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Chem Pharm Bull (Tokyo) ; 64(12): 1769-1780, 2016.
Article in English | MEDLINE | ID: mdl-27904085

ABSTRACT

We report the preparation of new tripodal receptor-type C3- and CS-symmetrical molecules constructed on a tris(2-aminoethyl)amine (TAEA) template. Both the anti-herpes simplex virus type 1 (anti-HSV-1) activity and cytotoxic activity of synthesized receptor-type derivatives were evaluated in order to find a characteristic structural feature for these bioactivities of compounds. Among the compounds of synthesized symmetrical TAEA-related derivatives, compound 13k showed high anti-HSV-1 activity (50% effective concentration (EC50)=16.7 µM) and low cytotoxicity (50% cytotoxic concentration (CC50)=>200 µM). The presence of a hydrogen bond donor proton in the molecule is thought to be an important structural factor for expressing potential anti-HSV-1 activities.


Subject(s)
Antiviral Agents/pharmacology , Ethylenediamines/pharmacology , Herpesvirus 1, Human/drug effects , Animals , Antiviral Agents/chemical synthesis , Antiviral Agents/chemistry , Cell Survival/drug effects , Chlorocebus aethiops , Dose-Response Relationship, Drug , Ethylenediamines/chemical synthesis , Ethylenediamines/chemistry , Microbial Sensitivity Tests , Molecular Structure , Structure-Activity Relationship , Vero Cells
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