Synthesis of somatostatin analogues containing C-terminal adamantane and their antiproliferative properties.
On the basis of the structure of somatostatin analogue TT-232 (1), which exhibited a highly potent antitumor activity, we synthesized small linear peptide derivatives and evaluated their antitumor and apoptotic activity. Of them, Boc-Tyr-D-Trp-1-adamantylamide (5) had the most potent cell antiproliferative activity in SW480 and A431 cell lines, which was supported in A431 cell lines by FACS analysis that demonstrated a major increase in DNA fragmentation in the subG1 fraction.
Miyazaki
Anna
A
Faculty of Pharmaceutical Sciences, Department of Medicinal Chemistry, Kobe Gakuin University, Nishi-ku, Kobe, 651-2180, Japan.
Tsuda
Yuko
Y
Fukushima
Shoji
S
Yokoi
Toshio
T
Vántus
Tibor
T
Bökönyi
Gyöngyi
G
Szabó
Edit
E
Horváth
Anikó
A
Kéri
György
G
Okada
Yoshio
Y
D000218:Adamantane / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D017209:Apoptosis / Q000187:drug effects*; D049109:Cell Proliferation / Q000187:drug effects; D006801:Humans; D013004:Somatostatin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000970:Antineoplastic Agents; D013004:Somatostatin; D000218:Adamantane