Medicinal chemistry of amine prodrugs
نویسندگان
چکیده
Amine Prodrugs are being used since the beginning of the 19th century in medicines. Their Chemistry, Biological activity and Pharmacodynamic Characters has been revealed better in the 20th century. Most of the drugs that are invented in the recent century are prodrugs of amines, which show their importance in medical field. The purpose of this review is to focus on various aspects of amine prodrugs like its chemistry, types, uses and future scope in medical field. This review sumarizes studies spanning the whole history of amine prodrugs, but emphasizes recent findings and several hypotheses which have been recently introduced to explain in detail how amine prodrugs function at the target site. Understanding the role of amine prodrugs in drug delivery will increase our information on molecules having amine linkages and their potential uses. It is now generally accepted that amine prodrugs have important role(s) in drug targeting; that they are the initial molecules that deliver the drug to target site in stable form. The amine prodrugs are classified on basis of the molecular linkage of nitrogen atom to the nearby atoms, example, N=H-, -N=N-, -H-N-H-, etc. Various types of molecules having amine linkages are briefly focused to on basis of their mechanism by which they release basic drug molecule at the site.
منابع مشابه
Organic Carbamates in Drug Design and Medicinal Chemistry
The carbamate group is a key structural motif in many approved drugs and prodrugs. There is an increasing use of carbamates in medicinal chemistry and many derivatives are specifically designed to make drug-target interactions through their carbamate moiety. In this Perspective, we present properties and stabilities of carbamates, reagents and chemical methodologies for the synthesis of carbama...
متن کاملBioactivation of carbamate-based 20(S)-camptothecin prodrugs.
Two new prodrugs of CPT were synthesized, based on carbamate linkages between the 20-hydroxy group of CPT and a linker designed to be enzymatically removed by either Penicillin-G-Amidase or catalytic antibody 38C2. Cell growth inhibition assays showed an up-to-2250-fold difference in toxicity between the prodrugs and the active drug. A significant increase in toxicity was observed upon incubati...
متن کاملProstate tumor specific peptide-peptoid hybrid prodrugs.
Inspired by naturally occurring host defense peptides, cationic amphipathic peptoids provide a promising scaffold for anti-cancer therapeutics. Herein, we report a library of peptide-peptoid hybrid prodrugs that can be selectively activated by prostate cancer cells. We have identified several compounds demonstrating potent anti-cancer activity with good to moderate selectivity. We believe that ...
متن کاملO-alkoxyamidine prodrugs of furamidine: in vitro transport and microsomal metabolism as indicators of in vivo efficacy in a mouse model of Trypanosoma brucei rhodesiense infection.
Five O-alkoxyamidine analogues of the prodrug 2,5-bis[4-methoxyamidinophenyl]furan were synthesized and evaluated against Trypanosoma brucei rhodesiense in the STIB900 mouse model by oral administration. The observed in vivo activity of these prodrugs demonstrates that compounds with an O-methoxyamidine or O-ethoxyamidine group effectively cured all trypanosome-infected mice, whereas prodrugs w...
متن کاملDopamine- and tyramine-based derivatives of triazenes: activation by tyrosinase and implications for prodrug design.
A range of triazene derivatives were synthesized and investigated as prodrug candidates for melanocyte-directed enzyme prodrug therapy (MDEPT). The prodrugs contained a tyramine or dopamine promoiety required for tyrosinase activation and this was joined via a urea functional group to the cytotoxic triazene. The stability of each of the prodrugs in phosphate buffer, human plasma and in mushroom...
متن کامل