746639-24-7Relevant articles and documents
Synthesis and biological evaluation of prodrugs for nitroreductase based 4-β-amino-4′-Demethylepipodophyllotoxin as potential anticancer agents
Deng, Wei,He, Dian,Wu, Zheng-Rong
, (2022/01/31)
A series of prodrugs for nitroreductase (NTR) based 4-β-amino-4′- Demethylepipodophyllotoxin as potential anticancer agents were synthesized, and their antiproliferative activities in vitro showed compounds 2b (IC50 = 0.77, 0.83 and 1.19 μM) an
Polyfluoroglycoside Synthesis via Simple Alkylation of an Anomeric Hydroxyl Group: Access to Fluoroetoposide Analogues
Tremblay, Thomas,St-Gelais, Jacob,Houde, Maxime,Giguere, Denis
, p. 4812 - 4824 (2021/04/02)
In this work, we have developed a new approach for the synthesis of fluoroglycoside analogues. This strategy used a simple alkylation protocol and allowed the installation of a simple aglyconic alkane with the β configuration. Moreover, the glycosylation of fluorinated glucoside analogues with 4′-demethylepipodophyllotoxin furnished novel fluoroetoposide analogues. In these cases, the α anomers were formed as major products with an S configuration at the C-4 of the aglycone.
Synthesis and biological evaluation of 4β-(thiazol-2-yl)amino-4′-O-demethyl-4-deoxypodophyllotoxins as topoisomerase-II inhibitors
Sang, Chun-Yan,Tian, Heng-Zhi,Chen, Yue,Liu, Jian-Fei,Chen, Shi-Wu,Hui, Ling
supporting information, p. 71 - 76 (2017/12/28)
A series of 4β-(thiazol-2-yl)amino-4′-O-demethyl-4-deoxypodophyllotoxins were synthesized, and their cytotoxicities were evaluated against four human cancer cell lines (A549, HepG2, HeLa, and LOVO cells) and normal human diploid fibroblast line WI-38. Som
4 beta-amino substituted podophyllotoxin derivative and preparation method and application thereof
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Paragraph 0172-0176, (2018/07/30)
The invention discloses a 4 beta-amino substituted podophyllotoxin derivative and a preparation method and application thereof. Heteroaromatic compounds such as anthraquinone, quinazoline, quinoline,indole and pyrimidine are introduced into the fourth site of podophyllotoxin or 4'-demethyl podophyllotoxin C-ring as substituent groups respectively so as to obtain the podophyllotoxin derivative shown as a formula (V). In vitro tumor cell activity inhibition experiments indicate that the anti-tumor activity of most compounds shown as the formula (V) is obviously improved compared with the anti-tumor activity of the antineoplastic activity patent medicine ''etoposide''.
Synthesis and Biological evaluation of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins as anticancer compounds
Hyder, Irfan,Yedlapudi, Deepthi,Kalivendi, Shasi V.,Khazir, Jabeena,Ismail, Tabasum,Nalla, Naresh,Miryala, Sreekanth,Sampath Kumar, Halmuthur M.
supporting information, p. 2860 - 2863 (2015/06/08)
A series of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxin derivatives were synthesized by employing azide-nitrile click chemistry approach. All the derivatives were evaluated for their cytotoxicity against a panel of four human cancer cell lines and their IC50 values were found to be in the range of 2.4-29.06 μM. The cytotoxicity exhibited by the majority of test compounds were found to comparable and often more effective than doxorubicin and all compounds exhibited higher cytotoxicity on A-549 cell lines. Cell cycle analysis showed that the novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins resulted in cell cycle arrest at G2/M phase and were also found to be the potent inhibitors of tubulin polymerization in vitro.
Design, synthesis and biological evaluation of novel podophyllotoxin derivatives bearing 4β-disulfide/trisulfide bond as cytotoxic agents
Zhu, Shi-Jun,Ying, Hua-Zhou,Wu, Yan,Qiu, Ni,Liu, Tao,Yang, Bo,Dong, Xiao-Wu,Hu, Yong-Zhou
, p. 103172 - 103183 (2015/12/23)
A novel series of C-4β-disulfide/trisulfide-containing podophyllotoxin derivatives were designed, synthesized, and biologically evaluated for their cytotoxic activities against human cancer cell lines, including KB (Mouth Epidermal Carcinoma Cells) and KB/VCR (Vincristine-resistant Mouth Epidermal Carcinoma Cells). Most of these compounds exhibited promising moderate to good cytotoxic activities. In particular, some of them displayed even superior activities to that of etoposide, especially for KB/VCR cell lines, indicating that introduction of the disulfide/trisulfide moiety would be beneficial for overcoming the multi-drug resistant limitation of etoposide. Moreover, the metabolic evaluation of the most promising compound was further performed to reveal that disulfide bond can be stable in human plasma over 8 hours, indicating good potential of these compounds for in vivo anti-cancer activities.
Synthesis and evaluation of ether-linked demethylepipodophyllotoxin dimers
Dunlap, Norma,Salyard, Tracy L.J.,Pathiranage, Anuradha Liyana,Stubblefield, Jeannie,Pitts, Steven L.,Ashley, Rachel E.,Osheroff, Neil
supporting information, p. 5627 - 5629 (2015/02/19)
A series of novel ether-linked dimers of demethylepipodophyllotoxin are topoisomerase II poisons that exhibit higher levels of double-stranded versus single-stranded DNA cleavage than their corresponding monomers. The dimers also have higher levels of tum
An efficient one-pot synthesis of benzothiazolo-4β-anilino- podophyllotoxin congeners: DNA topoisomerase-II inhibition and anticancer activity
Kamal, Ahmed,Kumar, B. Ashwini,Suresh, Paidakula,Shankaraiah, Nagula,Kumar, M. Shiva
scheme or table, p. 350 - 353 (2011/02/27)
An efficient one-pot iodination methodology for the synthesis of benzothiazolo-4β-anilino-podophyllotoxin (5a-h) and benzothiazolo-4β- anilino-4-O-demethylepipodophyllotoxin (6a-h) congeners has been successfully developed by using zirconium tetrachloride
NOVEL 4BETA-AMINO PODOPHYLLOTOXIN CONGENERS AS ANTI TUMOUR ANTIBIOTICS A PROCESS FOR THE PREPARATION THEREOF
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Page/Page column 6, (2011/09/20)
The present invention provides novel β-amino podophyllotoxin congeners of general formula (A); R═CH3, or H; R1=(a) or (b) or (c) or (d) or (e) or (f). The present invention also provides a process for the preparation of 4β-amino podo
Synthesis of 4β-N-polyaromatic substituted podophyllotoxins: DNA topoisomerase inhibition, anticancer and apoptosis-inducing activities
Kamal, Ahmed,Kumar, B. Ashwini,Suresh, Paidakula,Agrawal, Satyam Kumar,Chashoo, Gousia,Singh, Shashank K.,Saxena
experimental part, p. 8493 - 8500 (2011/02/24)
A new class of 4β-N-polyaromatic substituted podophyllotoxin congeners have been synthesized and evaluated for their DNA topoisomerase-II (topo-II) inhibition as well as anticancer potential in some human cancer cell lines. The ease of synthesis and inter
