Synthesis, structure, biochemical, and docking studies of a new dinitrosyl iron complex [Fe2(μ-SC4H3SCH2)2(NO)4]

被引：4

作者：

Davidovich, P. B. ^{[1
]}

Fischer, A. I. ^{[1
]}

Korchagin, D. V. ^{[2
]}

Panchuk, V. V. ^{[3
]}

Shchukarev, A. V. ^{[4
]}

Garabadzhiu, A. V. ^{[1
]}

Belyaev, A. N. ^{[1
]}

机构：

[1] St Petersburg State Technol Inst, St Petersburg 190013, Russia

[2] Russian Acad Sci, Inst Problems Chem Phys, Chernogolovka 142432, Moscow Region, Russia

[3] St Petersburg State Univ, St Petersburg 198504, Russia

[4] Umea Univ, SE-90187 Umea, Sweden

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2015年 / 1092卷

关键词：

Dinitrosyl iron complex; X-ray; DFT; NO donors; Caspase-3; inhibition; Docking; NITRIC-OXIDE; RED SALT; NITROSYL COMPLEXES; CRYSTAL; LIGAND; BONDS; SITE;

D O I：

10.1016/j.molstruc.2015.03.025

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new dinitrosyl iron complex of binuclear structure [Fe-2(mu-S-2-methylthiophene)(2)(NO)(4)] was first synthesized and structurally characterized by XRD and theoretical methods. Using caspase-3 as an example it was shown that [Fe-2(mu-S-2-methylthiophene)(2)(NO)(4)] and its analog [Fe-2(mu-S-2-methylfurane)(2)(NO)(4)] can inhibit the action of active site cysteine proteins; the difference in inhibitory activity was explained by molecular docking studies. Biochemical and in silico studies give grounds that the biological activity of dinitrosyl iron complexes is a mu-SR bridging ligand structure function. Thus the rational design strategy of [Fe-2(mu-SR)(2)(NO)(4)] complexes can be applied to make NO prodrugs with high affinity to therapeutically significant targets involved in cancer and inflammation. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：137 / 142

页数：6

共 40 条

[31] Influence of aromatic ligand on the redox activity of neutral binuclear tetranitrosyl iron complexes [Fe2(μ-SR)2(NO)4]: experiments and quantum-chemical modeling [J].

Sanina, N. A. ;

Krivenko, A. G. ;

Manzhos, R. A. ;

Emel'yanova, N. S. ;

Kozub, G. I. ;

Korchagin, D. V. ;

Shilov, G. V. ;

Kondrat'eva, T. A. ;

Ovanesyan, N. S. ;

Aldoshin, S. M. .

NEW JOURNAL OF CHEMISTRY, 2014, 38 (01) :292-301

[32] Structure and properties of iron nitrosyl complexes with functionalized sulfur-containing ligands [J].

Sanina, N. A. ;

Aldoshin, S. M. .

RUSSIAN CHEMICAL BULLETIN, 2011, 60 (07) :1223-1251

[33] Influence of the cation on the properties of binuclear iron nitrosyl complexes.: Synthesis and crystal structure of [Pr4nN]2[Fe2S2(NO)4] [J].

Sanina, NA ;

Filipenko, OS ;

Aldoshin, SM ;

Ovanesyan, NS .

RUSSIAN CHEMICAL BULLETIN, 2000, 49 (06) :1109-1112

[34] A common allosteric site and mechanism in caspases [J].

Scheer, Justin M. ;

Romanowski, Michael J. ;

Wells, James A. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (20) :7595-7600

[35] THE BRIDGING SULFIDE ANION REACTIVITY OF ROUSSIN RED SALT [J].

SEYFERTH, D ;

GALLAGHER, MK ;

COWIE, M .

ORGANOMETALLICS, 1986, 5 (03) :539-548

[36] Site-directed delivery of nitric oxide to cancers [J].

Sharma, Kavita ;

Chakrapani, Harinath .

NITRIC OXIDE-BIOLOGY AND CHEMISTRY, 2014, 43 :8-16

[37]

Song CW, 2006, CANC DRUG DISC DEV, P21, DOI 10.1007/978-1-59745-035-5_2

[38] TSAR, a new graph-theoretical approach to computational modeling of protein side-chain flexibility: Modeling of ionization properties of proteins [J].

Stroganov, Oleg V. ;

Novikov, Fedor N. ;

Zeifman, Alexey A. ;

Stroylov, Viktor S. ;

Chilov, Ghermes G. .

PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS, 2011, 79 (09) :2693-2710

[39] Dinitrosyl iron complexes with thiolate ligands: Physico-chemistry, biochemistry and physiology [J].

Vanin, Anatoly F. .

NITRIC OXIDE-BIOLOGY AND CHEMISTRY, 2009, 21 (01) :1-13

[40] Single- and two-photon properties of a dye-derivatized Roussin's red salt ester (Fe2(μ-RS)2(NO)4) with a large TPA cross section [J].

Wecksler, Stephen R. ;

Mikhailovsky, Alexander ;

Korystov, Dmitry ;

Buller, Fabian ;

Kannan, Ramamurthi ;

Tan, Loon-Seng ;

Ford, Peter C. .

INORGANIC CHEMISTRY, 2007, 46 (02) :395-402

← 1 2 3 4 →