PMID: 11921401Mar 29, 2002Paper

Novel carboranes with a DNA binding unit for the treatment of cancer by boron neutron capture therapy

Chembiochem : a European Journal of Chemical Biology
L F TietzeYoshinori Yamamoto

Abstract

The synthesis and biological evaluation of two ortho-carborane derivatives which contain a 5,6,7-trimethoxyindole (TMI) unit for use in boron neutron capture therapy is described. The TMI moiety is known to be the DNA-binding part of the highly potent anticancer agent duocarmycin A. The ortho-carborane derivatives were prepared from amino alkynes which were bound to a protected TMI carboxylic acid. Addition of decaborane(14) to the alkyne triple bond with subsequent removal of the tert-butoxycarbonyl (Boc) and benzyl protecting groups gave the desired product. Boron uptake from the ortho-carborane derivatives into B-16 melanoma cells was higher and faster than that observed with L-p-boronophenylalanine (BPA), which is in use in the clinic.

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Citations

Apr 4, 2003·International Journal of Pharmaceutics·Fars AlanaziD Robert Lu
Apr 27, 2013·Future Medicinal Chemistry·Ahmed KhalilWerner Tjarks
May 26, 2009·Seminars in Radiation Oncology·Shin-ei NodaArnab Chakravarti
Mar 4, 2008·Cancer Letters·Tetsuya YamamotoAkira Matsumura
Jun 9, 2004·Chembiochem : a European Journal of Chemical Biology·Stefan RaddatzManfred Wiessler
Feb 6, 2013·Angewandte Chemie·Dipak Kumar RoySundargopal Ghosh
Aug 26, 2015·Applied Radiation and Isotopes : Including Data, Instrumentation and Methods for Use in Agriculture, Industry and Medicine·Emiko OkamotoAkira Matsumura
Feb 16, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·David EllisAlan J Welch
May 28, 2020·Cells·Takao TsurubuchiAkira Matsumura
Jun 3, 2015·Pharmaceutical Research·Micah John LudererAbdel Kareem Azab
Jun 3, 2005·Clinical Cancer Research : an Official Journal of the American Association for Cancer Research·Rolf F BarthThomas E Blue
Sep 29, 2018·Reports of Practical Oncology and Radiotherapy : Journal of Greatpoland Cancer Center in Poznań and Polish Society of Radiation Oncology·Bagher FarhoodCourtney Knaup
Dec 12, 2018·Inorganic Chemistry·Mohammad ZafarSundargopal Ghosh

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