%0 Journal Article %T Enantiomeric Amino Acid Schiff Base Copper(II) Complexes as a New Class of RNA-Targeted Metallo-Intercalators Single X-ray Crystal Structural Details, Comparative in Vitro DNA/RNA Binding Profile, Cleavage, and Cytotoxicity %+ Aligarh Muslim University %+ Institut des Sciences Chimiques de Rennes (ISCR) %A Zehra, Siffeen %A Roisnel, Thierry %A Arjmand, Farukh %Z University Grants Commission (UGC), New Delhi %Z Department of Chemistry, AMU %< avec comité de lecture %@ 2470-1343 %J ACS Omega %I ACS Publications %V 4 %N 4 %P 7691-7705 %8 2019-04-26 %D 2019 %R 10.1021/acsomega.9b00131 %Z Chemical SciencesJournal articles %X Chiral enantiomeric amino acid Schiff base copper(II) complexes 1 and 2 (a and b) were synthesized and characterized by various spectroscopic techniques (Fourier transform infrared, UV−vis, electron paramagnetic resonance, electrospray ionization-mass spectrometry, and circular dichroism) and single X-ray crystal diffraction analyses. To understand the selectivity and enantiomeric behavior of the complexes, binding interaction with ct-DNA and tRNA biomolecules was investigated by widely employed optical and hydrodynamic techniques. The binding experiments demonstrated that complexes 1 and 2 (a and b) interact strongly via the intercalative mode with preferential binding toward the tRNA biomolecule compared to ct-DNA. Furthermore, the order of binding propensity was 2a > 2b > 1a > 1b, implicating greater binding affinity of L-enantiomeric complexes, and complex 2a showed the highest binding propensity possessing a rigid aromatic group in the amino acid framework. Scanning electron microscopy analyses of complexes 1a and 2a revealed the formation of different morphologies with ct-DNA/tRNA molecules depending on the nature and extent of condensation induced by the complexes. The cleavage activities of complexes 1a and 2a showed a preferential oxidative cleavage mechanism toward the pBR322 plasmid DNA mediated by reactive oxygen species radical scavengers involving singlet oxygen (1 O 2) and superoxide anions (O 2 •−). The tRNA cleavage mechanism of complexes 1a and 2a revealed time-and concentration-dependent activities of these Schiff base Cu(II) complexes. In vitro cytotoxic activities of complexes 1 and 2 (a and b) revealed that among all, complex 2a showed the highest cytotoxicity, being selectively targeted toward the human breast cancer cell line (MCF-7) with a GI 50 value of <1 μM. The results suggest that the L-enantiomeric complexes are more avid binders toward the tRNA molecule and showed better cytotoxicity. %G English %2 https://univ-rennes.hal.science/hal-02149779/document %2 https://univ-rennes.hal.science/hal-02149779/file/zehra-2019-Enantiomeric%20Amino%20Acid%20Schiff%20Base%20Copper%28II%29%20Complexes.pdf %L hal-02149779 %U https://univ-rennes.hal.science/hal-02149779 %~ UNIV-RENNES1 %~ CNRS %~ INSA-RENNES %~ ENSC-RENNES %~ ISCR %~ SCR-CD %~ STATS-UR1 %~ UR1-SPM %~ ISCR-PRATS %~ INC-CNRS %~ UR1-UFR-SPM %~ UR1-HAL %~ UR1-SDLM %~ TEST-UR-CSS %~ UNIV-RENNES %~ INSA-GROUPE %~ TEST-HALCNRS %~ UR1-MMS %~ TEST2-HALCNRS %~ TEST3-HALCNRS