Isolation, purification, and cytotoxicity of 5-methoxypodophyllotoxin, a lignan from a root culture of Linum flavum
article
A method has been developed for the large scale isolation of 5-methoxypodophyllotoxin [1] from a high-producing root culture derived from Linum flavum. A closely related lignan, 5′-demethoxy-5-methoxypodophyllotoxin [2], was also present in the root culture and was the cause of the main isolation difficulties. Essential steps in the isolation procedure are CH2Cl2 and XAD-4 extraction and XAD-8 cc followed by Si gel chromatography, using two different mobile phases. The isolated 5-methoxypodophyllotoxin [1] was very pure (>99%) and possessed the desired stereochemical configuration, namely (-)-5-methoxypodophyllotoxin [1]. The in vitro cytotoxicity of 5-methoxypodophyllotoxin [1] against EAT and HeLa cells was determined and compared with those of podophyllotoxin [3], etoposide (VP-16-213) [4], teniposide (VM-26) [5], and 5-methoxypodophyllotoxin-4-β-D-glucoside [6]. It appeared that 5-methoxypodophyllotoxin [1] has about the same cytotoxic potency as podophyllotoxin [3].
Chemicals/CAS: etoposide, 33419-42-0; podophyllotoxin, 518-28-5; teniposide, 29767-20-2; 5-methoxypodophyllotoxin, 128443-52-7; Antineoplastic Agents, Phytogenic; Podophyllotoxin, 518-28-5
Chemicals/CAS: etoposide, 33419-42-0; podophyllotoxin, 518-28-5; teniposide, 29767-20-2; 5-methoxypodophyllotoxin, 128443-52-7; Antineoplastic Agents, Phytogenic; Podophyllotoxin, 518-28-5
Topics
TNO Identifier
231987
ISSN
01633864
Source
Journal of Natural Products, 55(1), pp. 102-110.
Pages
102-110
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