As potential anticancer drugs, N-Heterocyclic Carbene (NHC) complexes constitute a recent and fruitful field of research. The key point of their importance is the easy tuning and design of the ligand structure that allow the modulation of the hydro-/lipo-philicity balance, responsible for the selectivity against the target tissue. Our research group, during the last 5 years, have developed different classes of coinage metal-NHC complexes obtained from the precursors {[HB(RImH)3]Br2} (R = Benzyl, Mesityl and t-Butyl), {[H2B(BnTzH)2]Br}, {[H2B(pNO2BnTzH)2]Br}, {H2C(HTzR)2} and {H2C(HImR)2} (HTz = 1,2,4-triazole; HIm = imidazole; R = (CH2)3SO3- or (CH2)2COO-). Recently we have focused the research work on the development of new 11th group metal-NHCs complexes obtained from the water soluble ligands Him1R,3RCl (R = COOCH3, COOCH2CH3 or CON(CH2CH3)2) or the zwitterionic water soluble precursor NaHIm1R,3R (R = (CH2)3SO3-). Here we report the synthesis and the cytotoxic activity of these ligands and the related coinage metal complexes. We also present the synthesis of the novel zwitteronic symmetrical NHC ligands NaHIm1R,3R,4R’’ (R = (CH2)3SO3-, R’’ = H, CH3 or NO2), NaHBzim1R,3R (R = (CH2)3SO3-) and non-symmetrical NHC ligands NaHIm1R,3R’,4R’’ (R = (CH2)3SO3-, R’ = CH2C6H5, R’’ = H, CH3 or NO2), {[HBzim1R,3R’]Br} (R = (CH2)3SO3Na, R’ = CH2C6H5) and the SAR study of the related silver(I)-NHC complexes.

Synthesis and SAR of symmetrical and non-symmetrical 11th group-NHC complexes

MARINELLI, MARIKA;PELLEI, Maura;GIOIA LOBBIA, Giancarlo;TRASATTI, Andrea;SANTINI, Carlo
2013-01-01

Abstract

As potential anticancer drugs, N-Heterocyclic Carbene (NHC) complexes constitute a recent and fruitful field of research. The key point of their importance is the easy tuning and design of the ligand structure that allow the modulation of the hydro-/lipo-philicity balance, responsible for the selectivity against the target tissue. Our research group, during the last 5 years, have developed different classes of coinage metal-NHC complexes obtained from the precursors {[HB(RImH)3]Br2} (R = Benzyl, Mesityl and t-Butyl), {[H2B(BnTzH)2]Br}, {[H2B(pNO2BnTzH)2]Br}, {H2C(HTzR)2} and {H2C(HImR)2} (HTz = 1,2,4-triazole; HIm = imidazole; R = (CH2)3SO3- or (CH2)2COO-). Recently we have focused the research work on the development of new 11th group metal-NHCs complexes obtained from the water soluble ligands Him1R,3RCl (R = COOCH3, COOCH2CH3 or CON(CH2CH3)2) or the zwitterionic water soluble precursor NaHIm1R,3R (R = (CH2)3SO3-). Here we report the synthesis and the cytotoxic activity of these ligands and the related coinage metal complexes. We also present the synthesis of the novel zwitteronic symmetrical NHC ligands NaHIm1R,3R,4R’’ (R = (CH2)3SO3-, R’’ = H, CH3 or NO2), NaHBzim1R,3R (R = (CH2)3SO3-) and non-symmetrical NHC ligands NaHIm1R,3R’,4R’’ (R = (CH2)3SO3-, R’ = CH2C6H5, R’’ = H, CH3 or NO2), {[HBzim1R,3R’]Br} (R = (CH2)3SO3Na, R’ = CH2C6H5) and the SAR study of the related silver(I)-NHC complexes.
2013
9788867680122
275
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/315585
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact