BIOMAT Database Logo BIOMAT Database Logo

Design, synthesis and evaluation of new tricyclic endoperoxides as potential antiplasmodial agents. 2014

Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Laboratoire de Synthèse et de Physicochimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul-Sabatier, 118 route de Narbonne, F-31062 Toulouse cedex 4, France. candre@chimie.ups-tlse.fr.

Diastereoselective autoxidation allowed preparation of new tricyclic endoperoxides. These compounds and their methylated analogs were evaluated against the in vitro growth of Plasmodium falciparum, the malaria-causing parasite, showing moderate activities. However, hybrid molecules composed of the tricyclic peroxide moiety and 7-chloro-4-aminoquinoline were synthesized and displayed a marked increase in antiplasmodial activity.

UI MeSH Term Description Entries
D007501 Iron A metallic element with atomic symbol Fe, atomic number 26, and atomic weight 55.85. It is an essential constituent of HEMOGLOBINS; CYTOCHROMES; and IRON-BINDING PROTEINS. It plays a role in cellular redox reactions and in the transport of OXYGEN. Iron-56,Iron 56
D010084 Oxidation-Reduction A chemical reaction in which an electron is transferred from one molecule to another. The electron-donating molecule is the reducing agent or reductant; the electron-accepting molecule is the oxidizing agent or oxidant. Reducing and oxidizing agents function as conjugate reductant-oxidant pairs or redox pairs (Lehninger, Principles of Biochemistry, 1982, p471). Redox,Oxidation Reduction
D010545 Peroxides A group of compounds that contain a bivalent O-O group, i.e., the oxygen atoms are univalent. They can either be inorganic or organic in nature. Such compounds release atomic (nascent) oxygen readily. Thus they are strong oxidizing agents and fire hazards when in contact with combustible materials, especially under high-temperature conditions. The chief industrial uses of peroxides are as oxidizing agents, bleaching agents, and initiators of polymerization. (From Hawley's Condensed Chemical Dictionary, 11th ed) Peroxide
D010963 Plasmodium falciparum A species of protozoa that is the causal agent of falciparum malaria (MALARIA, FALCIPARUM). It is most prevalent in the tropics and subtropics. Plasmodium falciparums,falciparums, Plasmodium
D002738 Chloroquine The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses. Aralen,Arechine,Arequin,Chingamin,Chlorochin,Chloroquine Sulfate,Chloroquine Sulphate,Khingamin,Nivaquine,Sulfate, Chloroquine,Sulphate, Chloroquine
D004912 Erythrocytes Red blood cells. Mature erythrocytes are non-nucleated, biconcave disks containing HEMOGLOBIN whose function is to transport OXYGEN. Blood Cells, Red,Blood Corpuscles, Red,Red Blood Cells,Red Blood Corpuscles,Blood Cell, Red,Blood Corpuscle, Red,Erythrocyte,Red Blood Cell,Red Blood Corpuscle
D005609 Free Radicals Highly reactive molecules with an unsatisfied electron valence pair. Free radicals are produced in both normal and pathological processes. Free radicals include reactive oxygen and nitrogen species (RONS). They are proven or suspected agents of tissue damage in a wide variety of circumstances including radiation, damage from environment chemicals, and aging. Natural and pharmacological prevention of free radical damage is being actively investigated. Free Radical
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000634 Aminoquinolines Quinolines substituted in any position by one or more amino groups.
D000962 Antimalarials Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) Anti-Malarial,Antimalarial,Antimalarial Agent,Antimalarial Drug,Anti-Malarials,Antimalarial Agents,Antimalarial Drugs,Agent, Antimalarial,Agents, Antimalarial,Anti Malarial,Anti Malarials,Drug, Antimalarial,Drugs, Antimalarial

Related Publications

Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Design, synthesis and evaluation of 4-aminoquinoline-purine hybrids as potential antiplasmodial agents.
January 2017, European journal of medicinal chemistry,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Design, Synthesis, and Evaluation of Novel Ferroquine and Phenylequine Analogues as Potential Antiplasmodial Agents.
December 2015, ChemMedChem,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Design, synthesis, and development of novel guaianolide-endoperoxides as potential antimalarial agents.
November 2010, Journal of medicinal chemistry,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Design, synthesis and biological evaluation of mono- and bisquinoline methanamine derivatives as potential antiplasmodial agents.
April 2021, Bioorganic & medicinal chemistry letters,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Synthesis and evaluation of new diaryl ether and quinoline hybrids as potential antiplasmodial and antimicrobial agents.
April 2014, Bioorganic & medicinal chemistry letters,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Endoperoxides as potential antimalarial agents.
August 1987, Journal of medicinal chemistry,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Design, Synthesis and Antiplasmodial Evaluation of Sulfoximine-triazole Hybrids as Potential Antimalarial Prototypes.
January 2019, Medicinal chemistry (Shariqah (United Arab Emirates)),
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
New derivatives of sulfonylhydrazone as potential antitumor agents: Design, synthesis and cheminformatics evaluation.
December 2021, Acta pharmaceutica (Zagreb, Croatia),
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Design, synthesis and biological evaluation of new quinoline derivatives as potential antitumor agents.
September 2019, European journal of medicinal chemistry,
Jérémy Ruiz, and Sonia Mallet-Ladeira, and Marjorie Maynadier, and Henri Vial, and Christiane André-Barrès
Aza vinyl sulfones: synthesis and evaluation as antiplasmodial agents.
December 2011, Bioorganic & medicinal chemistry,
Copied contents to your clipboard!