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Synthesis of Flavin–Calix[4]arene Conjugate Derivatives
Author(s) -
Sayin Serkan,
Uysal Akkuş Gülderen,
Cibulka Radek,
Stibor Ivan,
Yilmaz Mustafa
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000260
Subject(s) - chemistry , derivative (finance) , yield (engineering) , conjugate , flavin group , acetic acid , calixarene , elemental analysis , medicinal chemistry , porphyrin , nuclear magnetic resonance spectroscopy , proton nmr , stereochemistry , organic chemistry , molecule , mathematical analysis , materials science , mathematics , financial economics , economics , metallurgy , enzyme
The synthesis of two new flavin substituted calix[4]arene derivatives, 9 and 10 , is described. The first flavin substituted calix[4]arene derivative 9 was synthesized by the reaction of 3‐methylalloxazine ( 5 ) with 25,27‐bis(3‐bromopropoxy)‐26,28‐dihydroxy‐5,11,17,23‐tetra( tert ‐butyl)calix[4]arene ( 4 ) in high yield (92%). The other derivative 10 was prepared from 3‐methylalloxazine‐1‐acetic acid ( 7 ) and 25,27‐bis(3‐cyanopropoxy)calix[4]arene ( 3 ). All new compounds were characterized by a combination of FT‐IR and 1 H‐NMR spectroscopy, and elemental‐analysis techniques.