N-substituted noscapine derivatives as new antiprotozoal agents: Synthesis, antiparasitic activity and molecular docking study.

Animals Antiprotozoal Agents / chemical synthesis Cell Line Cell Survival / drug effects Dose-Response Relationship, Drug Molecular Docking Simulation Molecular Structure Myoblasts / drug effects Noscapine / chemical synthesis Parasitic Sensitivity Tests Plasmodium falciparum / drug effects Rats Structure-Activity Relationship Trypanosoma brucei rhodesiense / drug effects
Induced fit docking Molecular docking Noscapine Plasmodium falciparum Strecker reaction Trypanosoma brucei

Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
10 2019
Historique:
received: 12 01 2019
revised: 03 07 2019
accepted: 10 07 2019
pubmed: 5 8 2019
medline: 22 10 2020
entrez: 5 8 2019
Statut: ppublish

Résumé

Novel N-substituted noscapine derivatives were synthesized by a three-component Strecker reaction of cyclic ether of N-nornoscapine with varied aldehydes, in the presence of cyanide ion. Moreover, the corresponding amides were synthesized by the oxidation of cyanide moieties in good yields. The in vitro antiprotozoal activity of the products was also investigated. Interestingly, some analogues did put on display promising antiparasitic activity against Trypanosoma brucei rhodesiense with IC

Identifiants

DOI: 10.1016/j.bioorg.2019.103116 PMID: 31377384
pubmed: 31377384
pii: S0045-2068(19)30058-6
doi: 10.1016/j.bioorg.2019.103116
pii:
doi:

Substances chimiques

Antiprotozoal Agents 0
Noscapine 8V32U4AOQU

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

103116

Informations de copyright

Copyright © 2019 Elsevier Inc. All rights reserved.

Auteurs

Kosar Babanezhad Harikandei (K)

Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, 1983963113 Tehran, Iran.

Peyman Salehi (P)

Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, 1983963113 Tehran, Iran. Electronic address: p-salehi@sbu.ac.ir.

Samad Nejad Ebrahimi (SN)

Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, 1983963113 Tehran, Iran.

Morteza Bararjanian (M)

Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, 1983963113 Tehran, Iran.

Marcel Kaiser (M)

Swiss Tropical and Public Health Institute, Basel, Switzerland; University of Basel, Basel, Switzerland.

Hamid Reza Khavasi (HR)

Department of Chemistry, Shahid Beheshti University, G. C., Evin, 1983963113 Tehran, Iran.

Ahmed Al-Harrasi (A)

National and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, Birkat Al-Mauz, Nizwa 611, Oman.

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Classifications MeSH

questionsmedicales.fr › Eucaryotes › Animaux › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Anti-infectieux › Antiparasitaires › Antiprotozoaires › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Cellules › Cellules cultivées › Lignée cellulaire › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Phénomènes physiologiques cellulaires › Survie cellulaire › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes toxicologiques › Relation dose-effet des médicaments › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Sciences de l'information › Méthodologies informatiques › Simulation numérique › Simulation de docking moléculaire › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Cellules › Cellules souches › Myoblastes › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Isoquinoléines › Noscapine › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Techniques d'investigation › Évaluation préclinique de médicament › Tests de sensibilité parasitaire › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Eucaryotes › Alveolata › Apicomplexa › Haemosporida › Plasmodium › Plasmodium falciparum › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Rodentia › Muridae › Murinae › Rats › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes pharmacologiques › Relation structure-activité › N-substituted noscapine derivatives as new...
questionsmedicales.fr › Eucaryotes › Euglénozoaires › Kinetoplastida › Trypanosomatina › Trypanosoma › Trypanosoma brucei rhodesiense › N-substituted noscapine derivatives as new...