Biological activities of retinoidal gamma-hydroxybutenolides in cancer cell apoptosis and differentiation.
Retinoidal gamma-hydroxybutenolides 2a-d having various lengths of conjugated double bond were prepared in three steps from the corresponding aldehyde 4. Their biological activities were then measured. Of these compounds, only compound 2c possessing a structure similar to that of retinoic acid showed differentiation-inducing activity and very strong apoptosis-inducing activity in HL-60 cells.
Yamano
Yumiko
Y
Department of Organic Chemistry for Life Science, Kobe Pharmaceutical University, 4-19-1, Motoyamakita-machi, Higashinada, Kobe 658-8558, Japan. y-yamano@kobepharma-u.ac.jp
Mizuguchi
Yukari
Y
Fujita
Yumi
Y
Yoshida
Maki
M
Ito
Masayoshi
M
Nakagawa
Kimie
K
Okano
Toshio
T
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects*; D002454:Cell Differentiation / Q000187:drug effects*; D015972:Gene Expression Regulation, Neoplastic / Q000187:drug effects; D018922:HL-60 Cells; D006801:Humans; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D009369:Neoplasms / Q000235:genetics / Q000473:pathology*; D014158:Transcription, Genetic / Q000187:drug effects; D014212:Tretinoin / Q000737:chemistry*
D014212:Tretinoin; D006859:Hydrogen; C004511:butenolide; D015107:4-Butyrolactone