Synthesis of Some Novel ۸-Piperazinyl Caffeine Acetic Acidβ-hydroxyester Derivatives as Potential Anticancer Agents
عنوان مقاله: Synthesis of Some Novel ۸-Piperazinyl Caffeine Acetic Acidβ-hydroxyester Derivatives as Potential Anticancer Agents
شناسه ملی مقاله: MRSS06_003
منتشر شده در ششمین کنگره ملی شیمی و نانو شیمی از پژوهش تا توسعه ملی در سال 1402
شناسه ملی مقاله: MRSS06_003
منتشر شده در ششمین کنگره ملی شیمی و نانو شیمی از پژوهش تا توسعه ملی در سال 1402
مشخصات نویسندگان مقاله:
Setayesh Razaeizadeh
Mohammad Navid Soltani Rad
خلاصه مقاله:
Setayesh Razaeizadeh
Mohammad Navid Soltani Rad
In this paper, the synthesis and characterization of novel ۸-piperazinyl caffeine acetic acid β-
hydroxyester derivatives as potential antimetabolites and anticancer agents have been described. These
compounds are new caffeine hybrid molecules that are structurally composed of three compartments
comprising caffeinyl, piperazinyl andβ-hydroxyester residues. The synthesis was carried out through
five steps initiated by the bromination of caffeine via NBS to attain the ۸-bromocaffeine (۸-BC)
followed by the SNAr-type reaction with the piperazine which afforded the ۸-piperazinyl caffeine (۸-
PC). The N-alkylation of ۸-PC with α-bromo acetic acid ethyl ester acquired the ester ۹. Ester ۹ was
then hydrolyzed followed by an acidic work up to give acid ۱۰. Acid ۱۰ was used to ring opening of
diverse epoxides to attain the title compounds ۱۱a-۱۱j in good yields. Target compounds were
characterized using vary physical and spectral techniques.
کلمات کلیدی: caffeine, ۸-BC, ۸-PC, piperazine, -hydroxyester, antimetabolites
صفحه اختصاصی مقاله و دریافت فایل کامل: https://civilica.com/doc/1766863/