Chem. J. Chinese Universities ›› 2015, Vol. 36 ›› Issue (5): 821.doi: 10.7503/cjcu20150015
• Articles: Inorganic Chemistry • Previous Articles Next Articles
YANG Meiling1,2, QIN Dongdong1, SONG Yumin1,*()
Received:
2015-01-07
Online:
2015-05-10
Published:
2015-04-20
Contact:
SONG Yumin
E-mail:songym@nwnu.edu.cn
CLC Number:
TrendMD:
YANG Meiling, QIN Dongdong, SONG Yumin. Syntheses and Anticoagulant Action of Rare Earth Ternary omplexes with Warfarin and Ferulic Acid†[J]. Chem. J. Chinese Universities, 2015, 36(5): 821.
Complex | Found(Calcd.)(%) | Λ/(S·cm2·mol-1) | ||
---|---|---|---|---|
C | H | RE | ||
FA-W-La | 49.96(49.66) | 5.30(5.10) | 14.93(14.15) | 29.3 |
FA-W-Ce | 46.88(46.43) | 5.53(5.02) | 15.68(14.23) | 27.4 |
FA-W-Nd | 46.01(46.44) | 5.75(5.03) | 16.04(14.58) | 19.6 |
FA-W-Eu | 49.20(49.43) | 4.11(4.53) | 17.36(15.27) | 18.4 |
Table 1 Elemental analysis and molar conductivity of the complexes
Complex | Found(Calcd.)(%) | Λ/(S·cm2·mol-1) | ||
---|---|---|---|---|
C | H | RE | ||
FA-W-La | 49.96(49.66) | 5.30(5.10) | 14.93(14.15) | 29.3 |
FA-W-Ce | 46.88(46.43) | 5.53(5.02) | 15.68(14.23) | 27.4 |
FA-W-Nd | 46.01(46.44) | 5.75(5.03) | 16.04(14.58) | 19.6 |
FA-W-Eu | 49.20(49.43) | 4.11(4.53) | 17.36(15.27) | 18.4 |
Parameter | W-FA-La | W-FA-Nd | W-FA-Ce | W-FA-Eu |
---|---|---|---|---|
β | 0.9624 | 0.9790 | 0.9644 | 0.9819 |
b1/2 | 0.1371 | 0.1025 | 0.1334 | 0.0951 |
δ | 3.9 | 2.1 | 3.6 | 1.8 |
Table 2 Caculated values of various covalency parameters of the complexes
Parameter | W-FA-La | W-FA-Nd | W-FA-Ce | W-FA-Eu |
---|---|---|---|---|
β | 0.9624 | 0.9790 | 0.9644 | 0.9819 |
b1/2 | 0.1371 | 0.1025 | 0.1334 | 0.0951 |
δ | 3.9 | 2.1 | 3.6 | 1.8 |
Compound | Concentration/(mol·L-1) | CT/min | P |
---|---|---|---|
Blank | 0 | 4 | <0.05 |
FA | 2.0×10-4 | 6 | <0.05 |
W | 2.0×10-4 | 7 | <0.05 |
W-Laa | 2.5×10-4 | 11.0 | <0.05 |
W-Nda | 2.5×10-4 | 13.0 | <0.05 |
W-Eua | 2.5×10-4 | 9.5 | <0.05 |
W-Ya | 2.5×10-4 | 8.8 | <0.05 |
FA-Ndb | 2.5×10-4 | 13.4 | <0.05 |
FA-Ceb | 2.5×10-4 | 11.3 | <0.05 |
FA-Eub | 2.5×10-4 | 11.9 | <0.05 |
W-FA-La | 2.0×10-4 | 25 | <0.05 |
W-FA-Nd | 2.0×10-4 | 44 | <0.05 |
W-FA-Ce | 2.0×10-4 | 40 | <0.05 |
W-FA-Eu | 2.0×10-4 | 42 | <0.05 |
Table 3 Coagulation time of the ligands and complexes
Compound | Concentration/(mol·L-1) | CT/min | P |
---|---|---|---|
Blank | 0 | 4 | <0.05 |
FA | 2.0×10-4 | 6 | <0.05 |
W | 2.0×10-4 | 7 | <0.05 |
W-Laa | 2.5×10-4 | 11.0 | <0.05 |
W-Nda | 2.5×10-4 | 13.0 | <0.05 |
W-Eua | 2.5×10-4 | 9.5 | <0.05 |
W-Ya | 2.5×10-4 | 8.8 | <0.05 |
FA-Ndb | 2.5×10-4 | 13.4 | <0.05 |
FA-Ceb | 2.5×10-4 | 11.3 | <0.05 |
FA-Eub | 2.5×10-4 | 11.9 | <0.05 |
W-FA-La | 2.0×10-4 | 25 | <0.05 |
W-FA-Nd | 2.0×10-4 | 44 | <0.05 |
W-FA-Ce | 2.0×10-4 | 40 | <0.05 |
W-FA-Eu | 2.0×10-4 | 42 | <0.05 |
Compound | Concentration/(mol·L-1) | CT/min | P | Compound | Concentration/(mol·L-1) | CT/min | P |
---|---|---|---|---|---|---|---|
FA | 2.0×10-5 | 4 | <0.05 | W-FA-Ce | 2.0×10-5 | 31 | <0.05 |
2.0×10-4 | 6 | <0.05 | 2.0×10-4 | 40 | <0.05 | ||
2.0×10-3 | 7 | <0.05 | 2.0×10-3 | 45 | <0.05 | ||
W | 2.0×10-5 | 6 | <0.05 | W-FA-Nd | 2.0×10-5 | 42 | <0.05 |
2.0×10-4 | 7 | <0.05 | 2.0×10-4 | 44 | <0.05 | ||
2.0×10-3 | 10 | <0.05 | 2.0×10-3 | 50 | <0.05 | ||
W-FA-La | 2.0×10-5 | 20 | <0.05 | W-FA-Eu | 2.0×10-5 | 26 | <0.05 |
2.0×10-4 | 25 | <0.05 | 2.0×10-4 | 42 | <0.05 | ||
2.0×10-3 | 29 | <0.05 | 2.0×10-3 | 50 | <0.05 |
Table 4 Coagulation time of the ligands and complexes
Compound | Concentration/(mol·L-1) | CT/min | P | Compound | Concentration/(mol·L-1) | CT/min | P |
---|---|---|---|---|---|---|---|
FA | 2.0×10-5 | 4 | <0.05 | W-FA-Ce | 2.0×10-5 | 31 | <0.05 |
2.0×10-4 | 6 | <0.05 | 2.0×10-4 | 40 | <0.05 | ||
2.0×10-3 | 7 | <0.05 | 2.0×10-3 | 45 | <0.05 | ||
W | 2.0×10-5 | 6 | <0.05 | W-FA-Nd | 2.0×10-5 | 42 | <0.05 |
2.0×10-4 | 7 | <0.05 | 2.0×10-4 | 44 | <0.05 | ||
2.0×10-3 | 10 | <0.05 | 2.0×10-3 | 50 | <0.05 | ||
W-FA-La | 2.0×10-5 | 20 | <0.05 | W-FA-Eu | 2.0×10-5 | 26 | <0.05 |
2.0×10-4 | 25 | <0.05 | 2.0×10-4 | 42 | <0.05 | ||
2.0×10-3 | 29 | <0.05 | 2.0×10-3 | 50 | <0.05 |
Compound | RT/min | P | Compound | RT/min | P |
---|---|---|---|---|---|
Blank | 2 | <0.05 | FA-Ndb | 11 | <0.05 |
FA | 4 | <0.05 | FA-Ceb | 10 | <0.05 |
W | 5 | <0.05 | FA-Eub | 9 | <0.05 |
W-Laa | 7 | <0.05 | W-FA-La | 10 | <0.05 |
W-Nda | 10 | <0.05 | W-FA-Nd | 19 | <0.05 |
W-Eua | 9 | <0.05 | W-FA-Ce | 18 | <0.05 |
W-Ya | 6 | <0.05 | W-FA-Eu | 15 | <0.05 |
Table 5 Recalcification time of the ligands and complexes
Compound | RT/min | P | Compound | RT/min | P |
---|---|---|---|---|---|
Blank | 2 | <0.05 | FA-Ndb | 11 | <0.05 |
FA | 4 | <0.05 | FA-Ceb | 10 | <0.05 |
W | 5 | <0.05 | FA-Eub | 9 | <0.05 |
W-Laa | 7 | <0.05 | W-FA-La | 10 | <0.05 |
W-Nda | 10 | <0.05 | W-FA-Nd | 19 | <0.05 |
W-Eua | 9 | <0.05 | W-FA-Ce | 18 | <0.05 |
W-Ya | 6 | <0.05 | W-FA-Eu | 15 | <0.05 |
Compound | c/(mol·L-1) | APTT/s | PT/s | P | Compound | c/(mol·L-1) | APTT/s | PT/s | P |
---|---|---|---|---|---|---|---|---|---|
Blank | 0 | 27.50 | 12.40 | <0.05 | W-Eub | 2.0×10-4 | 38.20 | 13.10 | <0.05 |
FA | 2.0×10-4 | 34.00 | 13.00 | <0.05 | W-Yb | 2.0×10-4 | 37.30 | 13.10 | <0.05 |
W | 2.0×10-4 | 32.70 | 12.30 | <0.05 | W-FA-La | 2.0×10-4 | 45.50 | 13.60 | <0.05 |
FA-Nda | 2.0×10-4 | 44.20 | 13.40 | <0.05 | W-FA-Nd | 2.0×10-4 | 48.50 | 14.00 | <0.05 |
FA-Cea | 2.0×10-4 | 42.20 | 13.10 | <0.05 | W-FA-Ce | 2.0×10-4 | 43.60 | 12.70 | <0.05 |
FA-Eua | 2.0×10-4 | 43.30 | 13.40 | <0.05 | W-FA-Eu | 2.0×10-4 | 48.20 | 13.90 | <0.05 |
W-Lab | 2.0×10-4 | 36.70 | 12.50 | <0.05 | Reference | 25—37 | 10—13 | <0.05 | |
W-Ndb | 2.0×10-4 | 39.50 | 13.30 | <0.05 | valuec |
Table 6 Coagulant activity of the ligands and complexes
Compound | c/(mol·L-1) | APTT/s | PT/s | P | Compound | c/(mol·L-1) | APTT/s | PT/s | P |
---|---|---|---|---|---|---|---|---|---|
Blank | 0 | 27.50 | 12.40 | <0.05 | W-Eub | 2.0×10-4 | 38.20 | 13.10 | <0.05 |
FA | 2.0×10-4 | 34.00 | 13.00 | <0.05 | W-Yb | 2.0×10-4 | 37.30 | 13.10 | <0.05 |
W | 2.0×10-4 | 32.70 | 12.30 | <0.05 | W-FA-La | 2.0×10-4 | 45.50 | 13.60 | <0.05 |
FA-Nda | 2.0×10-4 | 44.20 | 13.40 | <0.05 | W-FA-Nd | 2.0×10-4 | 48.50 | 14.00 | <0.05 |
FA-Cea | 2.0×10-4 | 42.20 | 13.10 | <0.05 | W-FA-Ce | 2.0×10-4 | 43.60 | 12.70 | <0.05 |
FA-Eua | 2.0×10-4 | 43.30 | 13.40 | <0.05 | W-FA-Eu | 2.0×10-4 | 48.20 | 13.90 | <0.05 |
W-Lab | 2.0×10-4 | 36.70 | 12.50 | <0.05 | Reference | 25—37 | 10—13 | <0.05 | |
W-Ndb | 2.0×10-4 | 39.50 | 13.30 | <0.05 | valuec |
Compound | c/(mol·L-1) | APTT/s | PT/s | P | Compound | c/(mol·L-1) | APTT/s | PT/s | P |
---|---|---|---|---|---|---|---|---|---|
Blank | 0 | 27.50 | 12.40 | <0.05 | W-FA-Nd | 2.0×10-3 | 48.90 | 14.10 | <0.05 |
FA | 2.0×10-3 | 34.20 | 13.10 | <0.05 | 2.0×10-4 | 48.50 | 14.00 | <0.05 | |
2.0×10-4 | 34.00 | 13.00 | <0.05 | 2.0×10-5 | 39.90 | 13.20 | <0.05 | ||
2.0×10-5 | 33.60 | 12.70 | <0.05 | W-FA-Ce | 2.0×10-3 | 43.80 | 12.80 | <0.05 | |
W | 2.0×10-3 | 32.80 | 12.50 | <0.05 | 2.0×10-4 | 43.60 | 12.70 | <0.05 | |
2.0×10-4 | 32.70 | 12.30 | <0.05 | 2.0×10-5 | 40.00 | 12.00 | <0.05 | ||
2.0×10-5 | 32.10 | 11.90 | <0.05 | W-FA-Eu | 2.0×10-3 | 48.50 | 13.90 | <0.05 | |
W-FA-La | 2.0×10-3 | 45.80 | 13.70 | <0.05 | 2.0×10-4 | 48.20 | 13.80 | <0.05 | |
2.0×10-4 | 45.50 | 13.60 | <0.05 | 2.0×10-5 | 47.80 | 13.10 | <0.05 | ||
2.0×10-5 | 0.25 | 45.00 | 13.10 | <0.05 |
Table 7 Coagulant activity of the ligands and complexes with different concentrations
Compound | c/(mol·L-1) | APTT/s | PT/s | P | Compound | c/(mol·L-1) | APTT/s | PT/s | P |
---|---|---|---|---|---|---|---|---|---|
Blank | 0 | 27.50 | 12.40 | <0.05 | W-FA-Nd | 2.0×10-3 | 48.90 | 14.10 | <0.05 |
FA | 2.0×10-3 | 34.20 | 13.10 | <0.05 | 2.0×10-4 | 48.50 | 14.00 | <0.05 | |
2.0×10-4 | 34.00 | 13.00 | <0.05 | 2.0×10-5 | 39.90 | 13.20 | <0.05 | ||
2.0×10-5 | 33.60 | 12.70 | <0.05 | W-FA-Ce | 2.0×10-3 | 43.80 | 12.80 | <0.05 | |
W | 2.0×10-3 | 32.80 | 12.50 | <0.05 | 2.0×10-4 | 43.60 | 12.70 | <0.05 | |
2.0×10-4 | 32.70 | 12.30 | <0.05 | 2.0×10-5 | 40.00 | 12.00 | <0.05 | ||
2.0×10-5 | 32.10 | 11.90 | <0.05 | W-FA-Eu | 2.0×10-3 | 48.50 | 13.90 | <0.05 | |
W-FA-La | 2.0×10-3 | 45.80 | 13.70 | <0.05 | 2.0×10-4 | 48.20 | 13.80 | <0.05 | |
2.0×10-4 | 45.50 | 13.60 | <0.05 | 2.0×10-5 | 47.80 | 13.10 | <0.05 | ||
2.0×10-5 | 0.25 | 45.00 | 13.10 | <0.05 |
Compound | IC50/(mol·L-1) | Compound | IC50/(mol·L-1) | ||||
---|---|---|---|---|---|---|---|
HepG2 | A549 | HeLa | HepG2 | A549 | HeLa | ||
W | La(NO3)3 | ||||||
FA | W-FA-La | 10-5 | ≥10-5 | ≥10-5 | |||
Nd(NO3)3 | 10-3 | Ce(NO3)3 | |||||
W-FA-Nd | ≥10-4 | 10-4 | ≥10-4 | W-FA-Ce | 10-4 | 10-5 | 10-5 |
Eu(NO3)3 | cis-PtCl2(NH3)2 | ||||||
W-FA-Eu | ≥10-4 | ≥10-5 | ≥10-5 |
Table 8 IC50 values of the ligands and complexes on different tumor cells
Compound | IC50/(mol·L-1) | Compound | IC50/(mol·L-1) | ||||
---|---|---|---|---|---|---|---|
HepG2 | A549 | HeLa | HepG2 | A549 | HeLa | ||
W | La(NO3)3 | ||||||
FA | W-FA-La | 10-5 | ≥10-5 | ≥10-5 | |||
Nd(NO3)3 | 10-3 | Ce(NO3)3 | |||||
W-FA-Nd | ≥10-4 | 10-4 | ≥10-4 | W-FA-Ce | 10-4 | 10-5 | 10-5 |
Eu(NO3)3 | cis-PtCl2(NH3)2 | ||||||
W-FA-Eu | ≥10-4 | ≥10-5 | ≥10-5 |
Fig.6 Fluorescence spectra of HSA with W-FA-La(A), W-FA-Ce(B), W-FA-Nd(C) and -FA-Eu(D) cHSA=1.0×10-5 mol/L, ccomplex/(μmol·L-1) from a to i: 0, 20, 40, 60, 80, 100, 120, 140, 160.
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