One-pot synthesis of novel antiproliferative 9-aminoacridines

Gary Gellerman; Sagiv Waintraub; Amnon Albeck; Vladimir Gaisin

doi:10.1002/ejoc.201100133

One-pot synthesis of novel antiproliferative 9-aminoacridines

Gary Gellerman, Sagiv Waintraub, Amnon Albeck, Vladimir Gaisin

Department of Chemical Sciences

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Highly efficient one-pot syntheses of antiproliferative 9-aminoacridine (9-AA) derivatives are described. Simple S_NAr and addition/elimination reactions, using readily accessible starting materials, give a fast entry to novel 9-(pyridylamino)acridines, 9-(pyrimidinylamino) acridines and potential "dual-function" bioreductive 9-(acridinylamino)quinone intercalators. The synthetic routes reported in this work are general and readily applicable, significantly expanding the range and scope of potential 9-AA anticancer candidates.

Original language	English
Pages (from-to)	4176-4182
Number of pages	7
Journal	European Journal of Organic Chemistry
Issue number	22
DOIs	https://doi.org/10.1002/ejoc.201100133
State	Published - Aug 2011

Keywords

9-Aminoacridine
Nucleophilic substitution
Quinones
addition-elimination
anticancer
one-pot synthesis

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10.1002/ejoc.201100133

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abstract = "Highly efficient one-pot syntheses of antiproliferative 9-aminoacridine (9-AA) derivatives are described. Simple SNAr and addition/elimination reactions, using readily accessible starting materials, give a fast entry to novel 9-(pyridylamino)acridines, 9-(pyrimidinylamino) acridines and potential {"}dual-function{"} bioreductive 9-(acridinylamino)quinone intercalators. The synthetic routes reported in this work are general and readily applicable, significantly expanding the range and scope of potential 9-AA anticancer candidates.",

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author = "Gary Gellerman and Sagiv Waintraub and Amnon Albeck and Vladimir Gaisin",

year = "2011",

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doi = "10.1002/ejoc.201100133",

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AU - Waintraub, Sagiv

AU - Albeck, Amnon

AU - Gaisin, Vladimir

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N2 - Highly efficient one-pot syntheses of antiproliferative 9-aminoacridine (9-AA) derivatives are described. Simple SNAr and addition/elimination reactions, using readily accessible starting materials, give a fast entry to novel 9-(pyridylamino)acridines, 9-(pyrimidinylamino) acridines and potential "dual-function" bioreductive 9-(acridinylamino)quinone intercalators. The synthetic routes reported in this work are general and readily applicable, significantly expanding the range and scope of potential 9-AA anticancer candidates.

AB - Highly efficient one-pot syntheses of antiproliferative 9-aminoacridine (9-AA) derivatives are described. Simple SNAr and addition/elimination reactions, using readily accessible starting materials, give a fast entry to novel 9-(pyridylamino)acridines, 9-(pyrimidinylamino) acridines and potential "dual-function" bioreductive 9-(acridinylamino)quinone intercalators. The synthetic routes reported in this work are general and readily applicable, significantly expanding the range and scope of potential 9-AA anticancer candidates.

KW - 9-Aminoacridine

KW - Nucleophilic substitution

KW - Quinones

KW - addition-elimination

KW - anticancer

KW - one-pot synthesis

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JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

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One-pot synthesis of novel antiproliferative 9-aminoacridines

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Keywords

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