Plant antitumor agents. XVI. 6alpha-Senecioyloxy-chaparrinone, a new antileukemic quassinoid from Simaba multiflora.
Fractionation of Simaba multiflora A. Juss. guided by bioassay has resulted in the isolation of a new antileukemic quassinoid 6alpha-senecioyloxychaparrinone (2) and the previously reported quassinoid chaparrinone (3). The structure of the former has been established by spectral and chemical methods. Compound 2 has high anti-neoplastic activity against several mouse leukemia systems (P-388, L-1210 and in solid-tumor B-16 melanoma). This demonstrates for the first time that the presence of a C-15 ester function is not required for antineoplastic activity in the quassinoids.
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000627:therapeutic use; D005900:Glaucarubin / Q000031:analogs & derivatives / Q000302:isolation & purification* / Q000627:therapeutic use; D066298:In Vitro Techniques; D007939:Leukemia L1210 / Q000188:drug therapy; D007942:Leukemia, Experimental / Q000188:drug therapy; D008545:Melanoma / Q000188:drug therapy; D051379:Mice; D009374:Neoplasms, Experimental / Q000188:drug therapy; D011714:Pyrans / Q000302:isolation & purification*; D013329:Structure-Activity Relationship
D000972:Antineoplastic Agents, Phytogenic; D011714:Pyrans; D005900:Glaucarubin