ABSTRACT
The aim of this study was to identify bioactive secondary metabolites from Ochna rhizomatosa with potential inhibitory effects against HIV and Plasmodium falciparum. A phytochemical study of O. rhizomatosa root barks resulted in the identification of three new biflavonoids (1-3), along with four known ones (4-7). Compound 7 (Gerontoisoflavone A) was a single flavonoid present in the rootbark of the plant and was used as a reference. Compound 1 (IC50 = 0.047 µM) was the only one with a noteworthy inhibitory effect against HIV-1 integrase in vitro. Chicoric acid (IC50 = 0.006 µM), a pure competitive inhibitor of HIV-1 integrase, was used as control. Compound 2 exhibited the highest antiplasmodial activity (IC50 = 4.60 µM) against the chloroquine-sensitive strain of Plasmodium falciparum NF54. Computational molecular docking revealed that compounds 1 and 2 had the highest binding score (-121.8 and -131.88 Kcal/mol, respectively) in comparison to chicoric acid and Dolutegravir (-116 and -100 Kcal/mol, respectively), towards integrase receptor (PDB:3LPT). As far as Plasmodium-6 cysteine s48/45 domain inhibition is concerned, compounds 1 and 2 showed the highest binding scores in comparison to chloroquine, urging the analysis of these compounds in vivo for disease treatment. These results confirm the potential inhibitory effect of compounds 1 and 2 for HIV and malaria treatment. Therefore, our future investigation to find inhibitors of these receptors in vivo could be an effective strategy for developing new drugs.
ABSTRACT
The present study deals with the isolation and the characterization of the chemical constituents from the leaves of Anthonotha macrophylla (Leguminosae). Using various chromatographic techniques (TLC, CC, HPLC), the methanolic extract of the leaves of Anthonotha macrophylla yielded one new alkaloid (1) as well as six known compounds amongst which an alkane (2), isolated for the first time from a natural product, an ester of fatty acid (3), two isocoumarines (4-5), a sterol (6) and a disaccharide (7). Their structures were elucidated using spectroscopic technics including extensive 1-D and 2-D NMR, HR-SM experiments.
Subject(s)
Alkaloids , Fabaceae , Plant Extracts , Plant LeavesABSTRACT
One new acacic acid-type saponin, named lebbeckoside C (1), was isolated from the stem barks of Albizia lebbeck. Its structure was established on the basis of extensive analysis of 1D and 2D NMR (1H, 13C NMR, DEPT, COSY, TOCSY, ROESY, HSQC and HMBC) experiments, HRESIMS studies, and by chemical evidence as 3-O-[ß-d-xylopyranosyl-(lâ2)-ß-d-fucopyranosyl-(1â6)-[ß-d-glucopyranosyl(1â2)]-ß-d-glucopyranosyl]-21-O-{(2E,6S)-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(ß-d-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(ß-d-quinovopyranosyl)octa-2,7-dienoyl]-ß-d-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28 O-[ß-d-quinovopyranosyl-(lâ3)-[α-l-arabinofuranosyl-(lâ4)]-α-l-rhamnopyranosyl-(lâ2)-ß-d-glucopyranosyl] ester. The isolated saponin (1) displayed significant cytotoxic activity against the human glioblastoma cell line U-87 MG and TG1 stem-like glioma cells isolated from a patient tumor with IC50 values of 1.69 and 1.44 µM, respectively.
Subject(s)
Albizzia/chemistry , Glioblastoma , Saponins/pharmacology , Triterpenes/pharmacology , Cell Line, Tumor , Cell Proliferation/drug effects , Humans , Magnetic Resonance Spectroscopy , Plant Bark/chemistry , Plant Stems/chemistry , Saponins/chemistry , Saponins/isolation & purification , Triterpenes/chemistry , Triterpenes/isolation & purificationABSTRACT
Two new compounds a flavanolignan (1), and an alkane (2) along with four known compounds including two fatty acid esters (3-4) and two isocoumarins (5-6) were isolated from the methanolic extract of the stem bark of Newtonia griffoniana. Their structures were elucidated using spectroscopic methods including extensive 1-D and 2-D NMR experiments.
Subject(s)
Alkanes/isolation & purification , Fabaceae/chemistry , Flavonolignans/isolation & purification , Alkanes/analysis , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Flavonolignans/chemistry , Isocoumarins/chemistry , Isocoumarins/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Bark/chemistry , Plant Extracts/chemistryABSTRACT
The leaves of Ouratea nigroviolacea (Ochnaceae) afforded two biflavonoids, ouratine A and B together with agathisflavone and stigmasterol. The biflavonoids were characterized as 4'-O-methylated apigeninyl-(I-6, II-8)-4'-O-methylatedapigenin and 4'-O-methylated apigeninyl-(I-6, II-8) apigenin by spectral and chemical transformation studies.
