Synthesis and Study of Fluorescent Probe Molecules Based on Rhodamine Class B Derivatives

2021 ◽  
Vol 881 ◽  
pp. 117-122
Author(s):  
Yu Wang ◽  
Fan Bo Wang ◽  
Li Bo Du ◽  
Yu Guang Lv
Keyword(s):  
Schiff Base ◽  
Physical Properties ◽  
Metal Ions ◽  
Fluorescent Probe ◽  
Rhodamine B ◽  
Class B ◽  
Effects Of Ph ◽  
Rhodamine Derivatives ◽  
Recognition And Response ◽  
Excellent Chemical

In this paper, a fluorescent probe based on a rhodamine spirolactam ring was designed and synthesized. Rhodamine derivatives not only have excellent chemical and optical-physical properties, but also the "OFF-ON" characteristic of the rhodamine spiroamide ring allows specific recognition and response to metal ions. In this paper, Rh-DCP, a rhodamine B derivative with a spirolactam ring, was synthesized by the Schiff base reaction and the effects of pH, time and temperature on this probe were tested.

Efficient Preconcentration of Cu2+, Zn2+ and Fe3+ with an Agarose-Schiff Base Sorbent

2007 ◽  
Vol 72 (7) ◽  
pp. 908-916 ◽  
Author(s):  
Payman Hashemi ◽  
Hatam Hassanvand ◽  
Hossain Naeimi
Keyword(s):  
Schiff Base ◽  
Metal Ions ◽  
Metal Ion ◽  
Good Accuracy ◽  
Kinetic Studies ◽  
Sample Volume ◽  
Effects Of Ph ◽  
Glass Column ◽  
High Concentrations ◽  
Ph Range

Sorption and preconcentration of Cu2+, Zn2+ and Fe3+ on a salen-type Schiff base, 2,2'- [ethane-1,2-diylbis(nitrilomethylidyne)]bis(2-methylphenol), chemically immobilized on a highly crosslinked agarose support, were studied. Kinetic studies showed higher sorption rates of Cu2+ and Fe3+ in comparison with Zn2+. Half-times (t1/2) of 31, 106 and 58 s were obtained for sorption of Cu2+, Zn2+ and Fe3+ by the sorbent, respectively. Effects of pH, eluent concentration and volume, ionic strength, buffer concentration, sample volume and interferences on the recovery of the metal ions were investigated. A 5-ml portion of 0.4 M HCl solution was sufficient for quantitative elution of the metal ions from 0.5 ml of the sorbent packed in a 6.5 mm i.d. glass column. Quantitative recoveries were obtained in a pH range 5.5-6.5 for all the analytes. The volumes to be concentrated exceeding 500 ml, ionic strengths as high as 0.5 mol l-1, and acetate buffer concentrations up to 0.3 mol l-1 for Zn2+ and 0.4 mol l-1 for Cu2+ and Fe3+ did not have any significant effect on the recoveries. The system tolerated relatively high concentrations of diverse ions. Preconcentration factors up to 100 and detection limits of 0.31, 0.16 and 1.73 μg l-1 were obtained for Cu2+, Zn2+ and Fe3+, respectively, for their determination by a flame AAS instrument. The method was successfully applied to the metal ion determinations in several river water samples with good accuracy.

scholarly journals Recognition Preference of Rhodamine Derivative Bearing Phthalimido Gly forHg2+by UV-Vis and Fluorescence Spectroscopy

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Fanyong Yan ◽  
Meng Wang ◽  
Donglei Cao ◽  
Ning Yang ◽  
Bin Ma ◽  
...  
Keyword(s):  
Fluorescence Spectroscopy ◽  
Metal Ions ◽  
Rhodamine B ◽  
Ring Opening ◽  
High Selectivity ◽  
Limit Of Detection ◽  
Specific Probe ◽  
Neutral Solution ◽  
Rhodamine Derivative ◽  
Effects Of Ph

An effective Hg2+-specific probe1was designed and prepared based on Phthalimido Gly modified rhodamine B. The sensing behavior of probe1was studied by UV-Vis and fluorescence spectroscopy. Probe1showed excellent high selectivity and sensitivity towards Hg2+over commonly coexistent metal ions in neutral solution, which could be attributed to the Hg2+-triggered ring opening of the spirolactam of the rhodamine moiety and the formation of a 1 : 11-Hg2+complex. The limit of detection (LOD) based on3δblank/kwas calculated to be 2.8 × 10−8 M, as well as an excellent linear relationship with the concentration of Hg2+in the range from 0.1 × 10−6to 1.0 × 10−6 mol/L (R2=0.98927). In addition, the effects of pH, coexisting metal ions, and the reversibility were investigated in detail.

Synthesis, Characterization and in vitro Biological Evaluation of a New Schiff Base Derived from Drug and its Complexes with Transition Metal Ions

2018 ◽  
Vol 69 (7) ◽  
pp. 1678-1681
Author(s):  
Amina Mumtaz ◽  
Tariq Mahmud ◽  
M. R. J. Elsegood ◽  
G. W. Weaver
Keyword(s):  
Schiff Base ◽  
Transition Metal ◽  
Metal Ions ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Free Ligand ◽  
Transition Metal Ions ◽  
Biological Evaluation ◽  
Pyridoxal Hydrochloride

New series of copper (II), cobalt (II), zinc (II), nickel (II), manganese (II), iron (II) complexes of a novel Schiff base were prepared by the condensation of sulphadizine and pyridoxal hydrochloride. The ligand and metal complexes were characterized by utilizing different instrumental procedures like microanalysis, thermogravimetric examination and spectroscopy. The integrated ligand and transition metal complexes were screened against various bacteria and fungus. The studies demonstrated the enhanced activity of metal complexes against reported microbes when compared with free ligand.

Synthesis and Characterization of ROSA Dye - A Rhodamine B-type Fluorophore, Suitable for Bioconjugation and Fluorescence Studies in Live Cells

2019 ◽  
Vol 26 (10) ◽  
pp. 758-767
Author(s):  
Vicente Rubio ◽  
Vijaya Iragavarapu ◽  
Maciej J. Stawikowski
Keyword(s):  
Quantum Yield ◽  
Cancer Cells ◽  
Fluorescent Probe ◽  
Extinction Coefficient ◽  
Rhodamine B ◽  
Solid Phase ◽  
Total Yield ◽  
Molar Extinction Coefficient ◽  
Αvβ3 Integrin ◽  
Αvβ3 Integrins

Background: Herein we report the multigram-scale synthesis, characterization and application of a rhodamine B-based fluorophore (ROSA) suitable for fluorescent studies in biological applications. This fluorophore is devoid of rhodamine spirolactone formation and furthermore characterized by a high molar extinction coefficient (ϵ=87250 ± 1630 M-1cm-1) and quantum yield (φ) of 0.589 ± 0.070 in water. Reported here is also the application of ROSA towards synthesis of a ROSA-PEG-GRGDS-NH2 fluorescent probe suitable for live cell imaging of αvβ3 integrins for in vitro assays. Objective: The main objective of this study is to efficiently prepare rhodamine B derivative, devoid of spirolactone formation that would be suitable for bioconjugation and subsequent bioimaging. Methods: Rhodamine B was transformed into rhodamine B succinimide ester (RhoB-OSu) using N-hydroxysuccinimide. RhoB-OSu was further coupled to sarcosine to obtain rhodamine Bsarcosine dye (ROSA) in good yield. The ROSA dye was then coupled to a αvβ3 integrin binding sequence using standard solid-phase conditions. Resulting ROSA-PEG-GRGDS-NH2 probe was used to image integrins on cancer cells. Results: The rhodamine B-sarcosine dye (ROSA) was obtained in multigram scale in good total yield of 47%. Unlike rhodamine B, the ROSA dye does not undergo pH-dependent spirolactone/spirolactam formation as compared with rhodamine B-glycine. It is also characterized by excellent quantum yield (φ) of 0.589 ± 0.070 in water and high molar extinction coefficient of 87250 ± 1630 M-1cm-1. ROSA coupling to the RGD-like peptide was proved to be efficient and straightforward. Imaging using standard filters on multimode plate reader and confocal microscope was performed. The αvβ3 integrins present on the surface of live WM-266-4 (melanoma) and MCF- 7 (breast cancer) cells were successfully imaged. Conclusion: We successfully derivatized rhodamine B to create an inexpensive, stable and convenient to use fluorescent probe. The obtained derivative has excellent photochemical properties and it is suitable for bioconjugation and many imaging applications.

scholarly journals Utilization and simulation of innovative new binuclear Co(ii), Ni(ii), Cu(ii), and Zn(ii) diimine Schiff base complexes in sterilization and coronavirus resistance (Covid-19)

2021 ◽  
Vol 19 (1) ◽  
pp. 772-784
Author(s):  
Moamen S. Refat ◽  
Ahmed Gaber ◽  
Walaa F. Alsanie ◽  
Mohamed I. Kobeasy ◽  
Rozan Zakaria ◽  
...  
Keyword(s):  
Schiff Base ◽  
Molecular Docking ◽  
Metal Ions ◽  
Free Ligand ◽  
Schiff Base Complexes ◽  
Hydroxyl Groups ◽  
Binuclear Complexes ◽  
Central Metal ◽  
H Nmr ◽  
Biological Studies

Abstract This article aimed at the synthesis and molecular docking assessment of new diimine Schiff base ligand, namely 2-((E)-(2-((Z)-2-(4-chlorophenyl)-2-hydroxyvinyl)hydrazono) methyl)-6-methoxyphenol (methoxy-diim), via the condensation of 1-(4-chloro-phenyl)-2-hydrazino-ethenol compound with 2-((E)-(2-((Z)-2-(4-chlorophenyl)-2-hydroxy vinyl) hydrazono)methyl)-6-methoxyphenol in acetic acid as well as the preparation of new binuclear complexes of Co(ii), Ni(ii), Cu(ii), and Zn(ii). The following synthesized complexes were prepared in a ratio of 2:1 (metal/ligand). The 1H-NMR, UV-Vis, and FTIR spectroscopic data; molar conductivity measurements; and microanalytical, XRD, TGA/DTG, and biological studies were carried out to determine the molecular structure of these complexes. According to the spectroscopic analysis, the two central metal ions were coordinated with the diamine ligand via the nitrogen of the hydrazine and oxygen of the hydroxyl groups for the first metal ions and via the nitrogen of the hydrazine and oxygen of the phenol group for the second metal ions. Molecular docking for the free ligand was carried out against the breast cancer 3hb5-oxidoreductase and the 4o1v-protein binding kidney cancer and COVID-19 protease, and good results were obtained.

AIE-active Schiff base compounds as fluorescent probe for the highly sensitive and selective detection of Al3+ ions

2021 ◽  
Vol 233 ◽  
pp. 117911
Author(s):  
Minmin Wang ◽  
Linxia Lu ◽  
Wenwu Song ◽  
Xunyue Wang ◽  
Tongming Sun ◽  
...  
Keyword(s):  
Schiff Base ◽  
Fluorescent Probe ◽  
Selective Detection ◽  
Highly Sensitive

scholarly journals Physical properties, ligand substitution reactions, and biological activity of Co(iii)-Schiff base complexes

2019 ◽  
Vol 48 (18) ◽  
pp. 5987-6002 ◽  
Author(s):  
A. Paden King ◽  
Hendryck A. Gellineau ◽  
Samantha N. MacMillan ◽  
Justin J. Wilson
Keyword(s):  
Biological Activity ◽  
Schiff Base ◽  
Physical Properties ◽  
Ligand Exchange ◽  
Ligand Substitution ◽  
Schiff Base Complexes ◽  
Substitution Reactions ◽  
Anticancer Properties ◽  
Ligand Substitution Reactions

A subset of fluorinated Co(iii) Schiff base complexes was synthesized, and their structural, ligand exchange, and anticancer properties were investigated.

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