Structure determination and synthesis of lysine isopeptides influencing on cell proliferation.
The clavicepamines are lysine-rich basic proteins isolated from saprophytic culture of ergot (Claviceps purpurea), having human pharmacological importance. Based on structure determinations, it was demonstrated that the epsilon-lysine (poly)peptides are the fundamental structural units of clavicepamines. To study the relationship between chemical structure and biological effect, solution and solid-phase synthesis of lysine isopeptides were performed. Poly-epsilon-lysines were synthesized with polycondensation via application of p-nitrophenylester temporarily protecting groups together with simultaneous activation. The biological investigations of poly-epsilon-lysines showed a cell-proliferation retarding effect, so they inhibit growth of some animal tumors, practically without toxic side effects.
Szókán
G
G
Department of Organic Chemistry, Eötvös University, Budapest, Hungary.
Almás
M
M
Krizsán
K
K
Khlafulla
A R
AR
Tyihák
E
E
Szende
B
B
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D002967:Claviceps / Q000737:chemistry*; D003619:Dansyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D005656:Fungal Proteins / Q000737:chemistry; D006801:Humans; D008239:Lysine / Q000737:chemistry; D008970:Molecular Weight; D011107:Polylysine / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D003619:Dansyl Compounds; D005656:Fungal Proteins; D011107:Polylysine; D008239:Lysine