Nitrosopurines En Route to Potently Cytotoxic Asmarines | Zendy

Wan Kanny K. | Zendy; Iwasaki Kotaro | Zendy; Umotoy Jeffrey C. | Zendy; Wolan Dennis W. | Zendy; Shenvi Ryan A. | Zendy

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Nitrosopurines En Route to Potently Cytotoxic Asmarines

Author(s) -

Wan Kanny K.,

Iwasaki Kotaro,

Umotoy Jeffrey C.,

Wolan Dennis W.,

Shenvi Ryan A.

Publication year - 2015

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201411493

Subject(s) - pharmacophore , potency , diazepine , purine , stereochemistry , chemistry , cytotoxicity , cytotoxic t cell , combinatorial chemistry , pharmacology , biochemistry , in vitro , biology , organic chemistry , ring (chemistry) , enzyme

A nitrosopurine ene reaction easily assembles the asmarine pharmacophore and transmits remote stereochemistry to the diazepine‐purine hetereocycle. This reaction generates potent cytotoxins which exceed the potency of asmarine A (1.2 μ M IC 50 ) and supersede the metabolites as useful leads for biological discovery.

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