ABSTRACT
This work deals with the synthesis of a new nitrogen mustard derivative based on thymine. To introduce the bis(2-chloroethyl)amine group to position 4 of the pyrimidine base, many strategies were explored and the desired compound was finally obtained, thanks to a synthetic pathway in five steps.
Subject(s)
Antineoplastic Agents, Alkylating/chemical synthesis , Mechlorethamine/chemical synthesis , Thymine/chemistry , Alkylation , Antineoplastic Agents, Alkylating/chemistry , Ethanolamines/chemistry , Mechlorethamine/chemistry , Molecular StructureABSTRACT
The synthesis and biological activity of a novel DNA cross-linking antitumor agent is presented. The new alkylating agent significantly inhibited cell proliferation, migration and invasion as tested in vitro on the A431 vulvar epidermal carcinoma cell line.
Subject(s)
Nitrogen Mustard Compounds/chemical synthesis , Nitrogen Mustard Compounds/pharmacology , Thymine/analogs & derivatives , Antineoplastic Agents, Alkylating/chemical synthesis , Antineoplastic Agents, Alkylating/chemistry , Antineoplastic Agents, Alkylating/pharmacology , Cell Line, Tumor , Cell Proliferation/drug effects , Chemotaxis/drug effects , Humans , Matrix Metalloproteinase 2 , Matrix Metalloproteinase Inhibitors , Neoplasm Invasiveness/prevention & control , Nitrogen Mustard Compounds/chemistry , Thymine/chemistry , Thymine/pharmacologyABSTRACT
The synthesis and biological activity of chloroethyl pyrimidine nucleosides is presented. One of these new nucleosides analogues significantly inhibited cell proliferation, migration and invasion as tested in vitro on the A431 vulvar epidermal carcinoma cell line.
