Synthesis and antiproliferative activity of a new compound containing an alpha-methylene-gamma-lactone group.
The biological activity of compound 9 obtained by introducing an alpha-methylene-gamma-butyrolactone group into 3-(4-hydroxyphenyl)propionic acid, 1, was studied for possible effects on HL-60 cells, murine splenocytes, and human peripheral mononuclear cells (PBMC). 9 induced apoptosis in the HL-60 cell line and has a clear capacity to inhibit proliferation induced in murine splenocytes and PBMC by different mitogenic agents with no apparent toxic side effects. 9 was synthesized from 1, and its structure and stereochemistry were elucidated by spectroscopic methods.
González
Antonio G
AG
Silva
Margarita Hernández
MH
Padrón
Juan I
JI
León
Francisco
F
Reyes
Eduardo
E
Alvarez-Mon
Melchor
M
Pivel
Juan P
JP
Quintana
José
J
Estévez
Francisco
F
Bermejo
Jaime
J
D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017209:Apoptosis; D002478:Cells, Cultured; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D051379:Mice; D013329:Structure-Activity Relationship
C458000:5-(2-(4-methoxyphenyl)ethyl)-3-methylene-4-methyldihydrofuran-2-one; D000970:Antineoplastic Agents; D015107:4-Butyrolactone