Water-soluble molybdenocene complexes with both proliferative and antiproliferative effects on cancer cell lines and their binding interactions with human serum albumin

The aim of this study was to determine the cytotoxic effect of 3-arylidenechromanone (1) and 3arylideneflavanone (2) on HL-60 and NALM-6 cell lines (two human leukemia cell lines) and a WM-115 melanoma cell line. Both compounds exhibited high cytotoxic activity with higher cytotoxicity exerted by compound 2, for which IC50 values below 10 µM were found for each cell line. For compound 1, the IC50 values were higher than 10 µM for HL-60 and WM-115 cell lines, but IC50 < 10 µM was found for the NALM-6 cell line. Both compounds, at the concentrations close to IC50 (concentration range: 5–24 µM/L for compound 1 and 6–10 µM/L for compound 2), are not toxic towards red blood cells. The synthesized compounds were characterized using spectroscopic methods 1H- and 13C-NMR, IR, MS, elemental analysis, and X-ray diffraction. The lipophilicity of both synthesized compounds was determined using an RP-TLC method and the logP values found were compared with the theoretical ones taken from the Molinspiration Cheminformatics (miLogP) software package. The mode of binding of both compounds to human serum albumin was assessed using molecular docking methods.

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Binding Interactions and Conformational Changes Induced by Sulfonated Aluminum Phthalocyanines in Human Serum Albumin

Archives of Biochemistry and Biophysics ◽

10.1006/abbi.1999.1174 ◽

1999 ◽

Vol 366 (1) ◽

pp. 21-30 ◽

Cited By ~ 29

Author(s):

Tsvetan G. Gantchev ◽

René Ouellet ◽

Johan E. van Lier

Keyword(s):

Human Serum Albumin ◽

Serum Albumin ◽

Human Serum ◽

Conformational Changes ◽

Binding Interactions

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Binding Interactions of Hematoporphyrin Monomethyl Ether with Human Serum Albumin

2007 IEEE/ICME International Conference on Complex Medical Engineering ◽

10.1109/iccme.2007.4381885 ◽

2007 ◽

Author(s):

Shangyuan Feng ◽

Rong Chen ◽

Zufang Huang ◽

Yongzeng Li ◽

Weiwei Chen

Keyword(s):

Human Serum Albumin ◽

Serum Albumin ◽

Human Serum ◽

Monomethyl Ether ◽

Binding Interactions ◽

Hematoporphyrin Monomethyl Ether

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Analysis of Binding Interactions of Ramipril and Quercetin on Human Serum Albumin: A Novel Method in Affinity Evaluation

Molecules ◽

10.3390/molecules25030547 ◽

2020 ◽

Vol 25 (3) ◽

pp. 547

Author(s):

Zuzana Vaneková ◽

Lukáš Hubčík ◽

José Luis Toca-Herrera ◽

Paul Georg Furtműller ◽

Pavel Mučaji ◽

...

Keyword(s):

Human Serum Albumin ◽

Serum Albumin ◽

Human Serum ◽

Accurate Method ◽

Cd Spectroscopy ◽

Future Research ◽

Binding Interactions ◽

Allosteric Interactions ◽

Flavonoid Quercetin ◽

High Concentrations

The aim of this study was to analyze the binding interactions between a common antihypertensive drug (ramipril, R) and the widely distributed plant flavonoid quercetin (Q), in the presence of human serum albumin (HSA). From the observed fluorescence spectra of the (HSA + R) system we can assume that ramipril is also one of the Site 3 ligands—similar to fusidic acid—the binding of which has been proven by RTG crystallography. Our claim is supported by near-UV CD spectroscopy, microscale themophoresis and molecular modeling. The presence of R slightly inhibited the subsequent binding of Q to HSA and, on the contrary, the pre-incubation of HSA with Q caused a stronger binding of R, most likely due to allosteric interactions. At high concentrations, R is also able to displace Q from its binding site. The dissociation constant KD for the binding of R is more than hundredfold larger than for Q, which means that R is a very weak binder to HSA. The knowledge of qualitative and quantitative parameters of R, as well as the methods used in this study, are important for future research into HSA binding. This study shows the importance of implementing other methods for KD determination. Microscale thermophoresis has proved to be a novel, practical and accurate method for KD determination on HSA, especially in cases when fluorescence spectroscopy is unable to produce usable results.

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Synthesis, Anticancer Activity, and Molecular Modeling of New Halogenated Spiro[pyrrolidine-thiazolo-oxindoles] Derivatives

Applied Sciences ◽

10.3390/app10062170 ◽

2020 ◽

Vol 10 (6) ◽

pp. 2170 ◽

Cited By ~ 3

Author(s):

Mohammad Shahidul Islam ◽

Abdullah Mohammed Al-Majid ◽

Fardous F. El-Senduny ◽

Farid A. Badria ◽

A. F. M. Motiur Rahman ◽

...

Keyword(s):

Cell Lines ◽

Cancer Cell ◽

Cancer Cell Lines ◽

Single Step ◽

One Pot ◽

Antiproliferative Effects ◽

Physiochemical Parameters ◽

Hct 116 ◽

Mcf 7

A one-pot, single-step, and an atom-economical process towards the synthesis of highly functionalized spirooxindoles analogues was efficiently conducted to produce a satisfactory chemical yields (70–93%) with excellent relative diastereo-, and regio-selectivity. An in vitro antiproliferative assay was carried out on different cancer cell lines to evaluate the biological activity of the synthesized tetrahydro-1’H-spiro[indoline-3,5’-pyrrolo[1,2-c]thiazol]-2-one 5a–n. The prepared hybrids were then tested in vitro for their antiproliferative effects against three cancer cell lines, namely, HepG2 (liver cancer), MCF-7 (breast cancer), and HCT-116 (colon cancer). The spirooxindole analogue 5g exhibited a broad activity against HepG2, MCF-7, and HCT-116 cell lines of liver, breast, and colorectal cancers when compared to cisplatin. Modeling studies including shape similarity, lipophilicity scores, and physicochemical parameters were calculated. The results of this study indicated that spirooxindole analogue 5g retained a good physiochemical parameters with acceptable lipophilicity scores.

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