Synthesis and biological evaluation of a series of tangeretin-derived chalcones.
A series of chalcones polyoxygenated on the ring A (with pentamethoxy or 2'-hydroxy-3',4',5',6'-tetramethoxy substitution patterns) was synthesized from tangeretin, a natural Citrus flavonoid. These chalcones were evaluated for their antiproliferative, activation of apoptosis, inhibition of tubulin assembly and antileishmanial activities. Comparison with the reference analogous 3',4',5'-trimethoxylated chalcones showed that such peroxygenated substitution patterns on the ring A were less beneficial to these activities.
Quintin
Jérôme
J
Faculté de Pharmacie, Laboratoire de Pharmacognosie, Univ Paris-Sud 11, BIOCIS, UMR-8076 CNRS, Châtenay-Malabry Cedex, France.
Desrivot
Julie
J
Thoret
Sylviane
S
Le Menez
Patrick
P
Cresteil
Thierry
T
Lewin
Guy
G
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D047309:Flavones / Q000737:chemistry*; D006801:Humans; D007891:Leishmania / Q000187:drug effects; D010936:Plant Extracts; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000187:drug effects
D000970:Antineoplastic Agents; D000981:Antiprotozoal Agents; D047188:Chalcones; D047309:Flavones; D010936:Plant Extracts; D014404:Tubulin; C059006:tangeretin