Synthesis, characterization, in vitro antimicrobial and anticancer studies of new platinum N-heterocyclic carbene (NHC) complexes and unexpected nickel complexes

Choo, Kar Bee; Lee, Sui Mae; Lee, Wai Leng; Cheow, Yuen Lin

doi:10.1016/j.jorganchem.2019.07.019

Cited by 19 publications

(10 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…In comparison with the intensive use of Pt-NHC complexes in catalysis, their application in bioinorganic chemistry is rather scarce. Notably, several groups have recently pointed out significant cytotoxicity of Pt-NHC complexes against a variety of different cancer cell lines, including complexes with mixed NHC/amine ligands …”

Section: Introductionmentioning

confidence: 99%

Mixed Arylolefin/NHC Complexes of Platinum(II): Syntheses, Characterizations, and In Vitro Cytotoxicities

2020

View full text Add to dashboard Cite

Eight platinum(II) complexes of the formula [PtCl-(arylolefin)(NHC)] (2−9) with varying NHCs and arylolefin chelators have been prepared and analyzed by spectroscopic and spectrometric methods. The study reveals that the binding of the arylolefins is influenced by remote ring substituents and by the NHC spectator ligands. A more strongly donating NHC exhibits an increased trans influence and weakens the olefinic donor notably, which could lead to its premature dissociation. Cytotoxicity studies on four human cancer cell lines indicate that a stronger binding of the arylolefin is more beneficial. The highest cytotoxic effects (IC 50 = 0.18−0.70 μM) were observed for the complex [PtCl(Meug)(IMes)] (3), containing a more weakly donating NHC and the strongest arylolefin donor.

show abstract

Section: Introductionmentioning

confidence: 99%

Mixed Arylolefin/NHC Complexes of Platinum(II): Syntheses, Characterizations, and In Vitro Cytotoxicities

2020

View full text Add to dashboard Cite

show abstract

“…Karbenlerin biyolojik etkinlikleri sadece antimikrobiyal etkinlikle sınırlı kalmamıştır. Özellikle altın ve platin kompleksleri antitumor etkinliğiyle auronofin ve cis-platinle karşılaştırılacak kadar olumlu sonuçlar almıştır [7,8]. Başlangıçtaki önyargıların aksine, 2007'den beri Peris ve Ghosh'un kataliz çalışmalarında da Ag(I)NHC bileşikleri beklenenden daha olumlu sonuçlar vermiş, bu konudaki daha ucuz, daha kolay elde edilen ve çevreci katalizör hedefleyen çalışmalara farklı bir yön kazandırmıştır.…”

Section: şEkil 1 Nhc Tuzlarının Yaygın Türleriunclassified

Synthesis, Investigation of Structural and Spectroscopic Properties of a Novel Symmetrical Benzimidazole Salt with Phthalimid Functional Groups

Kunduracıoğlu¹

2021

Academic Platform Journal of Engineering and Science

View full text Add to dashboard Cite

Yeni bir N-Heterosiklik karben tuzu olan 1, 3-bis (N-(3-etil) fitalimid)-benzimidazol-3-yum bromür (BEFIBR) yüksek (%83) verimle sentezlenmiştir. Sentezlenen tuzun FT-IR ve 1 H ve 13 C NMR deneysel olarak ölçülmüştür. Bu ölçümlerde, karben C'u 169.35 ppm'de ve asidik karben H'i ise 9.65ppm'de gözlenmiştir. SPARTAN-14 kuantum kimya paket yazılımı kullanılarak kuantum mekaniksel hesaplamalar gerçekleştirilmiştir. Temel enerji ve spektroskopik değerlerin hesaplanmasında "Yoğunluk Fonksiyonel Kuramı" (DFT/EDF2) yöntemi ve 6-31G* temel seti kullanılmıştır. Bu hesaplamalar sonucunda bağ uzunlukları, bağ açıları FT-IR ve 1 H ve 13 C spektrumları hesaplanmıştır. Hesaplanan değerler, deneysel değerlere son derece yakındır. Ckarben 169.3ppm ve asidik H ise 9.62ppm olarak bulunmuştur. Böylece molekülün uzaysal duruşu da tahmin edilmiştir. Hesaplanan değerler ile deneysel yöntemle bulunan sonuçlar şekil ve tablolar üzerinde karşılaştırılmıştır. HOMO ve LUMO şekil ve enerji değerleri hesaplanarak tablo halinde aktarılmıştır.

show abstract

“…The development of metal–drug complexes has attracted significant attention over the past decades. Metal–drug complexes show high diversity of possible structures due to their dynamic nature, 1,2 and the wide application of coordination of metal ions to biologically active agents in many fields has inspired numerous scientific studies toward constructing drugs. 3,4 Research on metal–drug complexes mainly focuses on anticancer, antimicrobial, and antiviral activity, and altering the biological and pharmacological properties of the free drugs.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, crystal structure, the Hirshfeld surface analysis, and antimicrobial activity of a three-dimensional Cu(II) complex with N-substituted biguanide

Shi

Wang

et al. 2021

Journal of Chemical Research

View full text Add to dashboard Cite

A new antibacterial complex C4H15CuN5O7S, which is derived from the non-insulin-dependent diabetes mellitus drug metformin hydrochloride (MH) and cupric sulfate pentahydrate, is prepared and characterized. The complex shows that a three-dimensional supramolecular structure and the intermolecular interactions are analyzed by the Hirshfeld surface analysis. More importantly, compared with the MH free ligand, the present complex shows excellent antimicrobial activity, especially for Gram-negative bacteria.

show abstract

Synthesis, characterization, in vitro antimicrobial and anticancer studies of new platinum N-heterocyclic carbene (NHC) complexes and unexpected nickel complexes

Cited by 19 publications

References 59 publications

Mixed Arylolefin/NHC Complexes of Platinum(II): Syntheses, Characterizations, and In Vitro Cytotoxicities

Mixed Arylolefin/NHC Complexes of Platinum(II): Syntheses, Characterizations, and In Vitro Cytotoxicities

Synthesis, Investigation of Structural and Spectroscopic Properties of a Novel Symmetrical Benzimidazole Salt with Phthalimid Functional Groups

Synthesis, crystal structure, the Hirshfeld surface analysis, and antimicrobial activity of a three-dimensional Cu(II) complex with N-substituted biguanide

Contact Info

Product

Resources

About