ABSTRACT
A quick, efficient, one-pot method for the synthesis of substituted N-aryl lactams through the reaction of various kinds of corresponding substituted arenes with a variety of ω-azido alkanoic acid chlorides using a Lewis acid (i.e. EtAlCl(2)) at room temperature, through the in situ involvement of a Friedel-Crafts reaction followed by intramolecular Schimdt rearrangement was developed, and afforded good to excellent yields.
Subject(s)
Carboxylic Acids/chemistry , Lactams/chemical synthesis , Lewis Acids/chemistry , Macrocyclic Compounds/chemistry , Catalysis , Chlorides , Molecular Structure , Stereoisomerism , TemperatureABSTRACT
In this tutorial review, an effort towards presentation of a comprehensive account of the recent developments on various kinds of artemisinin derivatives including artemisinin dimers, trimers and tetramers has been made and their efficacy towards malaria parasites and different cancer cells lines was compared with that of artemisinins, and various other anti-malarial and anti-cancer drugs. It is expected that this review will provide first-hand information on artemisinin chemistry to organic/medicinal chemists, and pharmacologists working on anticancer and anti-malarial drug development.
Subject(s)
Antimalarials/chemistry , Antineoplastic Agents/chemistry , Artemisinins/chemistry , Asteraceae/chemistry , Antimalarials/chemical synthesis , Antimalarials/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/pharmacology , Artemisinins/chemical synthesis , Artemisinins/pharmacology , DimerizationABSTRACT
omega-(2-Naphthyloxy) amino alkanes, obtained as major by-product during course of synthesis of carbamate esters from omega-(2-naphthyloxy) alkyl halides and amines, showed significant anti-hyperglycemic and lipid lowering activities in various test models as a novel class of compounds. Compounds were tested in rat GLM, SLM, STZ, and STZ-S models at 100mg/kg dose. Of these compound 13 was found to be the most active which caused lowering of sugar by 33.6%, 31.0%, 28.5%, and 73.8% in GLM, SLM, STZ, STZ-S, and db/db mice models, respectively. It also significantly effected lowering of LDL in rat model and also in Hamster model without reducing HDL. Most of the compounds showing anti-diabetic and lipid lowering activity have shown promising PPAR-alpha/gamma/delta-activity. Compounds 6, 13, and 19 have shown very good PPAR-alpha/gamma/delta activity.
Subject(s)
Alkanes/chemical synthesis , Alkanes/pharmacology , Hypoglycemic Agents/chemical synthesis , Hypoglycemic Agents/pharmacology , Hypolipidemic Agents/chemical synthesis , Hypolipidemic Agents/pharmacology , Naphthalenes/chemistry , Alkanes/chemistry , Alkanes/classification , Alkylation , Amination , Animals , Hypoglycemic Agents/chemistry , Hypoglycemic Agents/classification , Hypolipidemic Agents/chemistry , Hypolipidemic Agents/classification , Lipid Metabolism/drug effects , Male , Molecular Structure , PPAR gamma/metabolism , Rats , Structure-Activity RelationshipABSTRACT
Synthesis of amide derivatives of 9,11-seco-estra-1,3,5(10)-trien-11-oic acid containing alkyl and aromatic amine residues has been carried out with an aim to prepare orally active estrogen antagonists. Modification of the estradiol molecule in the form of C-seco-amide derivatives has led to their high oral absorption. Compounds 7 an n-propyl amide, 8 an n-butyl amide, and 16 a p-anisidyl amide of C-seco-estrane showed significant estrogen antagonistic activity (>20%), while, the majority of compounds possessed high estrogen agonistic activity on oral administration at 10mg/kg dose in rats.
