2016
DOI: 10.1016/j.ccr.2015.03.008
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New perspectives on the reactions of metal nitrosyls with thiolates as nucleophiles

Abstract: The susceptibility of the nitrosonium ligand (NO +) of metal nitrosyls to nucleophilic attack has been reviewed. The reactions of nitroprusside with thiolate (RS −) nucleophiles (H 2 S, cysteine, glutathione, N-acetylcysteine and others) have been covered, albeit the main focus is on the reactivity of ruthenium nitrosyl ammines (trans-[Ru(NH 3) 4 (L)NO + ] n+) with cysteine and glutathione. Kinetic aspects and reaction products are discussed. Nitric oxide (NO) and nitroxyl (HNO) are the primary and main nitrog… Show more

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Cited by 19 publications
(13 citation statements)
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References 127 publications
(347 reference statements)
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“…The lowest unoccupied molecular orbitals received electrons from the filled metal orbitals leading to formation of π-bond (Figure 13) [27,[32][33][34]. Therefore, there is the possibility of NO ligand present in NDMA forming complexes in Figures 14 and 15.…”
Section: π-Bond Formationmentioning
confidence: 99%
“…The lowest unoccupied molecular orbitals received electrons from the filled metal orbitals leading to formation of π-bond (Figure 13) [27,[32][33][34]. Therefore, there is the possibility of NO ligand present in NDMA forming complexes in Figures 14 and 15.…”
Section: π-Bond Formationmentioning
confidence: 99%
“…34,62 The rate of this reaction is also extremely dependent of the concentration of H 3 O + , whereas at higher pH the reaction occurs faster. Due to this, we decided to work at pH 3.5, since it would slow down the reaction and make possible to follow the products by HPLC.…”
Section: Monitoring the Reaction Of The Nitrosyl Complex With Cysteinmentioning
confidence: 99%
“…29,34 It has been reported that when solutions of {MNO} 6 complexes are made alkaline, 36,40 a product with absorption band from 300 -400 nm is observed. 31,52,53 Additionally, this transformation is fully reversible upon addition of acid.…”
Section: (Imn)] + With Concomitant Production Of Cis-[ru(no)(bpy) 2 (mentioning
confidence: 99%
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“…Owing to these facts, we decided to coordinate the niacin ( Hnic ) molecule and its isomer, isonicotinic acid ( ina , Figure B), to ruthenium nitrosyl complex (nitric oxide donor) trans -[Ru­(NO + )­(NH 3 ) 4 (L)]­(BF 4 ) 3 (L = ina or Hnic ), Figure , to evaluate the analgesic and anti-inflammatory activities of these compounds in vivo . Complexes with the formula trans -[Ru­(NO + )­(NH 3 ) 4 (L)]­(BF 4 ) 3 release NO when triggered by light or by chemical reduction (through the reaction with chemical or biological reductants, such as cysteine and NADH). Therefore, on the basis of this accumulated experimental evidence, this class of inorganic nitrosyls is considered to act as NO-donor compounds in vitro and in vivo . , Pentaammine complexes [Ru­(NH 3 ) 5 (L)]­(BF 4 ) 3 (L = ina or Hnic ) were synthesized because their structures are analogous to those of trans -[Ru­(NO + )­(NH 3 ) 4 (L)]­(BF 4 ) 3 , except for the coordinated NO; see Figure . This approach enables the comparison of the analgesic and anti-inflammatory activities of the NO-releasing complexes to those of the parent complex that does not release NO.…”
Section: Introductionmentioning
confidence: 99%