ABSTRACT
Three new lignans, longipedunins A (1), B (2) and C (3), together with three known compounds, benzoyl-binankadsurin A (4), acetyl-binankadsurin A (5) and schisanlactone A (6), were isolated from Kadsura longipedunculata. Their structures and stereochemistry were determined by spectral and single-crystal X-ray analyses. Compounds 1 and 6 showed appreciable inhibitory activity against HIV-1 protease with IC50 values of 50 and 20 microM, respectively.
Subject(s)
HIV Protease Inhibitors/chemistry , HIV Protease Inhibitors/pharmacology , HIV-1/enzymology , Kadsura/chemistry , Lignans/chemistry , Lignans/pharmacology , Chromatography, Thin Layer , HIV Protease Inhibitors/isolation & purification , Humans , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Conformation , Spectrophotometry, Ultraviolet , X-Ray DiffractionABSTRACT
Two new lignans, interiotherins C (1) and D (2), together with the known compounds interiorin (3), heteroclitin F (4), neokadsuranin (5), heteroclitin D (6), kadsurin (7), gomisin A (8), schisandrin C (9), interiotherin A (10), angeloylgomisin R (11), gomisin G (12), interiotherin B (13), and gomisin C (14), were isolated from the stems of Kadsura interior. The structures and stereochemistries of the new compounds were determined from mass, CD, and NMR spectral data. Fourteen neolignans were screened as potential antitumor promoters by examining their ability to inhibit Epstein-Barr virus early antigen (EBV-EA) activation (induced by 12-O-tetradecanoylphorbol-13-acetate) in Raji cells. Neokadsuranin (5) and schisandrin C (9) were the most potent compounds. These data suggest that some neolignans might be valuable antitumor promoters or chemopreventors.
Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Antiviral Agents/isolation & purification , Cyclooctanes , Kadsura/chemistry , Lignans/isolation & purification , Plants, Medicinal/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Antiviral Agents/chemistry , Antiviral Agents/pharmacology , China , Circular Dichroism , Dioxoles/pharmacology , Herpesvirus 4, Human/drug effects , Lignans/chemistry , Lignans/pharmacology , Lymphocytes/drug effects , Lymphocytes/virology , Molecular Conformation , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Bark/chemistry , Plant Stems/chemistry , Tumor Cells, Cultured/drug effects , Virus Replication/drug effectsABSTRACT
Asparosides A (1) and B (2), two new saponins, were isolated from the roots of Asparagus meioclados. On the basis of chemical and spectroscopic evidence, their structures were elucidated as 23-O-alpha-arabinopyranosyl-(5beta,25s)-spirostan-3beta,23alpha-diol-3-O-[beta-D-xylopyranosyl(1-->4)]-beta-D-glucopyranoside and 26-O-beta-glucopyranosyl-5beta-furost-20(22)-ene-3beta,26-diol-3-O-[beta-D-xylopyranosyl(1-->4)]-beta-D-glucopyranoside, respectively.
