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

11 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

Access to Document

10.1002/ejoc.201100133

Cite this

@article{05f725d5e3934467a2caeff8bcaa6e8d,

title = "One-pot synthesis of novel antiproliferative 9-aminoacridines",

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.",

keywords = "9-Aminoacridine, Nucleophilic substitution, Quinones, addition-elimination, anticancer, one-pot synthesis",

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

year = "2011",

month = aug,

doi = "10.1002/ejoc.201100133",

language = "אנגלית",

pages = "4176--4182",

number = "22",

}

TY - JOUR

T1 - One-pot synthesis of novel antiproliferative 9-aminoacridines

AU - Gellerman, Gary

AU - Waintraub, Sagiv

AU - Albeck, Amnon

AU - Gaisin, Vladimir

PY - 2011/8

Y1 - 2011/8

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

UR - https://www.scopus.com/pages/publications/79960566363

U2 - 10.1002/ejoc.201100133

DO - 10.1002/ejoc.201100133

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:79960566363

SN - 1434-193X

SP - 4176

EP - 4182

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 22

ER -

One-pot synthesis of novel antiproliferative 9-aminoacridines

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this