.Keywords: Baillonella toxisperma;Sapotaceae; DPPH; Antiradical activit