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Synthesis of Amino Acid‐comprising Sialyltransferase Inhibitors and Their Antimetastatic Activities against Human Breast Cancer Cells
Author(s) -
Fu ChihWei,
Chang KaiHsuan,
Jen Ya Ching,
Chang Tzu Ting,
Li WenShan
Publication year - 2016
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201500348
Subject(s) - chemistry , lithocholic acid , amino acid , human breast , sialyltransferase , biochemistry , cancer cell , cell culture , breast cancer , stereochemistry , cancer , sialic acid , medicine , bile acid , biology , genetics
The amino acid‐containing lithocholic acids (LCA) represent a new class of human sialyltransferase (ST) inhibitors. In this study, we have reported their design, synthesis, and inhibitory activity against human STs. Among these derivatives, D ‐Glu‐LCA 7 , L ‐Asp‐ L ‐Asp‐LCA 13 , and L ‐Asp‐ L ‐Asp‐Gly‐Gly‐LCA 22 with specific amino acid sequence were the most active ones with IC 50 values of 2.3–5.6 and 4.2‐6.2 μM toward α‐2,3‐ST and α‐2,6‐ST, respectively. The current study demonstrates that the new class of ST in‐ hibitors inhibit cell migration in breast cancer cells by preventing closure of the wound rather than involv‐ ing a direct antiproliferative effect.