ABSTRACT
From the aerial parts of Scoparia dulcis L. (Scrophulariaceae) grown in Vietnam, four scopadulane-type diterpenoids (4-7), of which 7 is new and was given the trivial name scopadulcic acid C, together with nine known compounds were isolated. Their structures were elucidated by spectroscopic analyses. The absolute configurations of 4-7 were ascertained by applying the modified Mosher's method to iso-dulcinol (6). The isolation of the lignans nirtetralin and niranthin for the first time from S. dulcis is also of chemotaxonomic interest. The cytotoxic activity in KB cells, inhibitory effect on LPS/IFNgamma-induced NO production, inhibition of multidrug resistance (MDR), and antibacterial and antifungal activities of the scopadulane-type diterpenoids 4-7 were examined in this study.
Subject(s)
Diterpenes/pharmacology , Drug Resistance, Multiple/drug effects , Scoparia/chemistry , Scrophulariaceae/chemistry , Staphylococcus aureus/drug effects , Anisoles/chemistry , Anisoles/isolation & purification , Anisoles/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Dioxoles/chemistry , Dioxoles/isolation & purification , Dioxoles/pharmacology , Diterpenes/chemistry , Diterpenes/isolation & purification , Humans , Inhibitory Concentration 50 , Interferon-gamma/pharmacology , Lignans/chemistry , Lignans/isolation & purification , Lignans/pharmacology , Lipopolysaccharides/pharmacology , Nitric Oxide/metabolism , Tumor Cells, Cultured , VietnamABSTRACT
Four new natural neolignans and lignans, which were given the trivial names odoratisols A-D (1-4), together with (-)-licarin A, kachirachirol B, obovatifol, and machilin-I were isolated from the air-dried bark of the Vietnamese medicinal plant Machilius odoratissima NEES (Lauraceae). Their absolute structures were determined on the basis of spectroscopic analyses including circular dichroism spectra.
Subject(s)
Lauraceae/chemistry , Lignans/pharmacology , Chromatography, Thin Layer , Circular Dichroism , Lignans/chemistry , Magnetic Resonance Spectroscopy , Molecular Conformation , Plant Bark/chemistry , Spectrometry, Mass, Fast Atom Bombardment , Spectrophotometry, Infrared , VietnamABSTRACT
Six new ent-kaurane-type diterpenoids were isolated from the leaves of the endemic Vietnamese medicinal plant Croton tonkinensis GAGNEP. (Euphorbiaceae) together with three known ent-11alpha-acetoxy-7beta,14alpha-dihydroxykaur-16-en-15-one (1), ent-kaur-16-en-15-one 18-oic acid (5) and ent-18-hydroxykaur-16-ene (7). Their structures were determined by spectroscopic analyses to be ent-7beta-acetoxy-11alpha-hydroxykaur-16-en-15-one (2), ent-18-acetoxy-11alpha-hydroxykaur-16-en-15-one (3), ent-11alpha-acetoxykaur-16-en-18-oic acid (4), ent-15alpha,18-dihydroxykaur-16-ene (6), ent-11alpha,18-diacetoxy-7beta-hydroxykaur-16-en-15-one (8), and ent-(16S)-1alpha,14alpha-diacetoxy-7beta-hydroxy-17-methoxykauran-15-one (14). ent-Kaurane-type diterpenoids from Croton tonkinensis 2-4, 6, and 9-13, were tested for toxicity in the brine shrimp lethality assay. Compounds 9, 10, and 12 demonstrated significant activity, compounds 2, 3, 6, and 11 showed weak activity, and compounds 4 and 13 were inactive.
Subject(s)
Croton/chemistry , Diterpenes, Kaurane/chemistry , Diterpenes, Kaurane/toxicity , Animals , Artemia/drug effects , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Plants, Medicinal/chemistry , VietnamABSTRACT
Investigation on anti-microorganism and cytotoxic properties of alkaloids from Crinum latigolium L. and Crinu asiaticum L. (Amaryllidaceae) growing in Vietnam and seven pure alkaloids from these plants. The total alkaloids from C.latifolium L. and C. asiaticum L/ showed a strong effect against Sarcina lutea while pratorinine was found to be active against Staphylococcus aureus. Among the evaluated alkaloids, lycorine showed a very strong cytotoxic activity on Hep-G2, RD and Fi and 1-O-acetyl – lycorine exhibited a moderate activity on Hep-G2. The remaining alkaloids were found not to be cytotoxic in all tested cell lines.
