Mitochondria‐Targeted Photoinduced Anticancer Activity of Oxidovanadium(IV) Complexes of Curcumin in Visible Light

Prasad, Phoolan; Pant, Ila; Khan, Imran; Kondaiah, Paturu; Chakravarty, Akhil R.

doi:10.1002/ejic.201402001

Cited by 36 publications

(24 citation statements)

References 63 publications

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“…Apoptosis damages the mitochondrial cells and decreases the membrane potential . Flow cytometry was used to measure mitochondrial membrane potential in MCF‐7 cells using the JC‐1 (tetraethylbenzimidazolylcarbocyanine iodide) dye for complexes 1 – 3 .…”

Section: Resultsmentioning

confidence: 99%

Binding interactions of mixed ligand copper(II) amino acid Schiff base complexes with biological targets: Spectroscopic evaluation and molecular docking

Theetharappan

Subha

Balakrishnan

et al. 2017

Applied Organom Chemis

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Three mixed ligand copper(II) complexes [Cu(o-vanillin-L-tryptophan Schiff base) (diimine)] (diimine =2,2′-bipyridine (1), 1,10-phenanthroline (2) and 5,6dimethyl-1,10-phenanthroline(3)) were synthesized and characterized using analytical and spectral methods. The molecular structures of 1-3 were optimized using density functional theory (DFT) at B3LYP/LanL2DZ levels in the gas phase. Spectral and DFT studies suggest a distorted square pyramidal geometry around the copper ion. Binding interactions of 1-3 with calf thymus DNA and bovine serum albumin protein were studied using UV-visible and fluorescence spectroscopies, viscometric titrations and cyclic voltammetry and also using molecular docking analysis. Studies of the binding of the complexes with calf thymus DNA reveal intercalation, which is supported by molecular docking simulation. The DNA cleavage nature of 1-3 with pUC19 DNA shows that the complexes can cleave DNA without any external agents, and the efficiency follows the order 1 > 3 > 2. Synchronous and three-dimensional fluorescence spectral studies suggest that the secondary structures of the protein are altered by the complexes. Antioxidant studies reveal that the complexes have significant radical scavenging activity against DPPH. In vitro cytotoxic activity of the complexes was evaluated against breast cancer cells (MCF-7), revealing that complex 2 exhibits higher cytotoxicity than the other complexes. Nuclear chromatin condensation and fragmentation were observed with DAPI staining assay. The mitochondrial membrane potential damage was studied by FITC staining assay. Flow cytometric analysis suggests that all the metal complexes induce cell apoptosis.

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Section: Resultsmentioning

confidence: 99%

Binding interactions of mixed ligand copper(II) amino acid Schiff base complexes with biological targets: Spectroscopic evaluation and molecular docking

Theetharappan

Subha

Balakrishnan

et al. 2017

Applied Organom Chemis

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“…Senyawa kurkumin memiliki keterbatasan, yaitu bersifat tidak stabil, hal ini terjadi akibat dari gugus β-diketon dalam kurkumin yang rentan terhadap hidrolisis [4]. Kestabilan senyawa kurkumin akan terganggu oleh UV-Vis [5], efek cahaya, pelarut dan oksigen [6], panas [7].…”

Section: Pendahuluanunclassified

Kajian Fotostabilitas Senyawa Kurkumin dengan Penambahan Ion Logam Cu2+ Pada Irradiasi Sinar UV

Lestari

Kurniawan

Nugraha

et al. 2020

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Senyawa kurkumin telah dimanfaatkan dalam berbagai bidang, salah satunya dibidang fotovoltaik sebagai pemanen energi matahari yang akan dikonversi menjadi energi listrik. Keterbatasan dari senyawa ini adalah tidak stabil terhadap cahaya matahari karena adanya gugus keton dan gugus hidroksil. Kedua elektron bebas pada gugus ini dapat berinteraksi dengan logam membentuk senyawa kompleks. Pada penelitian ini, pengaruh ion logam Cu2+ terhadap sistem kristal dan stabilitas dikaji. Kurkumin yang digunakan dalam penelitian ini adalah kurkumin komersial yang telah dipurifikasi. Kurkumin dalam pelarut methanol dilarutkan bersama CuSO4 dengan perbandingan mol 1:2. Setelah campuran di refluks kemudian diperoleh endapan dengan warna kuning tua. Endapan yang telah dikeringkan kemudian dikarakterisasi menggunakan spektrofotometer XRD, FT-IR, dan UV-Vis. Tidak banyak perubahan yang teramati pada pola difraksi sinar-X, IR maupun UV-Vis. Sedikit pergeseran teramati mengindikasikan interaksi antara kurkumin dengan Cu2+. Pengujian fotostabilitas dilakukan dengan melarutkan senyawa kurkumin dan Cu2+-kurkumin dalam dimetilsulfoksida (DMSO) dimasukan dalam ruang dengan sumber lampu UV 10 watt. Pengamatan dilakukan selama 10 hari dan diukur absorbansi maksimum setiap satu hari menggunakan spektrofotometer UV-Vis. Hasil analisis absorbansi menunjukkan terjadi pergeseran dan puncak baru pada senyawa kompleks pada panjang gelombang diatas 500 nm. Melalui perhitungan menggunakan orde 0, senyawa kurkumin dan Cu2+-kurkumin akan terdegradasi seluruhnya (absorbansi sama dengan 0) pada hari ke-16 dan ke-55. Kata Kunci: Senyawa analog kurkumin; Cu2+-kurkumin; Fotostabilitas; tetapan laju degradasi.

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“…While numerous studies on the anticancer and other biological properties of curcumin and its metal complexes are reported, the photodynamic effect of metal complexes of curcumin in cancer cells remains unexplored despite curcumin's rich photophysical and photochemical properties [2,[13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28]. Earlier reports on cobalt (III), oxidovandium(IV), lanthanide(III), copper(II), zinc(II) and Ir(III) complexes have also shown that the hydrolysis of curcumin gets suppressed upon binding to a metal ion [13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28]. Using this strategy, we have recently reported an oxo-bridged iron(III) complex of curcumin that shows photocytotoxicity in HeLa and MCF-7 cancer cells in visible light (Luzchem photoreactor, 400-700 nm, 10 J cm-2) [57].…”

Section: Photocytotoxicity Of Curcumin When Bound To Iron (Iii)mentioning

confidence: 99%

“…To improve the aqueous stability and hence therapeutic efficacy of curcumin, several modifications of curcumin have been synthesized and tested. One very recent and successful strategy to address this problem takes advantage of curcumin's metal binding property [13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28]. Binding of curcumin to a metal ion via its β-diketone moiety significantly reduces the tendency of curcumin to undergo hydrolysis in aqueous medium and hence could result in improved bioavailability and therapeutic efficacy.…”

Section: Introductionmentioning

confidence: 99%

Photocytotoxicity of Curcumin and its Iron Complex

Sarkar¹,

Hussain²

2016

Enz Eng

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There is currently strong interest in curcumin and its metal complexes as potential photocytotoxic agents. Curcumin is a polyphenolic dye of root turmeric which can be isolated from the rhizome of the herb Curcuma longa. Curcumin is known to show a wide range of biological activities. It shows anticancer activity against a wide range of cancers. Unfortunately, it is unstable in aqueous medium and undergoes rapid hydrolytic degradation thereby severely limiting its usefulness as anticancer drug. In a recent work, we have shown that complexation to iron(III) ion arrests the hydrolytic instability of curcumin while retaining its photocytotoxic activity. Thus, a metal bound formulation of curcumin could be photochemotherapeutically more effective and successful than curcumin alone.

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Mitochondria‐Targeted Photoinduced Anticancer Activity of Oxidovanadium(IV) Complexes of Curcumin in Visible Light

Cited by 36 publications

References 63 publications

Binding interactions of mixed ligand copper(II) amino acid Schiff base complexes with biological targets: Spectroscopic evaluation and molecular docking

Binding interactions of mixed ligand copper(II) amino acid Schiff base complexes with biological targets: Spectroscopic evaluation and molecular docking

Kajian Fotostabilitas Senyawa Kurkumin dengan Penambahan Ion Logam Cu2+ Pada Irradiasi Sinar UV

Photocytotoxicity of Curcumin and its Iron Complex

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