scholarly journals Synthesis of Some Polysubstituted Nicotinonitriles and Derived Pyrido[2,3-d]pyrimidines asIn VitroCytotoxic and Antimicrobial Candidates

2016 ◽  
Vol 2016 ◽  
pp. 1-12 ◽  
Author(s):  
Hassan M. Faidallah ◽  
Sherif A. F. Rostom ◽  
Khalid A. Khan
Keyword(s):  
Cell Line ◽  
Colon Carcinoma ◽  
Human Tumor ◽  
Human Colon ◽  
Pyrimidine Ring ◽  
Inhibitory Effect ◽  
Breast Adenocarcinoma ◽  
Human Tumor Cell Lines ◽  
E Coli

The synthesis of polysubstituted pyridines, in addition to some derived pyrido[2,3-d]pyrimidine ring systems supported with chemotherapeutically active functionalities, is described. They were evaluated for theirin vitrocytotoxic effects against three different human tumor cell lines (human colon carcinoma HT29, hepatocellular carcinoma Hep-G2, and Caucasian breast adenocarcinoma MCF7). Nine compounds displayed variable cytotoxic potential, among which alkylthio analogs33,34, and37emerged as the most active members, being almost twice as active as doxorubicin against the colon carcinoma HT29 cell line. In addition, the same three analogs showed a clear differential cytotoxic profile as they exhibited a marginal inhibitory effect on the growth of the normal nontransformed human foreskin fibroblast Hs27 cell line. Meanwhile, nineteen compounds were able to exhibit significant antibacterial activity against both Gram-positive and Gram-negative bacteria, together with moderate antifungal activities. The pyrido[2,3-d]pyrimidine-2(1H)-thione30together with its alkylthio derivatives33and34stemmed as the most active antimicrobial members being equipotent to ampicillin againstS. aureus,E. coli,andP. aeruginosa,together with a noticeable antifungal activity againstC. albicans.Compounds33and34could be considered as a promising template for possible dual antimicrobial-anticancer candidates.

scholarly journals A Multicomponent Protocol for the Synthesis of Highly Functionalized γ-Lactam Derivatives and Their Applications as Antiproliferative Agents

2021 ◽  
Vol 14 (8) ◽  
pp. 782
Author(s):  
Xabier del Corte ◽  
Adrián López-Francés ◽  
Aitor Maestro ◽  
Ilia Villate-Beitia ◽  
Myriam Sainz-Ramos ◽  
...  
Keyword(s):  
Human Tumor ◽  
Human Colon ◽  
In Vitro Cytotoxicity ◽  
Breast Adenocarcinoma ◽  
Cervix Carcinoma ◽  
Synthetic Methodology ◽  
Human Tumor Cell Lines ◽  
Human Prostate Carcinoma ◽  
Human Ovarian Carcinoma

An efficient synthetic methodology for the preparation of 3-amino 1,5-dihydro-2H-pyrrol-2-ones through a multicomponent reaction of amines, aldehydes, and pyruvate derivatives is reported. In addition, the densely substituted lactam substrates show in vitro cytotoxicity, inhibiting the growth of carcinoma human tumor cell lines HEK293 (human embryonic kidney), MCF7 (human breast adenocarcinoma), HTB81 (human prostate carcinoma), HeLa (human epithelioid cervix carcinoma), RKO (human colon epithelial carcinoma), SKOV3 (human ovarian carcinoma), and A549 (carcinomic human alveolar basal epithelial cell). Given the possibilities in the diversity of the substituents that offer the multicomponent synthetic methodology, an extensive structure-activity profile is presented. In addition, both enantiomers of phosphonate-derived γ-lactam have been synthesized and isolated and a study of the cytotoxic activity of the racemic substrate vs. its two enantiomers is also presented. Cell morphology analysis and flow cytometry assays indicate that the main pathway by which our compounds induce cytotoxicity is based on the activation of the intracellular apoptotic mechanism.

scholarly journals Synthesis and In Vitro Anticancer Evaluation of Novel Chrysin and 7-Aminochrysin Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 888 ◽  
Author(s):  
Szabolcs Mayer ◽  
Péter Keglevich ◽  
Péter Ábrányi-Balogh ◽  
Áron Szigetvári ◽  
Miklós Dékány ◽  
...  
Keyword(s):  
Cell Line ◽  
Human Tumor ◽  
Human Tumor Cell ◽  
Smiles Rearrangement ◽  
Human Tumor Cell Lines ◽  
Naturally Occurring ◽  
In Silico Studies ◽  
Mcf7 Cell Line ◽  
Novel Method

Chrysin is a naturally occurring flavonoid with mild anticancer activity. In this paper we report the synthesis of new chrysin derivatives alkylated with N-phenylchloroacetamides in position 7. A novel method was developed for the preparation of 7-aminochrysin derivatives via the Smiles rearrangement, resulting in diphenylamine-type compounds. In silico studies of the Smiles rearrangement were performed. We also present the in vitro antiproliferative activity of the synthesized compounds against 60 human tumor cell lines (NCI60). The most potent derivative exhibited nanomolar antitumor activity on the MCF7 cell line of breast cancer (GI50 = 30 nM) and on the HCT-15 cell line of colon cancer (GI50 = 60 nM).

Anticancer effects of amooranin in human colon carcinoma cell line in vitro and in nude mice xenografts

2006 ◽  
Vol 119 (10) ◽  
pp. 2443-2454 ◽  
Author(s):  
Cheppail Ramachandran ◽  
P.K. Raveendran Nair ◽  
Arturo Alamo ◽  
Curtis Bruce Cochrane ◽  
Enrique Escalon ◽  
...  
Keyword(s):  
Cell Line ◽  
Colon Carcinoma ◽  
Nude Mice ◽  
Carcinoma Cell ◽  
Human Colon ◽  
Human Colon Carcinoma Cell ◽  
Colon Carcinoma Cell Line ◽  
Anticancer Effects ◽  
Human Colon Carcinoma

scholarly journals Synthesis, Spectroscopic Characterization, Structural Studies, and In Vitro Antitumor Activities of Pyridine-3-carbaldehyde Thiosemicarbazone Derivatives

2020 ◽  
Vol 2020 ◽  
pp. 1-12
Author(s):  
Wilfredo Hernández ◽  
Fernando Carrasco ◽  
Abraham Vaisberg ◽  
Evgenia Spodine ◽  
Jorge Manzur ◽  
...  
Keyword(s):  
Tumor Cell ◽  
Cell Lines ◽  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Significant Activity ◽  
Tumor Cell Lines ◽  
Human Tumor Cell ◽  
Human Tumor Cell Lines ◽  
Biological Studies

Eight new thiosemicarbazone derivatives, 6-(1-trifluoroethoxy)pyridine-3-carbaldehyde thiosemicarbazone (1), 6-(4′-fluorophenyl)pyridine-3-carbaldehyde thiosemicarbazone (2), 5-chloro-pyridine-3-carbaldehyde thiosemicarbazone (3), 2-chloro-5-bromo-pyridine-3-carbaldehyde thiosemicarbazone (4), 6-(3′,4′-dimethoxyphenyl)pyridine-3-carbaldehyde thiosemicarbazone (5), 2-chloro-5-fluor-pyridine-3-carbaldehyde thiosemicarbazone, (6), 5-iodo-pyridine-3-carbaldehyde thiosemicarbazone (7), and 6-(3′,5′-dichlorophenyl)pyridine-3-carbaldehyde thiosemicarbazone (8) were synthesized, from the reaction of the corresponding pyridine-3-carbaldehyde with thiosemicarbazide. The synthesized compounds were characterized by ESI-Mass, UV-Vis, IR, and NMR (1H, 13C, 19F) spectroscopic techniques. Molar mass values and spectroscopic data are consistent with the proposed structural formulas. The molecular structure of 7 has been also confirmed by single crystal X-ray diffraction. In the solid state 7 exists in the E conformation about the N2-N3 bond; 7 also presents the E conformation in solution, as evidenced by 1H NMR spectroscopy. The in vitro antitumor activity of the synthesized compounds was studied on six human tumor cell lines: H460 (lung large cell carcinoma), HuTu80 (duodenum adenocarcinoma), DU145 (prostate carcinoma), MCF-7 (breast adenocarcinoma), M-14 (amelanotic melanoma), and HT-29 (colon adenocarcinoma). Furthermore, toxicity studies in 3T3 normal cells were carried out for the prepared compounds. The results were expressed as IC50 and the selectivity index (SI) was calculated. Biological studies revealed that 1 (IC50 = 3.36 to 21.35 μM) displayed the highest antiproliferative activity, as compared to the other tested thiosemicarbazones (IC50 = 40.00 to >582.26 μM) against different types of human tumor cell lines. 1 was found to be about twice as cytotoxic (SI = 1.82) than 5-fluorouracile (5-FU) against the M14 cell line, indicating its efficiency in inhibiting the cell growth even at low concentrations. A slightly less efficient activity was shown by 1 towards the HuTu80 and MCF7 tumor cell lines, as compared to that of 5-FU. Therefore, 1 can be considered as a promising candidate to be used as a pharmacological agent, since it presents significant activity and was found to be more innocuous than the 5-FU anticancer drug against the 3T3 mouse embryo fibroblast cells.

scholarly journals Purification and characterization of a novel monocyte chemotactic and activating factor produced by a human myelomonocytic cell line.

1989 ◽  
Vol 169 (4) ◽  
pp. 1485-1490 ◽  
Author(s):  
K Matsushima ◽  
C G Larsen ◽  
G C DuBois ◽  
J J Oppenheim
Keyword(s):  
Cell Line ◽  
Human Tumor ◽  
Heparin Binding ◽  
Purification And Characterization ◽  
Human Tumor Cell Lines ◽  
Growth Inhibitory ◽  
Sds Page ◽  
Normal Human

A novel basic heparin-binding monocyte chemotactic factor (MCF) was purified to homogeneity from the conditioned media of human myelomonocytic cell line THP-1 based on its in vitro monocyte chemotactic activity. The purified MCF was homogenous and estimated to be 15 kD on SDS-PAGE. Purified MCF stimulated normal human monocytes to be growth inhibitory in vitro at 2-3 d for several human tumor cell lines. This represents the first report of the identification and purification of a chemoattractant cytokine that also activates monocytes but is distinct from interferons and other known cytokines.

scholarly journals Synthesis of 1,6-bis(semicarbazide)hexanes and 1,6-bis(1,2,4-triazol-5-one)hexanes and their antiproliferative and antimicrobial activity

2012 ◽  
Vol 77 (1) ◽  
pp. 1-8 ◽  
Author(s):  
M. Pitucha ◽  
J. Rzymowska ◽  
A. Olender ◽  
L. Grzybowska-Szatkowska
Keyword(s):  
Cell Line ◽  
Antimicrobial Agents ◽  
Human Tumor ◽  
Carcinoma Cells ◽  
Breast Carcinoma Cell Line ◽  
Human Tumor Cell ◽  
Human Tumor Cell Lines ◽  
Lung Carcinoma Cells ◽  
Lung Cell Line

A series of 1,6-bis(3-substituted-4,5-dihydro-1H-1,2,4-triazol-5-on-4- yl)hexanes (3a-g) were synthesized by the cyclization reaction of 1,6-bis(1- substituted-semicarbazide-4-yl)hexanes (2a-g) in alkaline medium. New derivatives (3a-c) were screened in vitro for their antiproliferative and anticancer activity in human tumor cell lines derived from breast and lung carcinoma cells. Compounds 3a (in concentration of 0.18 mM), 3b (in concentrations of 0.12 mM and 0.02 mM) and 3c (in concentrations of 0.23 mM and 0.11 mM) were found to be the most effective against lung cell line. The compound (3a) had the most antiproliferative effect on breast carcinoma cell line. Representative compounds were established and evaluated as antimicrobial agents. All tested derivatives showed MIC in range 1.87-7.5 (?g/mL). The compound (3b) was the most effective against C. albicans (MIC 1.87 ?g/mL).

Novel Symmetrical 1,4-Disubstituted-bis-1,2,3-Triazoles: Synthesis by Double CuAAC and Cytotoxicity Evaluation

2018 ◽  
Vol 18 (17) ◽  
pp. 1475-1482 ◽  
Author(s):  
Wallace J. Reis ◽  
Paulo O.L. Moreira ◽  
Rosemeire B. Alves ◽  
Heloísa H.M. Oliveira ◽  
Luciana M. Silva ◽  
...  
Keyword(s):  
Cell Lines ◽  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Tetraethylene Glycol ◽  
Ovarian Adenocarcinoma ◽  
Standard Drug ◽  
Human Tumor Cell Lines ◽  
Induced Apoptosis ◽  
Brdu Assay

Background: A series of symmetrical 1,4-disubstituted bis-1,2,3-triazoles was prepared by double copper catalyzed Azide-alkyne Cycloaddition (CuAAC) from aliphatic bis-azides and a tetraethylene glycol bis-azide derivative. The eighteen novel compounds were evaluated in vitro for their cytotoxic activity against two human tumor cell lines: Human breast adenocarcinoma (MDA-MB 231) and ovarian adenocarcinoma (TOV-21G). Results and Conclusion: The results of colorimetric MTT assays showed that compounds 4j and 4q exhibited a better selectivity index and cell viability comparable with the standard drug doxorubicin. These compounds induced apoptosis in both tested cell lines, as assessed by BrdU assay. The results suggest that these structurally simple compounds may be promising prototypes for antitumoral agents.

scholarly journals Oxaliplatin Analogues with Carboxy Derivatives of Boldine with Enhanced Antioxidant Activity

2015 ◽  
Vol 2015 ◽  
pp. 1-7 ◽  
Author(s):  
Marco Mellado ◽  
Carlos Jara ◽  
David Astudillo ◽  
Joan Villena ◽  
Patricio G. Reveco ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Tumor Cell ◽  
Cell Line ◽  
Cell Lines ◽  
Human Tumor ◽  
Tumor Cell Line ◽  
Human Colon ◽  
Human Tumor Cell Lines ◽  
Derivatives Of ◽  
Ht 29

A new oxaliplatin analog [Pt(dach)(L5)] (1) was synthesized and characterized as a continuation of a study of the previously reported [Pt(dach)(L6)] (2), where dach = (1R,2R)-diaminocyclohexane, L5 = 3-carboxyboldine, and L6 = 3-carboxypredicentrine. Compounds1and2exhibited a substantially enhanced antioxidant activity compared to oxaliplatin (130 and 30 times for1and 13 and 4 times for2using the DPPH and FRAP assays, resp.). In addition,1and2exhibited cytotoxic activity in the same range as oxaliplatin toward the two human tumor cell lines (MCF-7 and HT-29) studied and two to four times lower activity in the human colon nontumor cell line (CCD-841). Preadministration of L5 or L6 to the colon tumor (HT-29) and the colon nontumor (CCD-841) cell lines prior to oxaliplatin addition increased the viability of the nontumor cell line to a greater extent than that of the tumor cell line.

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