RESUMO
Two new cycloartanes, combretic acid C (1) and combretanone I (3), were isolated from the leaves of Combretum quadrangulare Kurz, together with the previously-reported combretic acids A-B (2 and 5) and combretanone A (4). An extensive set of spectroscopic methods were used to elucidate the structures of these compounds. Cytotoxicity against the K562 cancer cell line was evaluated. Compound 1 showed strong activity, with an IC50 value of 9.7 µM. The other compounds showed moderate activity. Alpha-glucosidase inhibition was also evaluated. The isolated compounds showed moderate inhibition, with IC50 values in the range 102.2-194.7 µM.
Assuntos
Combretum , Triterpenos , Combretum/química , Vietnã , Triterpenos/química , Folhas de Planta/químicaRESUMO
Leaves of Combretum quadrangulare Kurz showed potent α-glucosidase inhibition. Two new cycloartane-type triterpenes, combretic acids D and E were isolated from the bioactive fraction. The chemical structures were determined using NMR and MS methods. Combretic acid D represents for the first cycloartane having a dihydrofuran ring in the side chain. Combretic acids D and E showed significant α-glucosidase inhibition, with IC50 values of 13.9 and 30.7â µM, respectively. Combretic acid D was determined to be a non-competitive type in the kinetic study. The docking study in combination with dynamic simulations of this compound provided the molecular understanding of α-glucosidase inhibition.
Assuntos
Combretum , Triterpenos , Humanos , Combretum/química , alfa-Glucosidases , Estrutura Molecular , Triterpenos/química , Povo Asiático , Simulação de Acoplamento Molecular , Inibidores de Glicosídeo Hidrolases/farmacologiaRESUMO
Phytochemical investigation on the leaves of Combretum quadrangulare growing in Vietnam afforded a new trinorcycloartane triterpenoid, norquandrangularic acid D (1), along with three known compounds, betulinic acid (2), luteolin (3), and apigenin (4). Their structures were elucidated using spectroscopic methods and comparison was made with reports in the literature. Compounds 1 and 3 were evaluated for α-glucosidase inhibition. Compound 3 showed significant activity, with an IC50 value of 11.39 µM, (acarbose, used as a positive control, had an IC50 of 367 µM).
Assuntos
Combretum , Triterpenos , Combretum/química , Estrutura Molecular , Extratos Vegetais/química , Folhas de Planta/química , Triterpenos/química , alfa-GlucosidasesRESUMO
From remaining aqueous fraction of the roots of Streptocaulon juventas, one new cardiac glycoside named periplogenin 3-O-ß-gentiobioside (1) together with six known ones (2-7) were isolated. Their relative structures were elucidated based on NMR spectroscopic analysis. Compound 1 showed moderate cytotoxicity against non-small cell lung carcinoma NCI-H460 and ovarian cancer HeLa cells. Moreover, compounds 2 and 3 exhibited remarkable cytotoxicity against NCI-H460 cell with the IC50 values of 0.34 and 0.068 µM, respectively.
Assuntos
Apocynaceae/química , Cardenolídeos/isolamento & purificação , Raízes de Plantas/química , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Carcinoma Pulmonar de Células não Pequenas/patologia , Cardenolídeos/química , Cardenolídeos/farmacologia , Morte Celular/efeitos dos fármacos , Células HeLa , Humanos , Neoplasias Pulmonares/patologia , Células MCF-7 , Espectroscopia de Prótons por Ressonância MagnéticaRESUMO
Six new sulfonic acid-containing flavonoids, acidoflavanone (1), acidoauronol (2), 5- O-methylacidoauronol (3), acidoaurone (4), acidoisoflavone (5), and acidoflavonol (6), were isolated from the EtOH extract of the roots of Phyllanthus acidus. Their structures were unambiguously established by interpretation of their HRESIMS and 1D and 2D NMR data, single-crystal X-ray diffraction analysis, and comparison to the literature data. These new structures represent the first examples of sulfonic acid-containing flavanones, auronols, aurones, and isoflavones.
