Synthesis and bioactivity of diketopiperazine PJ147 and its derivatives from Gliocladium sp. YUP08.
Concise total synthesis of diketopiperazine PJ147, obtained from mycelium of Gliocladium sp. YUP08, has been achieved in seven steps with 43.5% overall yield. Biological evaluation of PJ147 exhibited strong inhibiting activity against A375-S2, Hela, P388, A-549, HL-60, and BEL-7420 cell lines. Thus, eight derivatives of PJ147 with high water solubility were also synthesized to facilitate the in vivo bioassay of this kind of diketopiperazines.
a Department of Pharmacy , Affiliated Hospital of Yanbian University , Yanji 133000 , China.
Xue-Zheng
XZ
Li
Gang
G
Chen
Hai-Feng
HF
Wang
Hui-Ming
HM
Hua
Yue-Hu
YH
Pei
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D054659:Diketopiperazines / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D020462:Gliocladium / Q000737:chemistry*; D018922:HL-60 Cells; D006367:HeLa Cells; D006801:Humans; D015394:Molecular Structure; D012995:Solubility
D000970:Antineoplastic Agents; D054659:Diketopiperazines; C525281:PJ 147
antitumor; diketopiperazines; water solubility