Preparative methods have been developed for the synthesis of azidonaphthazarins. It is established that 2-hydroxy- and 2-alkoxy-6,7-dichloronaphthazarins react regiospecifically with sodium azide in MeOH to yield the corresponding 6-azido derivatives. The cytotoxic activity and contraceptive properties of the synthesized azidonaphthazarins have been investigated using the sperm and eggs of the sea urchin Strongylocentrotus intermedius.
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Notes
Structures of naphthazarin derivatives are given herein only for one of the possible tautomers if not otherwise specified.
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The work was financed partially by the Interdisciplinary Integrated Project of the Far-East, Siberian, and Urals Branches of the RAS (No. 09-II-SU-05-001) and the RAS Presidium Program “Molecular and Cellular Biology”.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 45, No. 9, pp. 8–11, September, 2011.
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Pokhilo, N.D., Kiseleva, M.I. & Anufriev, V.F. Synthesis and cytotoxic activity of azidonaphthazarins. Pharm Chem J 45, 522–525 (2011). https://doi.org/10.1007/s11094-011-0671-2
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DOI: https://doi.org/10.1007/s11094-011-0671-2