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Synthesis of Some Novel D‐Glucuronic Acid Acetylated Derivatives as Potential Anti‐Tumor Agents
Author(s) -
ElNezhawy Ahmed O. H.,
Adly Frady G.,
Eweas Ahmed F.,
Hanna Atef G.,
ElKholy Yehya M.,
ElSayed Shahenaz H.,
ElNaggar Tarek B. A.
Publication year - 2011
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201000367
Subject(s) - glucuronic acid , chemistry , acetylation , chemical synthesis , amide , stereochemistry , cell culture , glucuronates , combinatorial chemistry , in vitro , structure–activity relationship , biochemistry , polysaccharide , biology , genetics , gene
A structurally diverse series of Δ 4,5 ‐uronamide derivatives have been chemically synthesized starting from D‐glucuronic acid itself by means of acetylation, activation, amide bond formation and base‐catalyzed elimination protocols. Structure elucidation for all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in‐vitro anti‐tumor activity against MCF‐7, TK‐10 and UACC‐62 cell lines. The compounds 5 , 11 , 13 , 15 and 16 were the most active against TK‐10 cell line. On the other hand, the most active compounds against the MCF‐7 cell line were 11 and 15 . However, compounds 5 , 7 , 11 , 13 , 15 and 16 were the most active against the UACC‐62 cell line.