155325-17-0Relevant articles and documents
Semi-synthesis and biological evaluation of 1,2,3-triazole-based podophyllotoxin congeners as potent antitumor agents inducing apoptosis in HepG2 cells
Chen, Jinying,Ma, Liang,Zhang, Ronghong,Tang, Jie,Lai, Huijun,Wang, Jun,Wang, Guangcheng,Xu, Qinyuan,Chen, Tao,Peng, Fei,Qiu, Jingxiang,Liang, Xiaolin,Cao, Dong,Ran, Yan,Peng, Aihua,Wei, Yuquan,Chen, Lijuan
, p. 945 - 956 (2013/02/22)
A series of 4β-[(4-substituted)-1,2,3-triazol-1-yl]podophyllotoxin congeners were synthesized by employing click chemistry and further evaluated for their antitumor activity by MTT assay. Among them, six congeners (10, 11, 12, 13, 22, and 24) exhibited ap
Synthesis and anti-HIV-1 activities of novel podophyllotoxin derivatives
Chen, Shi-Wu,Wang, Yun-Hua,Jin, Yan,Tian, Xuan,Zheng, Yong-Tang,Luo, Du-Qiang,Tu, Yong-Qiang
, p. 2091 - 2095 (2008/02/02)
In order to explore the range of biological activities of the podophyllotoxin compound class, a novel series of derivatives of podophyllotoxin, which were conjugates containing stavudine and different structural podophyllotoxin analogues, were designed, synthesized, and evaluated for their anti-HIV-1 activities in vitro. Among these compounds, 19d and 19c showed the highest anti-HIV-1 activities with EC50 values of 0.17 and 0.29 μM and TI values of 466.9 and 354.5, respectively.
Synthesis of novel 4β-(1,2,3-triazol-1-yl) podophyllotoxins as potential antitumor drugs
Tao, Lan,Wang, Yan-Guang,Ma, Cheng,Zheng, Bing,Chen, Yao-Zu
, p. 2053 - 2059 (2007/10/03)
The synthesis, characterization and in vitro antitumor activity of two novel podophyllotoxins, 4β-(5-methyl-1,2,3-triazol-1-yl)podophyllotoxin (5) and 4β-(5-phenyl-1,2,3-triazol-1-yl)podophyllotoxin (6), are described.
Azepines by Photochemical Ring Enlargement of 9-Azidopodophyllotoxin- and 9-Azido-9'-demethylepipodophyllotoxin Derivatives
Laatsch, Hartmut,Ernst, Bernd Peter,Hoffmann, Dieter
, p. 1773 - 1778 (2007/10/03)
The azepines 5a-5c were obtained by photochemical nitrene rearrangement of the azides 1e/1f and 4b/4c in cyclohexene, but not in other solvents.They are ring expansion products of podophyllotoxin (1a) and resemble steganacin (9), but show only low biological activity.The triazenes 7a/8a and the aziridine 8b are also less active than 1a. - Keywords: Podophyllotoxin / Podophyllotoxin azides / Nitrene rearrangement
New compounds related to podophyllotoxin and congeners: synthesis, structure elucidation and biological testing.
Hansen,Jensen,Willumsen,Norskov-Lauritsen,Ebbesen,Nielsen,Buchardt
, p. 1190 - 1200 (2007/10/02)
4-Azido, 4-amino, 4-amido and 4-alkoxy compounds related to the lignans podophyllotoxin and 4'-demethylepipodophyllotoxin have been synthesized, and their structures elucidated. The Ritter reaction was shown to be useful in the preparation of the 4-amido compounds with the required stereochemistry. A preparative method for 4-chloro-4-deoxypicrophyllotoxin, for which all earlier synthetic attempts resulted in the two dehydrated compounds, alpha- and beta-apopicropodophyllotoxin, was developed. Supplementary preliminary studies of the biological activities of some of the compounds were performed. All compounds had pronounced inhibitory effect on the in vitro growth of human cervical cancer cells and TC-mouse cells with 4-amino-4-deoxypodophyllotoxin and 4-azido-4-deoxypodophyllotoxin showing the highest activity. Alkaline elution studies indicate that the toxicity of the 4'-demethoxy derivatives is due to protein-mediated DNA nicking. None of the compounds were found to have antiviral effect against herpes simplex type 2 (HSV-2), human immunodeficiency (HIV), and cytomegalovirus (CMV) in doses not toxic to the cells.
