New macrocyclic Cu(II) complex with bridge terephthalate: Synthesis, spectral properties, in vitro cytotoxic and antimicrobial activity. Comparison with related complexes
Само за регистроване кориснике
2019
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
New cationic mixed-ligand tetranuclear complex [Cu-4(tpht) (tpmc)(2)](ClO4)(6)center dot 5H(2)O (tpmc = N, N', N '', N"'-tetrakis-(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane, H(2)tpht - terephthalic acid (benzene-1,4-dicarboxylic acid)) was prepared and characterized by elemental analysis (C, H, N, Cu), UV/Vis, IR, EPR (X-band) spectra, conductivity, cyclic voltammetry and magnetic measurements (SQUID). Five coordinated geometry for new Cu(II) complex is proposed. The central metal ion is coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH2)(3)-N- fragments of the cyclam ring and OCO- of the terephthalate anion. Copper (II) ions are coordinated out of cyclam rings and one OCO- group from tpht bridges two Cu(II) inside tpmc unit and two Cu(2)tpmc units are bridged by dicarboxylate tpht dianion engaging all four oxygen atoms. Weak ferromagnetic interaction between copper (II) ions in new tetranuclear complex is observed, Weiss constant theta = 0.21 K and... C = 0.398 cm(3) Kmol(-1). The new complex, related Cu(II) complexes with bridged benzene carboxylate, [Cu-2(C6H5COO)tpmc](ClO4)(3)center dot CH3OH, [Cu-2(Hpht)tpmc](ClO4)(3)center dot 3H(2)O (H(2)pht = phthalic acid), [Cu-4(ipht) (tpmc)(2)](ClO4)(6)center dot NaClO4 center dot 2CH(3)CN (H(2)ipht = isophthalic acid), solvents, starting salts and ligands were in vitro evaluated for antiproliferative and antibacterial activity. Antiproliferative evaluation was carried out using tumour cell lines: HeLa (human adenocarcinoma) and K562 (chronic myelogenous leukaemia). Among all tested compounds, the ipht complex revealed the highest antiproliferative activity. According to antibacterial screening results, most active compound was the benzoate complex against Micrococcus lysodeikticus.
Кључне речи:
Cu(II) complexes / Octaazamacrocycle / Tpmc / Terephthalic acid / Antimicrobial activity / CytotoxicityИзвор:
Journal of Molecular Structure, 2019, 1184, 41-48Издавач:
- Elsevier Science BV, Amsterdam
Финансирање / пројекти:
- Дизајнирање, синтеза, карактеризација и процена практичне примене координационих и органометалних једињења (RS-172014)
DOI: 10.1016/j.molstruc.2018.10.027
ISSN: 0022-2860
WoS: 000461047100005
Scopus: 2-s2.0-85061570284
Институција/група
PharmacyTY - JOUR AU - Antonijević-Nikolić, Mirjana AU - Antić-Stanković, Jelena AU - Dražić, Branka AU - Tanasković, Slađana PY - 2019 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3336 AB - New cationic mixed-ligand tetranuclear complex [Cu-4(tpht) (tpmc)(2)](ClO4)(6)center dot 5H(2)O (tpmc = N, N', N '', N"'-tetrakis-(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane, H(2)tpht - terephthalic acid (benzene-1,4-dicarboxylic acid)) was prepared and characterized by elemental analysis (C, H, N, Cu), UV/Vis, IR, EPR (X-band) spectra, conductivity, cyclic voltammetry and magnetic measurements (SQUID). Five coordinated geometry for new Cu(II) complex is proposed. The central metal ion is coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH2)(3)-N- fragments of the cyclam ring and OCO- of the terephthalate anion. Copper (II) ions are coordinated out of cyclam rings and one OCO- group from tpht bridges two Cu(II) inside tpmc unit and two Cu(2)tpmc units are bridged by dicarboxylate tpht dianion engaging all four oxygen atoms. Weak ferromagnetic interaction between copper (II) ions in new tetranuclear complex is observed, Weiss constant theta = 0.21 K and C = 0.398 cm(3) Kmol(-1). The new complex, related Cu(II) complexes with bridged benzene carboxylate, [Cu-2(C6H5COO)tpmc](ClO4)(3)center dot CH3OH, [Cu-2(Hpht)tpmc](ClO4)(3)center dot 3H(2)O (H(2)pht = phthalic acid), [Cu-4(ipht) (tpmc)(2)](ClO4)(6)center dot NaClO4 center dot 2CH(3)CN (H(2)ipht = isophthalic acid), solvents, starting salts and ligands were in vitro evaluated for antiproliferative and antibacterial activity. Antiproliferative evaluation was carried out using tumour cell lines: HeLa (human adenocarcinoma) and K562 (chronic myelogenous leukaemia). Among all tested compounds, the ipht complex revealed the highest antiproliferative activity. According to antibacterial screening results, most active compound was the benzoate complex against Micrococcus lysodeikticus. PB - Elsevier Science BV, Amsterdam T2 - Journal of Molecular Structure T1 - New macrocyclic Cu(II) complex with bridge terephthalate: Synthesis, spectral properties, in vitro cytotoxic and antimicrobial activity. Comparison with related complexes VL - 1184 SP - 41 EP - 48 DO - 10.1016/j.molstruc.2018.10.027 ER -
@article{ author = "Antonijević-Nikolić, Mirjana and Antić-Stanković, Jelena and Dražić, Branka and Tanasković, Slađana", year = "2019", abstract = "New cationic mixed-ligand tetranuclear complex [Cu-4(tpht) (tpmc)(2)](ClO4)(6)center dot 5H(2)O (tpmc = N, N', N '', N"'-tetrakis-(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane, H(2)tpht - terephthalic acid (benzene-1,4-dicarboxylic acid)) was prepared and characterized by elemental analysis (C, H, N, Cu), UV/Vis, IR, EPR (X-band) spectra, conductivity, cyclic voltammetry and magnetic measurements (SQUID). Five coordinated geometry for new Cu(II) complex is proposed. The central metal ion is coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH2)(3)-N- fragments of the cyclam ring and OCO- of the terephthalate anion. Copper (II) ions are coordinated out of cyclam rings and one OCO- group from tpht bridges two Cu(II) inside tpmc unit and two Cu(2)tpmc units are bridged by dicarboxylate tpht dianion engaging all four oxygen atoms. Weak ferromagnetic interaction between copper (II) ions in new tetranuclear complex is observed, Weiss constant theta = 0.21 K and C = 0.398 cm(3) Kmol(-1). The new complex, related Cu(II) complexes with bridged benzene carboxylate, [Cu-2(C6H5COO)tpmc](ClO4)(3)center dot CH3OH, [Cu-2(Hpht)tpmc](ClO4)(3)center dot 3H(2)O (H(2)pht = phthalic acid), [Cu-4(ipht) (tpmc)(2)](ClO4)(6)center dot NaClO4 center dot 2CH(3)CN (H(2)ipht = isophthalic acid), solvents, starting salts and ligands were in vitro evaluated for antiproliferative and antibacterial activity. Antiproliferative evaluation was carried out using tumour cell lines: HeLa (human adenocarcinoma) and K562 (chronic myelogenous leukaemia). Among all tested compounds, the ipht complex revealed the highest antiproliferative activity. According to antibacterial screening results, most active compound was the benzoate complex against Micrococcus lysodeikticus.", publisher = "Elsevier Science BV, Amsterdam", journal = "Journal of Molecular Structure", title = "New macrocyclic Cu(II) complex with bridge terephthalate: Synthesis, spectral properties, in vitro cytotoxic and antimicrobial activity. Comparison with related complexes", volume = "1184", pages = "41-48", doi = "10.1016/j.molstruc.2018.10.027" }
Antonijević-Nikolić, M., Antić-Stanković, J., Dražić, B.,& Tanasković, S.. (2019). New macrocyclic Cu(II) complex with bridge terephthalate: Synthesis, spectral properties, in vitro cytotoxic and antimicrobial activity. Comparison with related complexes. in Journal of Molecular Structure Elsevier Science BV, Amsterdam., 1184, 41-48. https://doi.org/10.1016/j.molstruc.2018.10.027
Antonijević-Nikolić M, Antić-Stanković J, Dražić B, Tanasković S. New macrocyclic Cu(II) complex with bridge terephthalate: Synthesis, spectral properties, in vitro cytotoxic and antimicrobial activity. Comparison with related complexes. in Journal of Molecular Structure. 2019;1184:41-48. doi:10.1016/j.molstruc.2018.10.027 .
Antonijević-Nikolić, Mirjana, Antić-Stanković, Jelena, Dražić, Branka, Tanasković, Slađana, "New macrocyclic Cu(II) complex with bridge terephthalate: Synthesis, spectral properties, in vitro cytotoxic and antimicrobial activity. Comparison with related complexes" in Journal of Molecular Structure, 1184 (2019):41-48, https://doi.org/10.1016/j.molstruc.2018.10.027 . .