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Seven new cardenolides, staudtianoside A−F ( 1−6 ) and staudtianogenin A ( 8 ), were isolated along with six known compounds from the stem bark of the Cameroonian medicinal plant Salacia staudtiana Loes. ex Fritsch. The structures were elucidated by means of ESI-HRMS and NMR spectroscopic methods and by comparison with literature data. The relative configurations of the new compounds were determined by X-ray diffraction analysis, NOESY correlation and coupling constants. We evaluated the antibacterial efficacy of the isolated compounds against two commonly dispersed environmental strains of Escherichia coli and Bacillus subtilis , as well as against two human pathogenic clinical strains of Staphylococcus aureus and Pseudomonas aeruginosa . Compounds 1 , 2 and 8 exhibited marked antibacterial potencies against the clinically relevant P. aeruginosa that were comparable to the standard antibiotics. Compound 2 was also active against S. aureus and E. coli . Further, compounds 5 and 8 demonstrated efficacy against E. coli as well as B. subtilis . The structure-activity relationship of the tested compounds is discussed. [ABSTRACT FROM AUTHOR]

Chemical investigation of the roots of Entandrophragma congoënse (Meliaceae) led to the isolation of two new 3,4- seco -tirucallane triterpenes, namely seco -tiaminic acids B and C ( 1 and 2 ) together with nine known compounds: 3,4-secotirucalla-21-formyl-23-oxo-4(28),7,24-trien-3-oic acid ( 3 ), methyl angolensate ( 4 ), molucensin N ( 5 ), molucensin O ( 6 ), piscidinol A ( 7 ), 7 α ,20( S )-dihydroxy-4,24(28)-ergostadien-3-one ( 8 ), 24-methylene-cholest-5-en-3 β ,7 α -diol ( 9 ), entilin A ( 10 ), and entilin B ( 11 ). Their structures were determined using extensive spectroscopic methods including 1D and 2D NMR, HRMS, and CD analyses; new results were compared to existing data in the literature. The two newly identified seco -tiaminic acids showed moderate antiplasmodial and cytotoxic activities against a chloroquine-sensitive strain of the malaria parasite ( Plasmodium falciparum NF54) and were cytotoxic toward an L6 rat skeletal myoblast cell line, respectively. [ABSTRACT FROM AUTHOR]

Phytochemical investigation of the stem bark extract of Anopyxis klaineana was carried out by various chromatographic techniques resulting in the isolation and characterization of three new tirucallane triterpenoids, namely 3,23-dioxotirucalla-7,24-dien-21-oic acid ( 1 ), 3,4-secotirucalla-23-oxo-4(28)7,24-trien-3,21-dioic acid ( 2 ) and 3,4-secotirucalla-4-hydroxy-23-oxo-7,24-diene-3,21-dioic acid-21-methyl ester ( 3 ), along with nine known compounds ( 4–12 ). The structural elucidation of the compounds was performed by means of high-resolution mass spectrometry (HRMS n ), nuclear magnetic resonance (NMR), and by comparison to literature data. Although none of the isolated compounds showed antibacterial efficacy against selected environmental and clinically important pathogenic Gram-positive and -negative bacteria, they demonstrated moderate DPPH free radical scavenging properties. Furthermore, compounds 1 and 7 exhibited remarkable anti-inflammatory potential in a prostaglandin E 2 (PGE 2 ) competitive enzyme immunoassay with IC 50 values of 3.63 μM and 10.23 μM, respectively. [ABSTRACT FROM AUTHOR]

The chemical study of Erythrina livingstoniana has led to the isolation of three new flavanones namely 5,7,3′-trihydroxy-4′-methoxy-5′-formylflavanone (erylivingstone A) ( 1 ), 5,7,3′-trihydroxy-5′-(2-hydroxy-3-methylbut-3-enyl)-4′-methoxyflavanone (erylivingstone B) ( 2 ) and 5,7,3′-trihydroxy-5′-(3-hydroxy-3-methyl- trans -but-1-enyl)-4′-methoxyflavanone (erylivingstone C) ( 3 ) together with three known compounds ( 4 – 6 ). Their structures were elucidated on the basis of NMR data, HRMS n fragmentation pathway and by comparison with literature data. We evaluated the antibacterial efficacies and free-radical scavenging potential of the isolated compounds ( 1 – 6 ). The typical environmental strains of Gram-positive Bacillus subtilis , Gram-negative Escherichia coli , as well as against the clinically important Staphylococcus aureus , Streptococcus pyogenes and E. coli (risk-group 2) were used for the antibacterial assay. Compounds 5 and 6 exhibited the most pronounced efficacy against tested environmental bacteria as well as against the pathogenic strain of E. coli . Compound 3 was also quite active against these three bacterial strains. The isolated compounds showed weak radical scavenging properties with compound 6 being the most active, followed by compounds 2 , 3 and 5 . [ABSTRACT FROM AUTHOR]

Two new tirucallane-type triterpenoids were isolated from the bark of Entandrophragma congoënse (Meliaceae) along with five known compounds gladoral A, bipendensin, 4-hydroxymethyl-3,5-dimethyldihydrofuran-2(3 H )-one, scopoletin and 5,7-dimethoxy-6-hydroxycoumarin. Their structures were elucidated by means of spectroscopic analyses including 1D and 2D-NMR spectroscopy, high resolution mass spectrometric data as well as the comparison of data with those reported in the literature. The tested compounds ( 1 – 4 ) displayed moderated antiplasmodial activity against erythrocytic stages of chloroquine-resistant Plasmodium falciparum strain NF54 and low cytotoxicity on L6 cell lines. All the isolated compounds are reported for the first time from the genus Entandrophragma. [ABSTRACT FROM AUTHOR]

Bioassay guided fractionation of Hypericum riparium leaves extract has resulted in the isolation and characterization of three new compounds namely chipericumin E ( 1 ), hyperenone C ( 3 ), and hyperixanthone ( 5 ), together with twenty known compounds. Their structures were elucidated based on comprehensive interpretation of spectroscopic and spectrometric data. Compounds 1 – 4 , and 6 – 8 displayed moderate antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) and cytotoxic effects on the human gastric cell line BGC-823 with IC 50 values ranging from 6.54 to 18.50 μM. [ABSTRACT FROM AUTHOR]

Three new polyketides named penialidins A–C ( 1 – 3 ), along with one known compound, citromycetin ( 4 ), were isolated from an endophytic fungus, Penicillium sp., harbored in the leaves of the Cameroonian medicinal plant Garcinia nobilis . Their structures were elucidated by means of spectroscopic and spectrometric methods (NMR and HRMS n ). The antibacterial efficacies of the new compounds ( 1 – 3 ) were tested against the clinically-important risk group 2 (RG2) bacterial strains of Staphylococcus aureus and Escherichia coli . The ecologically imposing strains of E. coli (RG1), Bacillus subtilis and Acinetobacter sp. BD4 were also included in the assay. Compound 3 exhibited pronounced activity against the clinically-relevant S. aureus as well as against B. subtilis comparable to that of the reference standard (streptomycin). Compound 2 was also highly-active against S. aureus . By comparing the structures of the three new compounds ( 1 – 3 ), it was revealed that altering the substitutions at C-10 and C-2 can significantly increase the antibacterial activity of 1 . [ABSTRACT FROM AUTHOR]

Abstract: Two unusual dibenzofurans, preussiafurans A–B (1–2), together with six known compounds have been isolated from the fungus Preussia sp. occurring in Enantia chlorantha Oliv. The structures were established on the basis of 1D and 2D NMR spectroscopy and MS analysis. Compounds 1–4 showed antiplasmodial activity against erythrocytic stages of chloroquine-resistant Plasmodium falciparum (NF54) and moderate cytotoxicity on L6 cell lines with IC50 values of 8.67 and 14.8μM, respectively. [Copyright &y& Elsevier]

Abstract: Investigation of the crude extract obtained from the aerial parts of Canthium multiflorum led to the isolation of a new iridoid (1) together with twelve known compounds. The structures of these compounds were elucidated by interpretation of 1D and 2D NMR spectroscopic data, accurate mass measurements and comparison with analytical data of previously known analogues. Most of the isolated compounds have been reported for the first time from C. multiflorium. The antimicrobial activities of the isolated compounds were evaluated on five different bacterial strains using agar diffusion technique. The Gram-positive bacterium Staphylococcus aureus subsp. aureus (DSM 799), and the Gram-negative bacteria Actinobacter calco-aceticus (DSM 30006), Serratia plymuthica (DSM 4540), Pseudomonas stutzeri (DSM 4166) and Escherichia coli (DSM 1116) were employed for this purpose. The new iridoid, named 6-oxo-genipin (1), demonstrated significant inhibitory activity against all microbial strains tested, especially the pathogen Staphylococcus aureus. In addition, the compounds 3, 4 and 9 exhibited antiplasmodial activity against Plasmodium falciparum strain K1 and weak cytotoxicity against L6 cell lines. [Copyright &y& Elsevier]

Phytochemical investigation of Tephrosia vogelii seedpods led to the isolation of twelve compounds: vogelisoflavone A (1), vogelisoflavone B (2), isopongaflavone (3), onogenin, luteolin, 4′,7-dihydroxy-3′-methoxyflavanone, trans - p -hydroxycinnamic acid, tephrosin, 2-methoxygliricidol, dehydrorotenone, 6a,12a-dehydro-α-toxicarol and pinoresinol. Compounds 1 and 2 are reported as new natural products. Isopongaflavone (3) was structurally modified using hydrazine to pyrazoisopongaflavone (4). These compounds were characterized based on their NMR and HRESIMS data. Further, four compounds (1–4) were evaluated for their anti-inflammatory effects in lipopolysaccharide (LPS)-stimulated peripheral blood mononuclear cells (PBMCs). Treatment of the LPS-stimulated PBMCs with the compounds at a concentration of 100 μM suppressed the secretion of interleukin IL-1β interferon-gamma (IFN-γ), granulocyte macrophage-colony stimulating factor (GM-CSF) and tumour necrosis factor-alpha (TNF-α). Unlabelled Image • Twelve compounds were isolated from Tephrosia vogelii seedpods. • Two new isoflavones vogelisoflavone A (1) and vogelisoflavone B (2) are reported as new compounds. • Isopongaflavone was modified using hydrazine to pyrazoisopongaflavone. • The compounds exhibited anti-inflammatory effects. [ABSTRACT FROM AUTHOR]