Cytotoxic principles of Securinega virosa: virosecurinine and viroallosecurinine and related derivatives.
Virosecurinine (1) and viroallosecurinine (2) were isolated as two cytotoxic alkaloids from the leaves of Securinega virosa. A comparison of the cytotoxicity of 1 and several of its derivatives indicates that an alpha,beta- and a gamma,delta-unsaturated lactone located in a strained ring system, such as rings -B, -C, and -D of 1, is structurally required for significant cytotoxicity.
Tatematsu
H
H
Division of Medicinal Chemistry and Natural Products, School of Pharmacy, University of North Carolina, Chapel Hill 27599.
Mori
M
M
Yang
T H
TH
Chang
J J
JJ
Lee
T T
TT
Lee
K H
KH
D000470:Alkaloids / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification*; D001381:Azepines; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D007783:Lactones; D010880:Piperidines; D010946:Plants, Medicinal / Q000032:analysis*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000470:Alkaloids; D000972:Antineoplastic Agents, Phytogenic; D001381:Azepines; D007783:Lactones; D010880:Piperidines; C012607:virosecurinine