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Expert Opinion on Therapeutic Patents Volume 16, 2006 - Issue 12
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Review

Anticancer activity of artemisinin-derived trioxanes

Gary H Posner Department of Chemistry, Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA; Malaria Research Institute, John Hopkins University, Baltimore, MD 21205, USA
,
John D’Angelo Department of Chemistry, Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA; Malaria Research Institute, John Hopkins University, Baltimore, MD 21205, USA
,
Paul M O’Neill Department of Chemistry, The Robert Robinson Laboratories, University of Liverpool, Liverpool L69 7ZD, UK; Department of Pharmacology and Therapeutics, Sherrington Buildings, University of Liverpool, Liverpool L69 3GE, UK
&
Amy Mercer Department of Chemistry, The Robert Robinson Laboratories, University of Liverpool, Liverpool L69 7ZD, UK; Department of Pharmacology and Therapeutics, Sherrington Buildings, University of Liverpool, Liverpool L69 3GE, UK
Pages 1665-1672 | Published online: 22 Nov 2006

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Richa Sharma, Mohit K. Tiwari, Ali Adnan Nasim, Dharmendra K. Yadav, Paolo Coghi, Vincent Kam Wai Wong & Sandeep Chaudhary. (2023) Artemisinin-inspired novel functionalized aryloxy-arylvinyl-1,2,4-trioxanes as potent anticancer agents: Design, synthesis, bioevaluation, SAR and in silico studies. Journal of Molecular Structure 1288, pages 135707.
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Xiaohua Lu & Thomas Efferth. (2021) Repurposing of artemisinin-type drugs for the treatment of acute leukemia. Seminars in Cancer Biology 68, pages 291-312.
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Shunqin Zhu, Qin Yu, Chunsong Huo, Yuanpeng Li, Linshen He, Botian Ran, Ji Chen, Yonghao Li & Wanhong Liu. (2020) Ferroptosis: A Novel Mechanism of Artemisinin and its Derivatives in Cancer Therapy. Current Medicinal Chemistry 28:2, pages 329-345.
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Bo Zhang. (2019) Artemisinin‐derived dimers as potential anticancer agents: Current developments, action mechanisms, and structure–activity relationships. Archiv der Pharmazie 353:2, pages 1900240.
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Ivan A. Yaremenko, Mikhail A. Syroeshkin, Dmitri O. Levitsky, Fabrice Fleury & Alexander O. Terent’ev. (2016) Cyclic peroxides as promising anticancer agents: in vitro cytotoxicity study of synthetic ozonides and tetraoxanes on human prostate cancer cell lines. Medicinal Chemistry Research 26:1, pages 170-179.
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Wei Chen, Guoxian Zhang, Liang Guo, Wenxi Fan, Qin Ma, Xiaodong Zhang, Runlei Du & Rihui Cao. (2016) Synthesis and biological evaluation of novel alkyl diamine linked bivalent β-carbolines as angiogenesis inhibitors. European Journal of Medicinal Chemistry 124, pages 249-261.
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Rashmi Gaur, Anup Singh Pathania, Fayaz Ahmad Malik, Rajendra Singh Bhakuni & Ram Kishor Verma. (2016) Synthesis of a series of novel dihydroartemisinin monomers and dimers containing chalcone as a linker and their anticancer activity. European Journal of Medicinal Chemistry 122, pages 232-246.
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Tony Fröhlich, Aysun Çapcı Karagöz, Christoph Reiter & Svetlana B. Tsogoeva. (2016) Artemisinin-Derived Dimers: Potent Antimalarial and Anticancer Agents. Journal of Medicinal Chemistry 59:16, pages 7360-7388.
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Ivan A Yaremenko, Vera A Vil’, Dmitry V Demchuk & Alexander O Terent’ev. (2016) Rearrangements of organic peroxides and related processes. Beilstein Journal of Organic Chemistry 12, pages 1647-1748.
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Sandeep Chaudhary, Vashundhra Sharma, Pradeep K. Jaiswal, Anil N. Gaikwad, Sudhir K. Sinha, Sunil K. Puri, Ashoke Sharon, Prakas R. Maulik & Vinita Chaturvedi. (2015) Stable Tricyclic Antitubercular Ozonides Derived from Artemisinin. Organic Letters 17:20, pages 4948-4951.
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Zhan Lu, Jonathan D. Parrish & Tehshik P. Yoon. (2014) [3+2] Photooxygenation of aryl cyclopropanes via visible light photocatalysis. Tetrahedron 70:27-28, pages 4270-4278.
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Christoph Reiter, Aysun Çapcı Karagöz, Tony Fröhlich, Volker Klein, Maen Zeino, Katrin Viertel, Jana Held, Benjamin Mordmüller, Safiye Emirdağ Öztürk, Hüseyin Anıl, Thomas Efferth & Svetlana B. Tsogoeva. (2014) Synthesis and study of cytotoxic activity of 1,2,4-trioxane- and egonol-derived hybrid molecules against Plasmodium falciparum and multidrug-resistant human leukemia cells. European Journal of Medicinal Chemistry 75, pages 403-412.
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Md. Imran Hossain, Marta Świtalska, Wei Peng, Mariko Takashima, Ning Wang, Marcel Kaiser, Joanna Wietrzyk, Shingo Dan, Takao Yamori & Tsutomu Inokuchi. (2013) Design, synthesis, and in vitro cancer cell growth inhibition evaluation and antimalarial testing of trioxanes installed in cyclic 2-enoate substructures. European Journal of Medicinal Chemistry 69, pages 294-309.
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Igor A. Parshikov, Alexander I. Netrusov & John B. Sutherland. (2012) Microbial transformation of antimalarial terpenoids. Biotechnology Advances 30:6, pages 1516-1523.
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Vishal Sharma, Vivek Gupta, Sumati Anthal, Ajit K. Saxena & Mohan Paul S. Ishar. (2012) Photochemical formation and decomposition of 8-[β-arylethenyl]-2,2,6-trimethyl-7,9,10-trioxa-tricyclo[6.2.2.01,6]dodec-11-ene to novel 6-hydroxy-1,7,7-trimethyl-2-oxa-bicyclo[4.4.0]dec-4-en-3-one in the presence of oxygen. Tetrahedron Letters 53:42, pages 5649-5651.
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Christoph Reiter, Astrid Herrmann, Aysun Çapci, Thomas Efferth & Svetlana B. Tsogoeva. (2012) New artesunic acid homodimers: Potent reversal agents of multidrug resistance in leukemia cells. Bioorganic & Medicinal Chemistry 20:18, pages 5637-5641.
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James Chadwick, Michael Jones, Amy E. Mercer, Paul A. Stocks, Stephen A. Ward, B. Kevin Park & Paul M. O’Neill. (2010) Design, synthesis and antimalarial/anticancer evaluation of spermidine linked artemisinin conjugates designed to exploit polyamine transporters in Plasmodium falciparum and HL-60 cancer cell lines. Bioorganic & Medicinal Chemistry 18:7, pages 2586-2597.
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Desmond Slade, Ahmed M. Galal, Waseem Gul, Mohamed M. Radwan, Safwat A. Ahmed, Shabana I. Khan, Babu L. Tekwani, Melissa R. Jacob, Samir A. Ross & Mahmoud A. ElSohly. (2009) Antiprotozoal, anticancer and antimicrobial activities of dihydroartemisinin acetal dimers and monomers. Bioorganic & Medicinal Chemistry 17:23, pages 7949-7957.
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