scholarly journals Synthesis and anti-tumor evaluation of novel hydrazide and hydrazide-hydrazone derivatives

2013 ◽  
Vol 63 (1) ◽  
pp. 45-57 ◽  
Author(s):  
Wagnat Wahba Wardakhan ◽  
El-Sayed Nahed Nasser Eid ◽  
Rafat Milad Mohareb
Keyword(s):  
Diazonium Salt ◽  
Ethyl Cyanoacetate ◽  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Inhibitory Effects ◽  
Reference Compound ◽  
Human Tumor Cells ◽  
Cns Cancer ◽  
Antitumor Evaluation ◽  
Mcf 7

The reaction of cyclopentanone with cyanoacetylhydrazine gave 2-cyano-2-cyclopentylideneacetohydrazide (1). Treatment of compound 1 with elemental sulphur in the presence of triethylamine afforded 2-amino-5,6-dihydro- -4H-cyclopenta[b]thiophene-3-carbohydrazide (2), which in-turn formed the corresponding intermediate diazonium salt. The latter was coupled with either ethyl cyanoacetate or ethyl acetoacetate to form 2-cyano-2-(3-(hydrazinecarbonyl)- 5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)hydrazono) acetate (3) and ethyl 2-(2-(3-(hydrazinecarbonyl)-5,6-dihydro- 4H-cyclopenta[b]thiophen-2-yl)hydrazono)-3-oxobutanoate (4), respectively. On the other hand, the reaction of compound 1 with either benzaldehyde or acetophenone afforded N’-benzylidene-2-cyano-2-cyclopentylideneacetohydrazide (7) and 2-cyano-2-(2-cyclopentylidene)phenylacetohydrazide (10), respectively. Moreover, compound 1 was used to synthesize 2-cyano-2-cyclopentylidene- N'-(arylthiazol-2(3H)-ylidene)acetohydrazides (6a,b), 2-(2-benzylidenecyclopentylidene)-2-cyanoacetohydrazide (8), 2-amino-N'-benzylidene-5,6-dihydro-4H- -cyclopenta[b]thiophene-3-carbohydrazide (9), 2-cyano- -2-(2-(2-phenylhydrazono)cyclopentylidene)acetohydrazide (11), N'-(1-chloropropan-2-ylidene)-2-cyano-2-cyclopentylideneacetohydrazide (12), and 2-cyclopentylidene-3- -(3,5-disubstituted-1H-pyrazol-1-yl)-3-oxopropanenitriles (13a,b) through its reaction with the respective reagents. Antitumor evaluation of the newly synthesized compounds against the three human tumor cells lines, namely, breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) showed that some of the described compounds exhibited higher inhibitory effects towards the three tumor cell lines than the reference compound doxorubicin.

scholarly journals The Reaction of Cyclopentanone with Cyanomethylene Reagents: Novel Synthesis of Pyrazole, Thiophene, and Pyridazine Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-10 ◽  
Author(s):  
Wagnat W. Wardakhan ◽  
Eman M. Samir
Keyword(s):  
Ethyl Cyanoacetate ◽  
Nonsmall Cell Lung Cancer ◽  
Inhibitory Effect ◽  
Breast Adenocarcinoma ◽  
Novel Synthesis ◽  
Cns Cancer ◽  
Pyridazine Derivatives ◽  
High Inhibitory Effect ◽  
Antitumor Evaluation ◽  
Mcf 7

The reaction of cyclopentanone with either malononitrile or ethyl cyanoacetate gave the corresponding condensated products. The latter underwent some heterocyclic reactions to give new pyrazole, thiophene, and pyridazine derivatives. The antitumor evaluation of the newly synthesized products against the three cancer cells, namely, breast adenocarcinoma (MCF-7), nonsmall cell lung cancer (NCI-H460), and CNS cancer (SF-268) showed that some of them have high inhibitory effect towards three cell lines which is higher than the standard.

scholarly journals Use of 2-aminoprop-1-ene-1,1,3-tricarbonitrile for the synthesis of tetrahydronaphthalene, hexahydroisoquinoline and hexahydrocinnoline derivatives with potential antitumor activities

2011 ◽  
Vol 61 (1) ◽  
pp. 51-62 ◽  
Author(s):  
Rafat Mohareb ◽  
Hosam Moustafa
Keyword(s):  
Cell Lines ◽  
Antitumor Agents ◽  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Inhibitory Effects ◽  
Antitumor Activities ◽  
Chemical Reagents ◽  
Tumor Types ◽  
Potential Antitumor

Use of 2-aminoprop-1-ene-1,1,3-tricarbonitrile for the synthesis of tetrahydronaphthalene, hexahydroisoquinoline and hexahydrocinnoline derivatives with potential antitumor activities The aim of the work was to synthesize heterocyclic compounds from 2-aminoprop-1-ene-1,1,3-tricarbonitrile and to study their antitumor activities. The title reagent reacted with cyclohexanone to give the ethylidene derivative 2. The reactivity of the latter product towards different chemical reagents was studied to give tetrahydronaphthalene, hexahydroisoquinoline and hexahydrocinnoline derivatives. The newly synthesized products were screened as antitumor agents on the in vitro growth of three human tumor cell lines representing different tumor types, namely, breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268). It was found that some of these compounds showed inhibitory effects on the three cell lines, indicating their potential use in the development of oncology products.

scholarly journals Major Constituents of Boswellia Carteri Resin Exhibit Cyclooxygenase Enzyme Inhibition and Antiproliferative Activity

2013 ◽  
Vol 8 (10) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Sami I. Ali ◽  
Chuan-Rui Zhang ◽  
Amal A. Mohamed ◽  
Farouk K. EL-Baz ◽  
Ahmad K. Hegazy ◽  
...  
Keyword(s):  
Tumor Cell ◽  
Human Tumor ◽  
Tumor Cell Line ◽  
Inhibitory Effects ◽  
Hep G2 ◽  
Human Tumor Cell ◽  
Human Tumor Cell Lines ◽  
Cyclooxygenase 1 ◽  
Cox 1 ◽  
Mcf 7

Aromatic gum from Boswellia carteri (olibanum oleogum) has long been used in Egyptian traditional medicine. Cyclooxygenase-1 (COX-1) enzyme inhibitory assay guided purification of the extracts of this resin resulted in five bioactive compounds, 3α- O-acetyl-8,24-dien-tirucallic acid (1), verticilla-4(20),7,11-triene (2), cembrene A (3), incensole acetate (4), and incensole (5). The pure isolates were investigated for their inhibitory effects on COX-1 and −2 enzymes and human tumor cell lines Hep-G2, MCF-7 and RAW 264.7. Compounds 1–5 inhibited COX-2 enzyme by 39.0, 32.7, 60.0, 46.3, and 49.8%, respectively. Furthermore, compound 2 showed an inhibitory concentration of 50% (IC50) at 9 μg/mL against Hep-G2 tumor cell line. This is the first report of COX-1 and -2 enzyme and tumor cell proliferation inhibitory effects of compounds 1 and 2.

scholarly journals Synthesis and Anticancer Evaluations of Novel Thiazole Derivatives Derived from 4-Phenylthiazol-2-amine

2021 ◽  
Vol 68 (3) ◽  
pp. 604-616
Author(s):  
Amira E. M. Abdallah ◽  
Rafat M. Mohareb ◽  
Maher H. E. Helal ◽  
Germeen J. Mofeed
Keyword(s):  
Anticancer Agents ◽  
Human Cancer ◽  
Human Cell Line ◽  
Breast Adenocarcinoma ◽  
Small Cell Lung ◽  
Thiazole Derivatives ◽  
Human Cancer Cell Lines ◽  
Chemical Reagents ◽  
Cns Cancer ◽  
Mcf 7

Many novel thiazole derivatives were designed and synthesized using 4-phenylthiazol-2-amine. The reactivity of the latter compound toward different chemical reagents was studied. The structure of the newly synthesized compounds was established based on elemental analysis and spectral data. Furthermore, twenty compounds of the synthesized systems were selected and evaluated in (μM) as significant anticancer agents towards three human cancer cell lines [MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), and SF-268 (CNS cancer)] and normal fibroblasts human cell line (WI-38). The results showed that compounds 9 and 14a displayed higher effeciency than the reference doxorubicin.

scholarly journals Antioxidant, Antiproliferative and Antimicrobial Activities of the Volatile Oil from the Wild Pepper Piper capense Used in Cameroon as a Culinary Spice

2013 ◽  
Vol 8 (12) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Verlaine Woguem ◽  
Filippo Maggi ◽  
Hervet P. D. Fogang ◽  
Léon A. Tapondjou ◽  
Hilaire M. Womeni ◽  
...  
Keyword(s):  
Essential Oil ◽  
Tumor Cells ◽  
Biological Activities ◽  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Moderate Activity ◽  
Oil Composition ◽  
Human Tumor Cells ◽  
Agar Disc

Wild pepper (Piper capense L.f., Piperaceae) is a spice traditionally used in western Cameroon to make soups called ‘ Nkui’ and ‘ Nah poh’. In the present work, the essential oil hydrodistilled from fruits was analyzed by GC-FID and GC-MS, and for in vitro biological activities, namely cytotoxic, antioxidant and antimicrobial, by MTT, DPPH, ABTS and agar disc diffusion methods. The oil composition was dominated by monoterpene hydrocarbons (56.5%) responsible for the pepper odor, such as β-pinene (33.2%), sabinene (10.0%) and α-pinene (8.9%). The oil induced a concentration-dependent inhibitory effect on human tumor cells MDA-MB 231 (breast adenocarcinoma), A375 (malignant melanoma) and HCT116 (colon carcinoma), showing IC50 values of 26.3, 76.0 and 22.7 μg/ml, respectively. The oil showed total antioxidant activity with a Trolox equivalent antioxidant concentration (TEAC) value of 140 μmol/g. The essential oil of P. capense proved to be an effective scavenger of the ABTS+ radical, with an activity only about 30 times lower than that of Trolox. Moderate activity was observed against the Gram-positive species Staphylococcos aureus and Enterococcus faecalis, and the yeast Candida albicans. The notable inhibition of some human tumor cells is worthy of further investigation to discover the possible mechanisms of action responsible for the observed cytotoxic effect of this essential oil.

scholarly journals AURUM POLYACRYLATE: THE EXPERIMENTAL STUDY OF THE ANTITUMOR ACTIVITY

2020 ◽  
Vol 19 (4) ◽  
pp. 74-85
Author(s):  
L. A. Ostrovskaya ◽  
D. B. Korman ◽  
N. V. Bluhterova ◽  
M. M. Fomina ◽  
V. A. Rikova ◽  
...  
Keyword(s):  
Tumor Cells ◽  
Lung Carcinoma ◽  
Human Tumor ◽  
Inhibitory Effect ◽  
Lewis Lung ◽  
Human Tumor Cells ◽  
Growth Inhibitory Effect ◽  
Growth Inhibitory ◽  
Mcf 7 ◽  
Potential Antitumor

Introduction. The investigation of metal substituted organic compounds as potential antitumor drugs is one of the promising areas of research in experimental and clinical oncology.Objective. The pre-clinical study of the original antitumor drug aurum polyacrylate (aurumacryl) which belongs to such new for oncology group of compounds as polyacrylates of metals was the aim of this work.Materials and methods.  Aurumacryl antitumor activity was determined as the tumor growth inhibitory effect against some of the murine solid tumors (Lewis lung carcinoma, Acatol adenocarcinoma and Ca-755 adenocarcinoma). Drug cytotoxic effect against some of the human tumor cells (Mel-Mo melanoma, A549 lung carcinoma, MCF-7 breast carcinoma, HCT116 colon adenocarcinoma) was evaluated with standard МТТ-test. The aurumacryl pharmacokinetics in tumor bearing mice (Lewis lung carcinoma) was studied. The inductively coupled plasma mass spectrometry method was used for the estimation of the aurum maintenance in the tested tissues (tumor, blood, kidneys, liver, lungs, spleen, brain).Results. The 80–90 % tumor growth inhibitory effect of aurumacryl against some solid tumors in mice had been revealed in vivo as well as the death of the 60–90 % human tumor cells of various origins in vitro. Beside this the strong decrease of the number of proliferating MCF-7 tumor cells had been shown. The distribution of aurumacryl in the body of the mice with the solid tumor had been revealed.Conclusion. On the base of the data obtained the further study of the aurumacryl as a potential antitumor agent seems rather promising.

scholarly journals Development of indanones and isatins as non-cytotoxic inhibitors of cholinesterases

2020 ◽  
Vol 10 (2) ◽  
pp. 121-137
Author(s):  
Josephine M. Gießel ◽  
Anne Loesche ◽  
Sophie Hoenke ◽  
Immo Serbian ◽  
Ahmed Al-Harrasi ◽  
...  
Keyword(s):  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Human Tumor Cell ◽  
Dual Inhibitor ◽  
Human Tumor Cell Lines ◽  
Ability To Act ◽  
Adenocarcinoma Cells ◽  
Isatin Derivatives ◽  
Mcf 7 ◽  
Mixed Type Inhibitor

A small library of indanone-amides and substituted isatin derivatives has been prepared; these compounds have been investigated for their ability to act as inhibitors for the enzymes acetyl- and butyrylcholinesterase (AChE, BChE). Several of them were moderate inhibitors for AChE and not cytotoxic for a variety of human tumor cell lines as well as for non-malignant mouse fibroblasts. In this library consisting of 49 derivatives, 5,7-dibromo-4-iodoisatin was shown to be a good mixed-type inhibitor for AChE (K­i = 2.52 ± 0.61 µM and Ki´ = 11.74 ± 1.31 µM) but this compound also acted as a dual inhibitor for BChE (Ki = 4.49 ± 0.32 µM and Ki´ = 6.56 ± 0.57 µM). Interestingly, N-hexyl-1-oxo-2,3-dihydro-1H-indene-2-carboxamide was cytotoxic especially for MCF-7 breast adenocarcinoma cells (EC50 = 4.28 ± 0.5 µM).

scholarly journals Sartoryglabrins, Analogs of Ardeemins, from Neosartorya Glabra

2011 ◽  
Vol 6 (6) ◽  
pp. 1934578X1100600
Author(s):  
Anake Kijjoa ◽  
Sonia Santos ◽  
Tida Dethoup ◽  
Leka Manoch ◽  
Ana Paula Almeida ◽  
...  
Keyword(s):  
Cell Line ◽  
Cell Lines ◽  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Moderate Activity ◽  
Growth Inhibitory ◽  
Nmr Spectrometry ◽  
Growth Inhibitory Activity ◽  
Mcf 7

Chemical investigation of a collection of the fungus Neosartorya glabra from Thailand furnished sartoryglabins A-C (1a, 1b and 2) which are analogs of the reverse prenylated indole alkaloids known as (-) ardeemins. Structures of these compounds were established by NMR spectrometry and an X-ray analysis. Sartoryglabins A-C were evaluated for their in vitro growth inhibitory activity on three human tumor cell lines: MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A375-C5 (melanoma). All the compounds exhibited strong to moderate activity against the MCF-7 cell line but weak or no activity against the NCI-H460 and A375-C5 cell lines. Sartoryglabin B was found to exhibit selectivity towards the MCF-7 cell line.

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