Synthesis, Characterization and Anticancer Activity of (5,1-Substituted)-3-(indoline-4-(thiophene-2-yl-methylene)-2-(p-tolyl)-2-methylene)-4,3-dihydro-1H-imidazole-5-one Derivatives

The synthesis of novel imidazole-5-one derivatives (5a-j) was allowed in a conventional method by way of Erlenmeyer and Schiff base mechanism. Compound 2a was synthesized by Erlenmeyer reaction of N-(4-methoxy benzoyl)glycine with 2-thiophene-carboxaldehyde in the presence of acetic anhydride and anhydrous sodium acetate. Finally, it undergoes dehydration reaction with Schiff bases of isatin derivatives (4a-j) to yield final compounds 5a-j. The organic potentials of the newly synthesized imidazole-5-one derivatives have been evaluated for their in vitro anticancer activity by MTT assay method. It against MCF-7 cells as comparison with doxorubicin popular drug. The synthesized compounds 5e, 5f and 5j exhibited excellent anticancer activity against MCF-7 cell lines.

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SYNTHESIS, SPECTRAL CHARACTERIZATION AND ANTICANCER EVALUATION OF NEW DIAZENYL SCHIFF BASE DERIVATIVES

INDIAN DRUGS ◽

10.53879/id.54.02.10877 ◽

2017 ◽

Vol 54 (02) ◽

pp. 20-28

Author(s):

P. K. N. Sarangi ◽

◽

J. Sahoo ◽

S. K Paidesetty ◽

G. P. Mohanta

Keyword(s):

Schiff Base ◽

Anticancer Activity ◽

Cell Line ◽

Leukemia Cell ◽

Cancer Cell Line ◽

Leukemia Cell Line ◽

Primary Amines ◽

Schiff Base Derivatives ◽

Mcf 7

A series of several diazenyl Schiff base derivatives were designed and synthesized through azo coupling of diazotised primary amines with the novel synthesized Schiff base ligand (E)-N-((2-chloroquinolin-3-yl) methylene)-4-phenylthiazol-2-amine. All the synthesized compounds have been analysed by different spectral techniques such as elemental analysis, 1H NMR, FT-IR, UV-Vis and LC-MS for their structural confirmation. The above conjugates have been studied for their solvent effects by treating them with different solvents. The results of in vitro cytotoxic study of the synthesized compounds against MCF 7 (human breast cancer cell line) and K562 (Chronic Myeloid Leukemia cell line) revealed that some of the compounds show cytotoxic effect. However, the compounds (NZ)-N-(((4-bromo-3-methylphenyl) diazenyl) (2-chloroquinolin-3-yl) methylene)-4-phenylthiazol-2-amine: (5d) and 4-(((Z)-(2-chloroquinolin-3- yl)(4-phenylthiazol-2-ylimino)methyl)diazenyl)phenol (5e) showed potent cytotoxic activity in comparison to other compounds against MCF 7. Corroborating the results of anticancer activity, it is found to be observed that the compound 4- (((Z)- (2-chloroquinolin-3-yl) (4-phenylthiazol-2-ylimino)methyl) diazenyl) phenol (5e) showed excellent anticancer activity against MCF 7, which is further justified by the apoptosis study through Annexin V-FITC/PI analysis.

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ISOLATION OF PHYTOCONSTITUENT, IN VITRO ANTICANCER STUDY IN HELA AND MCF-7 CELL LINES AND MOLECULAR DOCKING STUDIES OF POTHOS SCANDENS LINN

International Journal of Current Pharmaceutical Research ◽

10.22159/ijcpr.2021v13i5.1882 ◽

2021 ◽

pp. 42-51

Author(s):

SEEMA S. NAIR ◽

JOYAMMA VARKEY

Keyword(s):

Molecular Docking ◽

Anticancer Activity ◽

Cell Lines ◽

Docking Study ◽

Docking Studies ◽

Assay Method ◽

Spectroscopic Techniques ◽

Molecular Docking Studies ◽

Mcf 7

Objective: This study aims to isolate an active phytoconstituent from ethanolic leaf extract of Pothos scandens Linn., to evaluate in vitro anticancer activity, and to carry out molecular docking studies of the isolated phytoconstituent. Methods: The bioactive constituent 1,1’-(4,5-dihydroxy benzene-1,2-diyl) bisoct-7-en-1-one, a phenolic compound, was isolated by using chromatographic methods and the structure was elucidated by various spectroscopic techniques. In vitro anticancer activity was evaluated against HeLa and MCF 7 cell lines. The viability of cells was evaluated by direct observation of cells by an Inverted phase-contrast microscope and by the MTT assay method. IC50 was calculated using the linear regression model. Results: The results of anticancer studies revealed that different concentrations of the ethanolic extract of leaves of Pothos scandens Linn. exhibited cytotoxic activity against HeLa and MCF 7 cell lines with IC50 of 22.9 and 18.32 μg/ml, respectively. The anticancer potential of the plant was revalidated by in silico molecular docking study with Vascular Endothelial Growth Factor Receptor 2 (VEGFR2, PDB ID: 4AG8) using Discovery studio 2018. Results of the docking study showed that the ligand exhibited strong interaction with the VEGFR2 kinase with significant binding energy. Conclusion: Pothos scandens linn. can be used for the isolation of potent anticancer agents.

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Design, Synthesis and In Vitro Evaluation of 18β-Glycyrrhetinic Acid Derivatives for Anticancer Activity Against Human Breast Cancer Cell Line MCF-7

Current Medicinal Chemistry ◽

10.2174/09298673113206660330 ◽

2014 ◽

Vol 21 (9) ◽

pp. 1160-1170 ◽

Cited By ~ 26

Author(s):

Dharmendra Yadav ◽

Komal Kalani ◽

Abhishek Singh ◽

Feroz Khan ◽

Santosh Srivastava ◽

...

Keyword(s):

Breast Cancer ◽

Anticancer Activity ◽

Breast Cancer Cell Line ◽

Human Breast Cancer ◽

Cancer Cell Line ◽

Human Breast Cancer Cell ◽

Human Breast ◽

Design Synthesis ◽

Mcf 7

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(Substituted)-benzo[b]thiophene-4-carboxamide Synthesis and Antiproliferative Activity Study

Letters in Drug Design & Discovery ◽

10.2174/1570180815666181004114125 ◽

2020 ◽

Vol 17 (5) ◽

pp. 563-573 ◽

Cited By ~ 2

Author(s):

Chandrakant Dhondiram Pawar ◽

Dattatraya Navnath Pansare ◽

Devanand Baburao Shinde

Keyword(s):

Anticancer Activity ◽

Cell Lines ◽

Proliferative Activity ◽

Thiophene Ring ◽

Amide Group ◽

Peptide Coupling ◽

Ic50 Value ◽

Important Building Block ◽

Mcf 7

Background: Thiophene ring forms important building block in medicinal chemistry. Literature reveals that thiophene ring in combination with different groups shows different activity. By keeping these things in mind we have designed and synthesized a new series of amide and sulfonamide coupled thiophene. A series of novel substituted 3-sulfamoylbenzo[b]thiophene-4- carboxamide molecules containing sulfonamide and amide group were designed, synthesized and used for anti-proliferative activity study. Methods: The final compounds 16-36 were synthesized by using series of reactions comprising sulfonation, sulfonamide coupling, hydrolysis and peptide coupling. The yields of compounds 16- 36 are in the range of 90-98%. The structures of the synthesized compounds were elucidated and confirmed by 1H NMR, 13C NMR, LCMS and the purity was checked through HPLC analysis. The compounds were further tested for their in vitro anticancer activity against a series of cell lines A549, HeLa, MCF-7 and Du-145. Results: The intermediates 8-13, 15 and final compounds 16-36 were synthesized in good yields. The synthesized compounds were further tested for their anticancer activity and most of compounds showed moderate to good anticancer activity against all four cell lines. Conclusion: We have synthesized 21 compounds and were screened for anticancer activity against MCF-7, HeLa, A-549 and Du-145 cancer cell lines. Most of the compounds were active for tested cell lines with IC50 value in the range of 1.81 to 9.73 μM. The compounds 18, 19, 21, 25, 30, 31 and 33 are most active in cell line data with IC50 value in the range of 1.81 to 2.52 μM.

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SYNTHESIS AND ANTICANCER ACTIVITY EVALUATION OF SOME SCHIFF BASES OF 1, 3, 4-OXADIAZOLE

INDIAN DRUGS ◽

10.53879/id.56.03.11589 ◽

2019 ◽

Vol 56 (03) ◽

pp. 12-17

Author(s):

Manpreet Kaur ◽

S. Singh ◽

Keyword(s):

Schiff Base ◽

Growth Inhibition ◽

Anticancer Activity ◽

Maximum Growth ◽

Schiff Base Derivatives ◽

Control Growth ◽

Anti Cancer ◽

Oxadiazole Derivatives ◽

Cancer Activity ◽

Mcf 7

A new series of 2,5-disubstituted-1,3,4-oxadiazole derivatives has been synthesized with the help of different aromatic benzaldehydes and final compounds were characterized by FTIR and 1H NMR. 2,5- disubstituted-1,3,4-oxadiazole derivatives were synthesized by the reaction of Schiff base derivatives with 2,5-disubstituted-1,3,4-oxadiazoles. All the synthesized compounds were screened for their anticancer activity. These compounds were evaluated for their anticancer activity against various cancer cell lines. Five of the compounds possessed good to moderate anti-cancer activity. Three of the synthesized compounds i.e. 6a, 6f and 6g were found to possess maximum growth inhibition. The order for the % control growth inhibition of MCF-7 was found to be 6a>6f>6g>5b>6h, as shown in Table II-VI.

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A Nitrocarbazole as a New Microtubule-Targeting Agent in Breast Cancer Treatment

Applied Sciences ◽

10.3390/app11199139 ◽

2021 ◽

Vol 11 (19) ◽

pp. 9139

Author(s):

Maria Stefania Sinicropi ◽

Cinzia Tavani ◽

Camillo Rosano ◽

Jessica Ceramella ◽

Domenico Iacopetta ◽

...

Keyword(s):

Breast Cancer ◽

Anticancer Activity ◽

Breast Cancer Cell Lines ◽

Cellular Functions ◽

Anticancer Properties ◽

Cycle Arrest ◽

In Silico Studies ◽

Ic50 Values ◽

Mcf 7

Breast cancer is still considered a high-incidence disease, and numerous are the research efforts for the development of new useful and effective therapies. Among anticancer drugs, carbazole compounds are largely studied for their anticancer properties and their ability to interfere with specific targets, such as microtubule components. The latter are involved in vital cellular functions, and the perturbation of their dynamics leads to cell cycle arrest and subsequent apoptosis. In this context, we report the anticancer activity of a series of carbazole analogues 1–8. Among them, 2-nitrocarbazole 1 exhibited the best cytotoxic profile, showing good anticancer activity against two breast cancer cell lines, namely MCF-7 and MDA-MB-231, with IC50 values of 7 ± 1.0 and 11.6 ± 0.8 μM, respectively. Furthermore, compound 1 did not interfere with the growth of the normal cell line MCF-10A, contrarily to Ellipticine, a well-known carbazole derivative used as a reference molecule. Finally, in vitro immunofluorescence analysis and in silico studies allowed us to demonstrate the ability of compound 1 to interfere with tubulin organization, similarly to vinblastine: a feature that results in triggering MCF-7 cell death by apoptosis, as demonstrated using a TUNEL assay.

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SYNTHESIS AND ANTITUMOR ACTIVITY OF NEW MULTIFUNCTIONAL COUMARINS

Periódico Tchê Química ◽

10.52571/ptq.v17.n36.2020.886_periodico36_pgs_871_883.pdf ◽

2020 ◽

Vol 17 (36) ◽

pp. 871-883

Author(s):

Moath Kahtan BASHIR ◽

Yasser Fakri MUSTAFA ◽

Mahmood Khudhayer OGLAH

Keyword(s):

Schiff Base ◽

Antitumor Activity ◽

Human Cancer ◽

Biological Activities ◽

Cell Viability Assay ◽

Chemical Structures ◽

Viability Assay ◽

Schiff Base Formation ◽

Mcf 7

Cancer constitutes one of the most severe public health menaces worldwide. It is imperative to synthesize new compounds and explore their antitumor activity to find a potential resolution to this health problem. Synthesis of new scaffolds and evaluating their antitumor activity is a relevant approach for combating cancer development. Coumarins can exhibit diverse biological activities, and one of these is the antitumor activity. This study aimed to synthesize new coumarins by grafting their precursors to the aromatic amines via Schiff base formation and evaluating their introductory antitumor activity. New multifunctional coumarins (MC1-MC9) were prepared by integrating a functionalized coumarin with different toluidine derivatives via a Schiff-base linkage. Spectral characterization inspired by FTIR, 1H- and 13C- NMR spectroscopies has established the chemical structures of the synthesized products. The antitumor activity was explored in vitro versus four dominant human cancer lines, including HeLa, SKG, MCF-7, and AMN3. The outcomes acquired from the cell viability assay inspected by applying MTT dye have revealed that the synthesized multifunctional coumarins, particularly MC3, have a hopeful activity. It can be concluded that a similar trend of activity against the test cell lines was observed for the synthesized coumarins, with the best action being versus MCF-7 and the least one versus AMN3. This study not only affords a new scaffold of a significant antitumor activity but also provides some insights into its structureactivity relationship.

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Synthesis, Characterization, Antimicrobial and Anticancer Activity of New Bidentate Schiff Base Ligand and their Transition Metal(II) Complexes

Asian Journal of Chemistry ◽

10.14233/ajchem.2021.23171 ◽

2021 ◽

Vol 33 (7) ◽

pp. 1488-1494

Author(s):

S. Arulmozhi ◽

G. Sasikumar ◽

A. Subramani ◽

A. Sudha ◽

S.J. Askar Ali

Keyword(s):

Schiff Base ◽

Anticancer Activity ◽

Cell Lines ◽

Schiff Base Ligand ◽

Pathogenic Bacteria ◽

Human Tumor ◽

Spectral Studies ◽

Breast Adenocarcinoma ◽

Human Colon Cancer

The metal(II) complexes were synthesized by addition of corresponding MCl2 (M = Mn2+, Ni2+, Cu2+ and Zn2+) with 1,2-bis(1H-pyrrol-2-ylmethylene)diazane in methanol. The ligand acts as a bidentate as confirmed from the mass, IR, UV, NMR and EPR spectral studies. The Schiff base ligand forms hexa-coordinated complexes having octahedral geometry for Mn(II), Ni(II), Zn(II) and Cu(II) complexes. The metal complexes showed an excellent antimicrobial activity spectrum in vitro against both Gram-negative (Klebsiella pneumoniae and Acinetobacter baumannii), Gram-positive (Staphylococcus aureus and Enterococcus faecalis) and human pathogenic bacteria isolates. To find the binding affinity with protein BSA kinase, for that molecular docking studies were also carried for all the four synthesized metal(II) complexes. The anticancer activity of the synthesized metal(II) complexes was also screened against the three human tumor cell lines MCF7 human breast adenocarcinoma cell line, CaSki human caucasian cervical epidermoid carcinoma and HCT116 human colon cancer cell lines. The present study showed that Zn(II) complex showed potent inhibition by the ratio of 80% as compared to the inhibition in the normal cells (L-6).

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