A comparative study of trans- and cis-isomers of a bone-seeking agent, DO2A2P

Guiyang Hao; Wei Liu; Gedaa Hassan; Orhan K. Öz; Zoltan Kovacs; Xiankai Sun

doi:10.1016/j.bmcl.2014.12.016

A comparative study of trans- and cis-isomers of a bone-seeking agent, DO2A2P

Guiyang Hao, Wei Liu, Gedaa Hassan, Orhan K. Öz, Zoltan Kovacs, Xiankai Sun

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

5 Scopus citations

Abstract

The macrocyclic bone-seeking agent, DO2A2P, bears a cyclen core and two pairs of peripheral phosphonate and carboxylate groups. The geometric disposition of the peripheral functionalities gives arise to a pair of geometric isomers: cis-DO2A2P and trans-DO2A2P. In order to compare the biological behavior of the isomer pair, cis-DO2A2P was synthesized. Both isomers were successfully radiolabeled with ¹⁷⁷Lu, which might potentiate their applications in both radiotherapy and imaging of bone diseases. Through a set of biological assays including the hydroxyapatite binding, in vitro stability, and in vivo distribution, we demonstrated that the geometric pair of DO2A2P had virtually identical biological properties.

Original language	English (US)
Pages (from-to)	571-574
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	25
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2014.12.016
State	Published - Feb 1 2015

Keywords

Bisphosphonate
Bone-seeking agent
Geometric isomer
Lutetium-177
Macrocyclics

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.2014.12.016

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abstract = "The macrocyclic bone-seeking agent, DO2A2P, bears a cyclen core and two pairs of peripheral phosphonate and carboxylate groups. The geometric disposition of the peripheral functionalities gives arise to a pair of geometric isomers: cis-DO2A2P and trans-DO2A2P. In order to compare the biological behavior of the isomer pair, cis-DO2A2P was synthesized. Both isomers were successfully radiolabeled with 177Lu, which might potentiate their applications in both radiotherapy and imaging of bone diseases. Through a set of biological assays including the hydroxyapatite binding, in vitro stability, and in vivo distribution, we demonstrated that the geometric pair of DO2A2P had virtually identical biological properties.",

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AU - Hao, Guiyang

AU - Liu, Wei

AU - Hassan, Gedaa

AU - Öz, Orhan K.

AU - Kovacs, Zoltan

AU - Sun, Xiankai

PY - 2015/2/1

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AB - The macrocyclic bone-seeking agent, DO2A2P, bears a cyclen core and two pairs of peripheral phosphonate and carboxylate groups. The geometric disposition of the peripheral functionalities gives arise to a pair of geometric isomers: cis-DO2A2P and trans-DO2A2P. In order to compare the biological behavior of the isomer pair, cis-DO2A2P was synthesized. Both isomers were successfully radiolabeled with 177Lu, which might potentiate their applications in both radiotherapy and imaging of bone diseases. Through a set of biological assays including the hydroxyapatite binding, in vitro stability, and in vivo distribution, we demonstrated that the geometric pair of DO2A2P had virtually identical biological properties.

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A comparative study of trans- and cis-isomers of a bone-seeking agent, DO2A2P

Abstract

Keywords

ASJC Scopus subject areas

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