Lignans from Santalum album and their cytotoxic activities.
A new neolignan, (7R,8R)-5-O-demethylbilagrewin (1), together with four known lignans (2-5), were isolated from the heartwood of Santalum album (Santalaceae). The structure of 1 was determined by analysis of extensive spectroscopic data. The isolated compounds and derivatives were evaluated for their cytotoxic activities against HL-60 human promyelocytic leukemia cells and A549 human lung adenocarcinoma cells. Compounds 1 and 2 exhibited cytotoxicity against HL-60 cells with IC(50) values of 1.5+/-0.02 and 4.3+/-0.13 microM, and against A549 cells with IC(50) values of 13.6+/-0.32 and 19.9+/-1.27 microM, respectively. The aldehyde group of 1 and 2 was revealed to be a structural requirement for the appearance of cytotoxicity in this type of lignans. These tumor cell deaths were shown to be mediated through induction of apoptosis.
Matsuo
Yukiko
Y
School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, Tokyo, Japan. matsuoy@toyaku.ac.jp
Mimaki
Yoshihiro
Y
D000230:Adenocarcinoma / Q000188:drug therapy; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D045744:Cell Line, Tumor; D003603:Cytotoxins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D053938:DNA Fragmentation / Q000187:drug effects; D006801:Humans; D007938:Leukemia / Q000188:drug therapy; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008175:Lung Neoplasms / Q000188:drug therapy; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D032123:Santalum / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D003603:Cytotoxins; D017705:Lignans