ABSTRACT
Chemical investigation of the stem bark of Oroxylum indicum resulted in the isolation and characterization of two new flavonoid glycosides (1, 2), along with seven known compounds (3-9). Their structures were established on the basis of extensive spectroscopic (IR, MS, 2D NMR) data analysis and by the comparison with spectroscopic data reported in the literature. In addition, all the compounds were tested for their ulcer protective effects against various gastric ulceritis inducing models in rats.
Subject(s)
Anti-Ulcer Agents/chemistry , Bignoniaceae/chemistry , Flavanones/chemistry , Flavones/chemistry , Flavonoids/chemistry , Animals , Anti-Ulcer Agents/isolation & purification , Anti-Ulcer Agents/pharmacology , Disease Models, Animal , Flavanones/isolation & purification , Flavanones/pharmacology , Flavones/isolation & purification , Flavones/pharmacology , Flavonoids/isolation & purification , Flavonoids/pharmacology , Magnetic Resonance Spectroscopy , Plant Bark/chemistry , Plant Stems/chemistry , RatsABSTRACT
A series of 8-aminomethylated derivatives (1a-1j) were prepared by Mannich reaction of oroxylin A (1) with appropriate primary or secondary amines and para-formaldehyde. All the compounds were tested for their alpha-glucosidase inhibition activity against both yeast and rat intestinal alpha-glucosidase. Some of the compounds demonstrated significantly better alpha-glucosidase inhibitory activity than the parent compound (oroxylin A).
Subject(s)
Flavonoids/chemistry , Flavonoids/pharmacology , Glycoside Hydrolase Inhibitors , Animals , Intestines/enzymology , Rats , Saccharomyces cerevisiae/enzymology , Structure-Activity RelationshipABSTRACT
Nimbolide (1), a limonoid isolated from Azadirachta indica, is the chief cytotoxic principle in Neem leaves extract. Using nimbolide as a lead compound for anti-cancer analogue design, a series of nimbolide derivatives have been synthesized and evaluated for in vitro cytotoxic activity against a panel of human cancer cell lines. Out of 10 compounds screened 2g, 2h and 2i showed potent activity.
Subject(s)
Amides/chemistry , Antineoplastic Agents/pharmacology , Limonins/chemistry , Azadirachta/metabolism , Cell Line, Tumor , Chemistry, Pharmaceutical/methods , Drug Design , Humans , Inhibitory Concentration 50 , Models, Chemical , Plant Extracts/metabolism , Plant Leaves , Plants, Medicinal/metabolismABSTRACT
The natural product, chrysin (5,7-dihydroxy flavone), obtained from Oroxylum indicum, exhibits numerous biological activities including anticancer, anti-inflammatory, and antiallergic activities. Three series of chrysin analogues were prepared, in which chrysin and heterocyclic moieties are separated by 3-carbon, 4-carbon, and 6-carbon spacers. All the derivatives were screened for antibacterial activity against a panel of susceptible and resistant Gram-positive and Gram-negative organisms. It was observed that most of the derivatives displayed significant activity as compared to their parent compound (chrysin).
Subject(s)
Anti-Infective Agents/pharmacology , Chemistry, Pharmaceutical/methods , Flavonoids/chemistry , Flavonoids/chemical synthesis , Plant Extracts/metabolism , Anti-Allergic Agents/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Inflammatory Agents/pharmacology , Antineoplastic Agents/pharmacology , Carbon/chemistry , Drug Design , Drug Evaluation, Preclinical , Flavonoids/metabolism , Microbial Sensitivity Tests , Models, Chemical , Morpholines/chemistry , Structure-Activity RelationshipABSTRACT
A series of Oroxylin A derivatives, prepared by alkylation and condensation, were fully characterized by spectroscopic methods. All the derivatives were screened for antibacterial activity against a panel of susceptible and resistant Gram-positive and Gram-negative organisms. It was observed that acylation of 7-OH group in Oroxylin A significantly enhanced the activity as compared to their parent compound (Oroxylin A).
