Synthesis, characterisation and cytotoxicity evaluation of rhenium(I) based ester functionalised dinuclear metallacyclophanes

被引:30
|
作者
Kumar, Chowan Ashok [1 ]
Karthikeyan, S. [1 ]
Varghese, Babu [2 ]
Veena, V. [3 ]
Sakthivel, N. [3 ]
Manimaran, Bala. [1 ]
机构
[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
[2] Indian Inst Technol Madras, Sophisticated Analyt Instrument Facil, Chennai 600036, Tamil Nadu, India
[3] Pondicherry Univ, Dept Biotechnol, Pondicherry 605014, India
关键词
Self-assembly; Flexible pyridyl ligand; Ester functional group; Metallacyclophane; Bromopentacarbonylrhenium(I); Anticancer activity; TRIANGLE-SQUARE EQUILIBRIUM; MOLECULAR RECTANGLES; TRICARBONYL COMPLEXES; C-H; PHOTOPHYSICAL PROPERTIES; HOST-GUEST; INCLUSION COMPLEXES; CRYSTAL-STRUCTURES; BRIDGING LIGANDS; COORDINATION;
D O I
10.1016/j.jorganchem.2014.04.025
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Self-assembly of four components has resulted into the formation of M2L2 type dinuclear metallacyclophanes [Re(CO)(3)Br(mu-L)](2)(1-5), using flexible ester functionalised organic spacers and metal precursor containing fac-Re(CO)(3) corners. The dinuclear metallacyclophanes were synthesized from ReBr(CO) 5 and ditopic pyridyl ligands (L) (L etdp, prdp, budp, pedp and hedp). The self-assembled compounds 1-5 were characterised by elemental analysis, IR, NMR, absorption and emission spectroscopic techniques. Molecular structure of 1 and 2 have been characterised by single crystal X-ray diffraction methods and the molecular masses of 3-5 were evaluated by ESI-MS. Cytotoxicity studies of metallacyclophanes 1, 3 and 5 on six different cancer and normal cells revealed that the metallacyclophanes selectively inhibit certain cancer cells. Especially, compound 5 showed broad-spectrum inhibitory activities in five cancer cells tested with low IC50 value comparable to a reference compound (cisplatin). The anticancer activity of compound 5 is attributed to the induction of early apoptosis. Hence, this class of compounds forms potential anticancer agents. (C) 2014 Elsevier B. V. All rights reserved.
引用
收藏
页码:86 / 94
页数:9
相关论文
共 50 条
  • [1] Self-assembly of manganese(I) and rhenium(I) based semi-rigid ester functionalized M2L2-type metallacyclophanes: Synthesis, characterization and cytotoxicity evaluation
    Kumar, Chowan Ashok
    Divya, D.
    Nagarajaprakash, R.
    Veena, V.
    Vidhyapriya, P.
    Sakthivel, N.
    Manimaran, Bala
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 846 : 152 - 160
  • [2] Synthesis, characterisation and cytotoxicity studies of Manganese(I) and Rhenium(I) based metallacrown ethers
    Kumar, Chowan Ashok
    Nagarajaprakash, R.
    Victoria, W.
    Veena, V.
    Sakthivel, N.
    Manimaran, Bala
    INORGANIC CHEMISTRY COMMUNICATIONS, 2016, 64 : 39 - 44
  • [3] Rectangular and hammock shaped ester functionalized chalcogenolato-bridged rhenium( I) tetranuclear metallacyclophanes
    Karthikeyan, M.
    Govindarajan, R.
    Kumar, Chowan Ashok
    Kumar, Udit
    Manimaran, Bala
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2018, 866 : 27 - 34
  • [4] Self-assembly of oxamidato bridged ester functionalised dirhenium metallastirrups: synthesis, characterisation and cytotoxicity studies
    Ramakrishna, Buthanapalli
    Nagarajaprakash, R.
    Veena, V.
    Sakthivel, N.
    Manimaran, Bala.
    DALTON TRANSACTIONS, 2015, 44 (40) : 17629 - 17638
  • [5] Synthesis of dinuclear complexes of rhenium(I) as potential metallomesogens
    Guillevic, MA
    Light, ME
    Coles, SJ
    Gelbrich, T
    Hursthouse, MB
    Bruce, DW
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (09): : 1437 - 1445
  • [6] Synthesis and characterisation of new acetylide-functionalised oligothiophenes and their dinuclear platinum complexes
    Lewis, J
    Long, NJ
    Raithby, PR
    Shields, GP
    Wong, WY
    Younus, M
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (22): : 4283 - 4288
  • [7] Phosphine oxide donor-based dinuclear rhenium(I) metallocycles
    Kedia, Moon
    Singh, Virender
    Shankar, Bhaskaran
    Sathiyendiran, Malaichamy
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2024, 1004
  • [8] Synthesis, Crystal Structure and Spectroscopic Characterisation of Mono- and Dinuclear 5,5-Diethylbarbiturato Complexes of Chromium(0) and Rhenium(I)
    Haque, Nadera
    Roedel, J. Nicolas
    Lorenz, Ingo-Peter
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2009, 635 (03): : 496 - 502
  • [9] Synthesis and characterisation of new acetylide-functionalised aromatic and hetero-aromatic ligands and their dinuclear platinum complexes
    Khan, MS
    Al-Suti, MK
    Al-Mandhary, MRA
    Ahrens, B
    Bjernemose, JK
    Mahon, MF
    Male, L
    Raithby, PR
    Friend, RH
    Köhler, A
    Wilson, JS
    DALTON TRANSACTIONS, 2003, (01) : 65 - 73
  • [10] Synthesis, characterisation and electrochemical evaluation of a functionalised coating for mild steel corrosion protection
    Bustos-Terrones, Victoria
    Uruchurtu, Jorge
    Rochin-Medina, Jesus J.
    Ramirez, Karina
    Rangel-Peraza, Jesus G.
    Romero-Romo, Mario A.
    Bustos-Terrones, Yaneth
    SURFACE ENGINEERING, 2019, 35 (04) : 360 - 369