Design, synthesis and evaluation of a new Mn – Contrast agent for MR imaging of myocardium based on the DTPA-phenylpentadecanoic acid complex

Maxim L. Belyanin, Elena V. Stepanova, Rashid R. Valiev, Victor D. Filimonov, Vladimir Y. Usov, Oleg Y. Borodin, Hans Ågren

Research output: Contribution to journal › Article

4 Citations (Scopus)

Abstract

In the present paper we describe the first synthesis and evaluation of a novel Mn (II) complex (DTPA-PPDA Mn (II)) which contains a C-15 fatty acid moiety that has high affinity to the heart muscle. The complexation energy of DTPA-PPDA Mn (II) evaluated by quantum chemistry methodology indicates that it essentially exceeds the corresponding value for the known DTPA Mn (II) complex. Molecular docking revealed that the affinity of the designed complex to the heart-type transport protein H-FABP well exceeds that of lauric acid. Phantom experiments in low-field MRI the designed contrast agent provides MR imaging comparable to gadopentetic acid.

Original language	English
Pages (from-to)	111-116
Number of pages	6
Journal	Chemical Physics Letters
Volume	665
DOIs	https://doi.org/10.1016/j.cplett.2016.10.058
Publication status	Published - 16 Nov 2016

Fingerprint

Keywords

DFT
Gadolinium
Manganese
Molecular docking
MRI-contrast agent

ASJC Scopus subject areas

Physics and Astronomy(all)
Physical and Theoretical Chemistry

Cite this

Belyanin, M. L., Stepanova, E. V., Valiev, R. R., Filimonov, V. D., Usov, V. Y., Borodin, O. Y., & Ågren, H. (2016). Design, synthesis and evaluation of a new Mn – Contrast agent for MR imaging of myocardium based on the DTPA-phenylpentadecanoic acid complex. Chemical Physics Letters, 665, 111-116. https://doi.org/10.1016/j.cplett.2016.10.058

Design, synthesis and evaluation of a new Mn – Contrast agent for MR imaging of myocardium based on the DTPA-phenylpentadecanoic acid complex. / Belyanin, Maxim L.; Stepanova, Elena V.; Valiev, Rashid R.; Filimonov, Victor D.; Usov, Vladimir Y.; Borodin, Oleg Y.; Ågren, Hans.

In: Chemical Physics Letters, Vol. 665, 16.11.2016, p. 111-116.

Research output: Contribution to journal › Article

@article{f5a0f10a2a554fa78677e7dd9e28d05a,

title = "Design, synthesis and evaluation of a new Mn – Contrast agent for MR imaging of myocardium based on the DTPA-phenylpentadecanoic acid complex",

abstract = "In the present paper we describe the first synthesis and evaluation of a novel Mn (II) complex (DTPA-PPDA Mn (II)) which contains a C-15 fatty acid moiety that has high affinity to the heart muscle. The complexation energy of DTPA-PPDA Mn (II) evaluated by quantum chemistry methodology indicates that it essentially exceeds the corresponding value for the known DTPA Mn (II) complex. Molecular docking revealed that the affinity of the designed complex to the heart-type transport protein H-FABP well exceeds that of lauric acid. Phantom experiments in low-field MRI the designed contrast agent provides MR imaging comparable to gadopentetic acid.",

keywords = "DFT, Gadolinium, Manganese, Molecular docking, MRI-contrast agent",

author = "Belyanin, {Maxim L.} and Stepanova, {Elena V.} and Valiev, {Rashid R.} and Filimonov, {Victor D.} and Usov, {Vladimir Y.} and Borodin, {Oleg Y.} and Hans {\AA}gren",

year = "2016",

month = "11",

day = "16",

doi = "10.1016/j.cplett.2016.10.058",

language = "English",

volume = "665",

pages = "111--116",

journal = "Chemical Physics Letters",

issn = "0009-2614",

publisher = "Elsevier",

}

TY - JOUR

T1 - Design, synthesis and evaluation of a new Mn – Contrast agent for MR imaging of myocardium based on the DTPA-phenylpentadecanoic acid complex

AU - Belyanin, Maxim L.

AU - Stepanova, Elena V.

AU - Valiev, Rashid R.

AU - Filimonov, Victor D.

AU - Usov, Vladimir Y.

AU - Borodin, Oleg Y.

AU - Ågren, Hans

PY - 2016/11/16

Y1 - 2016/11/16

N2 - In the present paper we describe the first synthesis and evaluation of a novel Mn (II) complex (DTPA-PPDA Mn (II)) which contains a C-15 fatty acid moiety that has high affinity to the heart muscle. The complexation energy of DTPA-PPDA Mn (II) evaluated by quantum chemistry methodology indicates that it essentially exceeds the corresponding value for the known DTPA Mn (II) complex. Molecular docking revealed that the affinity of the designed complex to the heart-type transport protein H-FABP well exceeds that of lauric acid. Phantom experiments in low-field MRI the designed contrast agent provides MR imaging comparable to gadopentetic acid.

AB - In the present paper we describe the first synthesis and evaluation of a novel Mn (II) complex (DTPA-PPDA Mn (II)) which contains a C-15 fatty acid moiety that has high affinity to the heart muscle. The complexation energy of DTPA-PPDA Mn (II) evaluated by quantum chemistry methodology indicates that it essentially exceeds the corresponding value for the known DTPA Mn (II) complex. Molecular docking revealed that the affinity of the designed complex to the heart-type transport protein H-FABP well exceeds that of lauric acid. Phantom experiments in low-field MRI the designed contrast agent provides MR imaging comparable to gadopentetic acid.

KW - DFT

KW - Gadolinium

KW - Manganese

KW - Molecular docking

KW - MRI-contrast agent

UR - http://www.scopus.com/inward/record.url?scp=84994030726&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84994030726&partnerID=8YFLogxK

U2 - 10.1016/j.cplett.2016.10.058

DO - 10.1016/j.cplett.2016.10.058

M3 - Article

AN - SCOPUS:84994030726

VL - 665

SP - 111

EP - 116

JO - Chemical Physics Letters

JF - Chemical Physics Letters

SN - 0009-2614

ER -

Access to Document

10.1016/j.cplett.2016.10.058