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2005
Benzopyran derivatives
R 0350
The Synthesis and Biological Activity of Pyranonaphthoquinone Derivatives from
sp. and Their Related Substances. — The total synthesis of the novel
08- 142 Streptomyces
pyranonaphthoquinone (XV) is achieved through two synthetic pathways. The first one
involves an intramolecular Michael addition as a key step to construct the pyran ring
system. Alternatively, to accomplish the efficient synthesis of (XV), the pyran ring
moiety is constructed in the final stage, starting from allyl alcohol (X). Two intermediates obtained in the first route as well as quinone (XIV) and pyranonaphthoquinone
(XV) are evaluated as inhibitors of the Cdc25A phosphatase. Quinone (XIV) reveals a
stronger activity than (XV) and the other derivatives, suggesting that the pyran ring system is not necessary for inhibitory activity. — (SHIMBASHI, A.; TSUCHIYA, A.;
IMOTO, M.; NISHIYAMA*, S.; Bull. Chem. Soc. Jpn. 77 (2004) 10, 1925-1930;
Dep. Chem., Fac. Sci. Technol., Keio Univ., Kohoku, Yokohama 223, Japan; Eng.) —
H. Hoennerscheid
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