Isolation, Purification, and Cytotoxicity of 5-Methoxypodophyllotoxin, a Lignan from a Root Culture of Linum flavum
| Autor: | Marien P. Harkes, W van Uden, Ben Homan, Niesko Pras, Harry J. Wichers, Theo M. Malingré, Herman J. Woerdenbag |
|---|---|
| Rok vydání: | 1992 |
| Předmět: |
Stereochemistry
Pharmaceutical Science Pharmacognosy Analytical Chemistry Gel permeation chromatography HeLa Mice chemistry.chemical_compound Drug Discovery Tumor Cells Cultured medicine Animals Humans Carcinoma Ehrlich Tumor Podophyllotoxin Pharmacology Lignan Molecular Structure biology Organic Chemistry Linum flavum Plants biology.organism_classification Antineoplastic Agents Phytogenic Complementary and alternative medicine chemistry Cell culture Molecular Medicine Drug Screening Assays Antitumor HeLa Cells Teniposide medicine.drug |
| Zdroj: | Journal of Natural Products. 55:102-110 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np50079a015 |
| Popis: | 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 (greater than 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-beta-D-glucoside [6]. It appeared that 5-methoxypodophyllotoxin [1] has about the same cytotoxic potency as podophyllotoxin [3]. |
| Databáze: | OpenAIRE |
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