Synthesis and antiproliferating activity of iron chelators of hydroxyamino-1,3,5-triazine family

Daekyu Sun; Galina Melman; Nickolas J. LeTourneau; Allison M. Hays; Artem Melman

doi:10.1016/j.bmcl.2009.11.130

Synthesis and antiproliferating activity of iron chelators of hydroxyamino-1,3,5-triazine family

Daekyu Sun, Galina Melman, Nickolas J. LeTourneau, Allison M. Hays, Artem Melman

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

16 Scopus citations

Abstract

We synthesized and evaluated new specific tridentate iron(III) chelators of 2,6-bis[hydroxyamino]-1,3,5-triazine (BHT) family for use in iron deprivation cancer therapy. Physical properties of BHT chelators are easily customizable allowing easy penetration through cellular membranes. Antiproliferative activity of new BHT chelators was studied on MDA-MB-231 and MiaPaCa cells and compared to a clinically available new oral iron chelator, deferasirox (DFX). The antiproliferative activity of new chelators was found to correlate with iron(III) chelation ability and some of analogs showed substantially higher antiproliferative activity than DFX.

Original language	English (US)
Pages (from-to)	458-460
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	2
DOIs	https://doi.org/10.1016/j.bmcl.2009.11.130
State	Published - Jan 15 2010

Keywords

Antiproliferative
Cancer
Chelation
Cytotoxic
DFO
DFX
Hydroxamate
Hydroxylamine
Iron
Triazine

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2009.11.130

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title = "Synthesis and antiproliferating activity of iron chelators of hydroxyamino-1,3,5-triazine family",

abstract = "We synthesized and evaluated new specific tridentate iron(III) chelators of 2,6-bis[hydroxyamino]-1,3,5-triazine (BHT) family for use in iron deprivation cancer therapy. Physical properties of BHT chelators are easily customizable allowing easy penetration through cellular membranes. Antiproliferative activity of new BHT chelators was studied on MDA-MB-231 and MiaPaCa cells and compared to a clinically available new oral iron chelator, deferasirox (DFX). The antiproliferative activity of new chelators was found to correlate with iron(III) chelation ability and some of analogs showed substantially higher antiproliferative activity than DFX.",

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AU - Sun, Daekyu

AU - Melman, Galina

AU - LeTourneau, Nickolas J.

AU - Hays, Allison M.

AU - Melman, Artem

PY - 2010/1/15

Y1 - 2010/1/15

N2 - We synthesized and evaluated new specific tridentate iron(III) chelators of 2,6-bis[hydroxyamino]-1,3,5-triazine (BHT) family for use in iron deprivation cancer therapy. Physical properties of BHT chelators are easily customizable allowing easy penetration through cellular membranes. Antiproliferative activity of new BHT chelators was studied on MDA-MB-231 and MiaPaCa cells and compared to a clinically available new oral iron chelator, deferasirox (DFX). The antiproliferative activity of new chelators was found to correlate with iron(III) chelation ability and some of analogs showed substantially higher antiproliferative activity than DFX.

AB - We synthesized and evaluated new specific tridentate iron(III) chelators of 2,6-bis[hydroxyamino]-1,3,5-triazine (BHT) family for use in iron deprivation cancer therapy. Physical properties of BHT chelators are easily customizable allowing easy penetration through cellular membranes. Antiproliferative activity of new BHT chelators was studied on MDA-MB-231 and MiaPaCa cells and compared to a clinically available new oral iron chelator, deferasirox (DFX). The antiproliferative activity of new chelators was found to correlate with iron(III) chelation ability and some of analogs showed substantially higher antiproliferative activity than DFX.

KW - Antiproliferative

KW - Cancer

KW - Chelation

KW - Cytotoxic

KW - DFO

KW - DFX

KW - Hydroxamate

KW - Hydroxylamine

KW - Iron

KW - Triazine

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Synthesis and antiproliferating activity of iron chelators of hydroxyamino-1,3,5-triazine family

Abstract

Keywords

ASJC Scopus subject areas

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