Periplogenin

• Catalog No.: Bio-0181
• CAS Number: 514-39-6
• M. F.: C23H34O5
• M. W.: 390.51306

SYNONYMS

• IUPAC name: 4-[(1S,2R,5S,7S,10R,11S,14R,15R)-5,7,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-[(1S,2R,5S,7S,10R,11S,14R,15R)-5,7,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one

DATABASE IDS

• CAS Number: 514-39-6

PROPERTIES

• Application(s): Antiproliferative activity toward three human-derived (HT-1080 fibrosarcoma, lung A549 adenocarcinoma, cervix HeLa adenocarcinoma)
• Biological Source: Aglycone from Alloemicymarin, also in seeds of Speirantha preussii
• Mechanism of Action: Apoptosis inductor

REFERENCES

• Speiser, P. et al., Experientia, 1947, 3, 323, (isol)
• Speiser, P. et al., Helv. Chim. Acta, 1948, 31, 622, (struct)
• Lichti, H. et al., Helv. Chim. Acta, 1956, 39, 1914, (Ledienoside, Periplogenin digitoxoside)
• Zelnik, R. et al., Helv. Chim. Acta, 1957, 40, 2110
• Deghenghi, R. et al., Tet. Lett., 1963, 2045, (synth)
• Shoji, J. et al., Chem. Pharm. Bull., 1967, 15, 720, (isol)
• Sauer, H.H. et al., Phytochemistry, 1968, 7, 1543, (biosynth)
• Kamano, Y. et al., J.C.S. Perkin 1, 1975, 1976, (synth)
• Pauli, G.F., Planta Med., 1995, 61, 162, (Periplorhamnoside, Periplogenin glucoside, pmr)