23363-33-9Relevant articles and documents
HUMAN TOPOISOMERASE II-TARGETING ORGANOPLATINUM COMPOUNDS
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Page/Page column 0041-0042; 0101, (2020/03/15)
Some organoplatinum compounds have been synthesized. These organoplatinum compounds are designed to be human Topoisomerase II-targeting drugs.
ORGANOPLATINUM COMPOUNDS AND PHARMACEUTICAL COMPOSITION THEREOF AND METHOD OF PREPARING CRYSTAL OF hTop2
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Paragraph 0023-0025; 0081-0082, (2020/10/21)
Some organoplatinum compounds have been synthesized. These organoplatinum compounds are designed to be human Topoisomerase II-targeting drugs.
The Catalytically Lignan-Activation-Based Approach for the Synthesis of (epi)-Podophyllotoxin Derivatives
Wan, Jun-Hao,Hu, Yang,Liu, Hui,Tu, Yuan-Hong,He, Zhong-Yi,Sun, Jian-Song
, p. 5652 - 5662 (2017/06/07)
Under the effect of a catalytic amount of Au(I) complex, 4-O-(2-cyclopropylethynyl)benzoyl-(epi)-podophyllotoxins, easily prepared via dehydrative condensation between (epi)-podophyllotoxin and ortho-cyclopropylethynylbenzoic acid, could efficiently coupl
Preparation method of etoposide, teniposide and analogs of etoposide and teniposide
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Paragraph 0100; 0101; 0102, (2017/01/02)
The invention discloses a preparation method of etoposide, teniposide and analogs of etoposide and teniposide. The preparation method includes the following steps of 1, selective protection of 4'domethylpodophyllotoxin4'hydroxy; 2, introduction of 4 hydroxy hydroxyl; 3, removal of a protecting group. The method is mild in reaction condition and environmentally friendly, and the yield and purity of the products are high.
Synthesis and cytotoxic activity on human cancer cells of carbamate derivatives of 4β-(1,2,3-triazol-1-yl)podophyllotoxin
Liu, Jian-Fei,Sang, Chun-Yan,Xu, Xiao-Hui,Zhang, Lin-Lin,Yang, Xuan,Hui, Lin,Zhang, Jin-Bang,Chen, Shi-Wu
, p. 621 - 628 (2013/07/27)
Carbamate derivatives of 4β-(1,2,3-triazol-1-yl)podophyllotoxin were synthesized by means of click chemistry, and their cytotoxicities against human cancer cell lines HL-60, A-549, HeLa, and HCT-8 were evaluated. Some compounds were more potent than the anticancer drug etoposide. 4′-O-Demethyl- 4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-deoxypodophyllotoxin cyclopentyl carbamate, the most potent compound, induced cell cycle arrest in the G2/M phase accompanied by apoptosis in A-549 cells. Furthermore, this compound inhibited the formation of microtubules in A-549 cells and caused the inhibition of DNA topoisomerase-II.
Synthesis and evaluation of the apoptosis inducing and CT DNA interaction properties of a series of 4β-carbamoyl 4′-O- demethylepipodophyllotoxins
Sang, Chun-Yan,Liu, Jian-Fei,Qin, Wen-Wen,Zhao, Jie,Hui, Lin,Jin, Yong-Xin,Chen, Shi-Wu
, p. 59 - 67 (2013/11/06)
A series of carbamate derivatives of 4′-demethylepipodophyllotoxin have been synthesized, and their cytotoxicities against several human cancer cell lines, including HeLa, A549, HCT-8, and HL-60 cells, evaluated. Some of these compounds exhibited higher levels of cytotoxicity than the anticancer drug etoposide. 4β-4′-Demethylepipodophyllotoxin 1-(4-nitrophenyl) piperazinyl carbamate (19) was found to be the most potent compound of those synthesized in the current study, and induced cell cycle arrest in the G2/M phase in HeLa cells, which was accompanied by apoptosis. Furthermore, this compound activated the expression of Bax, p53 and caspase-3 in HeLa cells, leading to changes in the conformation of calf thymus DNA from the B-form to a more compact C-form.
Anti-AIDS agents. Part 61: Anti-HIV activity of new podophyllotoxin derivatives
Zhu, Xiao-Kang,Guan, Jian,Xiao, Zhiyan,Cosentino, L. Mark,Lee, Kuo-Hsiung
, p. 4267 - 4273 (2007/10/03)
A series of novel podophyllotoxin derivatives containing structural modifications at C-4 (7-14), C-4′ (16-17), and the methylenedioxy A-ring (23-28) was synthesized and tested for inhibition of HIV replication. Four of these compounds (25-28) were previou
Synthesis and antitumor activity of new glycosides of epipodophyllotoxin, analogues of etoposide, and NK 611
Daley, Laurent,Guminski, Yves,Demerseman, Pierre,Kruczynski, Anna,Etiévant, Chantal,Imbert, Thierry,Hill, Bridget T.,Monneret, Claude
, p. 4475 - 4485 (2007/10/03)
A series of 3-amino- and 3-alkylamino-2-deoxy-β-D-ribo- and β-D- arabino-glycosides of 4'-demethylepipodophyllotoxin have been synthesized by means of an improved trimethylsilyl-iodide procedure for the podophyllotoxin- 4'-demethylepipodophyllotoxin conversion, an efficient and high yielding synthesis of silyl glycoside donors of 3-azido-2,3-dideoxy-β-D-ribo-and β- D-arabino-hexopyranosides and stereoselective glycosylations. In vitro evaluation of cytotoxic effects against murine L1210 leukemia critically demonstrates the essential role played by a 4,6-acetal for biological activity. Among the most cytotoxic compounds, 3-amino-2,3-dideoxy-and 3-N,N- (dimethylamino)-2,3-dideoxy etoposide analogues, 17 and 27-29 are at least as potent as etoposide on the in vivo P388 (iv/ip) murine leukemia models. However, surprisingly enough, none of these compounds inhibits the human DNA topoisomerases I or II or binds to tubulin to prevent its polymerization and microtubule assembly. Therefore, their mechanism of action remains to be cleared up.
Novel D-ring analogues of podophyllotoxin as potent anti-cancer agents
Subrahmanyam, Duvvuri,Renuka,Rao, C.V. Laxmana,Sagar, P. Sangeeta,Deevi, Dhanvanthri S.,Babu, J. Moses,Vyas
, p. 1391 - 1396 (2007/10/03)
Several D-ring modified analogues of podophyllotoxin were prepared viz semi-synthesis starting from naturally occuring podophyllotoxin and determined their in vitro anti-cancer activity. Most of the analogues have shown good activity towards human cancer cell lines.
Stereo and chemoselective enzymatic reduction of azido functionality: Synthesis of 4-β-Aminopodophyllotoxin congeners by Baker's yeast
Kamal, Ahmed,Laxminarayana,Gayatri, N. Lakshmi
, p. 6871 - 6874 (2007/10/03)
4β-Aminopodophyllotoxin congeners have been synthesized by the stereoselective biocatalytic reduction of the 4-azidopodophyllotoxins employing baker's yeast in excellent yields under mild conditions.