Half-Sandwich Ru(II) Halogenido, Valproato and 4-Phenylbutyrato Complexes Containing 2,2′-Dipyridylamine: Synthesis, Characterization, Solution Chemistry and In Vitro Cytotoxicity
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis and General Properties
2.2. Single Crystal X-ray Analysis
2.3. 1H-NMR Studies of Solution Chemistry and Interactions with Reduced Glutathione
2.4. In Vitro Cytotoxicity
3. Materials and Methods
3.1. Materials
3.2. Syntheses
3.2.1. Synthesis of [Ru(η6-p-cym)(dpa)Cl]PF6 (1)
3.2.2. Synthesis of [Ru(η6-p-cym)(dpa)Br]PF6 (2)
3.2.3. Synthesis of [Ru(η6-p-cym)(dpa)I]PF6 (3)
3.2.4. Synthesis of [Ru(η6-p-cym)(dpa)(VP)]PF6 (4)
3.2.5. Synthesis of [Ru(η6-p-cym)(dpa)(PB)]PF6 (5)
3.3. Methods
3.4. 1H-NMR Studies of Aqueous Chemistry and Interactions with GSH
3.5. Cell Culture and In Vitro Cytotoxicity
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Complex | N2–H | C3–H | C4–H | C5–H | C6–H |
---|---|---|---|---|---|
1 | 1.21 | −0.52 | 0.34 | 0.38 | 0.34 |
2 | 1.22 | −0.54 | 0.33 | 0.36 | 0.41 |
3 | 1.24 | −0.56 | 0.31 | 0.34 | 0.50 |
4 | 1.17 | −0.51 | 0.34 | 0.39 | 0.52 |
5 | – | −0.54 | 0.32 | 0.36 | 0.56 |
Empirical Formula | C20H23F6IN3PRu |
---|---|
Formula weight | 678.35 |
Temperature (K) | 120(2) |
Wavelength (Å) | 0.71073 |
Crystal system | Triclinic, P-1 |
Unit cell dimensions | |
a (Å) | 8.708(3) |
b (Å) | 10.275(4) |
c (Å) | 13.349(5) |
α (°) | 93.15(2) |
β (°) | 105.564(15) |
γ (°) | 94.245(17) |
V (Å3) | 1143.9(8) |
Z, Dcalc (g·cm−3) | 2, 1.969 |
Absorption coefficient (mm−1) | 2.167 |
Crystal size (mm) | 0.160 × 0.100 × 0.100 |
F (000) | 660 |
θ range for data collection (°) | 2.438 to 24.999 |
Index ranges (h, k, l) | −10 ≤ h ≤ 10 |
−12 ≤ k ≤ 12 | |
−15 ≤ l ≤ 15 | |
Reflections collected | 26913 |
Independent reflections | 4035 [R(int) = 0.0393] |
Data/restraints/parameters | 4035/1/295 |
Goodness–of–fit on F2 | 1.052 |
Final R indices [I > 2σ(I)] | R1 = 0.0202, wR2 = 0.0499 |
R indices (all data) | R1 = 0.0241, wR2 = 0.0516 |
Largest peak and hole (e·Å−3) | 0.585 and −0.871 |
Parameter 2 | 1 | 3 |
---|---|---|
Ru1–X1 | 2.4148(7) | 2.7277(10) |
Ru1–N1 | 2.107(2) | 2.101(2) |
Ru1–N1A | 2.096(2) | 2.112(2) |
Ru1–Cg | 1.6817(2) | 1.6895(6) |
Ru1–C11 | 2.206(2) | 2.239(3) |
Ru1–C12 | 2.202(2) | 2.197(3) |
Ru1–C13 | 2.215(3) | 2.197(3) |
Ru1–C14 | 2.237(2) | 2.210(3) |
Ru1–C15 | 2.203(2) | 2.184(3) |
Ru1–C16 | 2.169(3) | 2.212(3) |
X1–Ru1–N1 | 87.04(7) | 87.52(6) |
X1–Ru1–N1A | 87.26(6) | 88.46(6) |
X1–Ru1–Cg | 127.32(6) | 127.54(2) |
N1–Ru1–N1A | 82.30(8) | 84.47(8) |
N1–Ru1–Cg | 128.72(6) | 127.27(6) |
N1A–Ru1–Cg | 127.32(6) | 127.59(6) |
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Štarha, P.; Trávníček, Z.; Křikavová, R.; Dvořák, Z. Half-Sandwich Ru(II) Halogenido, Valproato and 4-Phenylbutyrato Complexes Containing 2,2′-Dipyridylamine: Synthesis, Characterization, Solution Chemistry and In Vitro Cytotoxicity. Molecules 2016, 21, 1725. https://doi.org/10.3390/molecules21121725
Štarha P, Trávníček Z, Křikavová R, Dvořák Z. Half-Sandwich Ru(II) Halogenido, Valproato and 4-Phenylbutyrato Complexes Containing 2,2′-Dipyridylamine: Synthesis, Characterization, Solution Chemistry and In Vitro Cytotoxicity. Molecules. 2016; 21(12):1725. https://doi.org/10.3390/molecules21121725
Chicago/Turabian StyleŠtarha, Pavel, Zdeněk Trávníček, Radka Křikavová, and Zdeněk Dvořák. 2016. "Half-Sandwich Ru(II) Halogenido, Valproato and 4-Phenylbutyrato Complexes Containing 2,2′-Dipyridylamine: Synthesis, Characterization, Solution Chemistry and In Vitro Cytotoxicity" Molecules 21, no. 12: 1725. https://doi.org/10.3390/molecules21121725