scholarly journals Synthesis, DNA-binding and antiproliferative activity of N-(Nitrogen heterocyclic) norcantharidin acylamide acid

2009 ◽  
Vol 7 (3) ◽  
pp. 569-575 ◽  
Author(s):  
Wen-Zhong Zhu ◽  
Rui-Ding Hu ◽  
Qiu-Yue Lin ◽  
Xiao-Xia Wang ◽  
Xiao-Liang Zheng
Keyword(s):  
Dna Binding ◽  
Cell Line ◽  
Elemental Analysis ◽  
Antiproliferative Activity ◽  
Plasmid Dna ◽  
H Nmr ◽  
Smmc7721 Cell ◽  
Calf Thymus ◽  
Binding Experiment ◽  
Pbr322 Plasmid

AbstractTwo novel norcantharidin acylamide acids (HL1=N-pyrimidine norcantharidin acylamide acid, C12H13N3O4; HL2=N-pyridine norcantharidin acylamide acid, C13H14N2O4) were synthesized by a reaction of norcantharidin(NCTD) with 2-aminopyrimidine and 2-aminopyridine, respectively. Their structures were characterized by elemental analysis, IR, UV and 1 H NMR. Fluorescence titration and viscosity measurements indicated that HL1, HL2 and HL3 (HL3=N-phenyl norcantharidin acylamide acid, C14H15NO4) can bind calf thymus DNA via partial intercalation. The liner Stern-Volmer quenching constant Ksv values for HL1, HL2 and HL3 were 2.05 × 104 L mol−1, 1.15 × 104 L mol−1 and 8.30×103 L mol−1, respectively. Two compounds containing heterocycle of HL1 and HL2 have been found to cleave pBR322 plasmid DNA at physiological pH and temperature. The test of antiproliferation activity showed that the compounds had moderate to strong antiproliferative ability against the tested cell lines except of HL3 against the SMMC7721 cell line. The results indicated that the heterocycle attached to the norcantharidin was favorable to antiproliferative activity. This result was consistent with the DNA binding experiment.

scholarly journals Antiproliferative activity of extract from in vitro callus cultures of Astragalus vesicarius ssp. carniolicus (A. Kern.) Chater

Pharmacia ◽  
2021 ◽  
Vol 68 (1) ◽  
pp. 217-221
Author(s):  
Pavlinka Popova ◽  
Yancho Zarev ◽  
Rositsa Mihaylova ◽  
Georgi Momekov ◽  
Iliana Ionkova
Keyword(s):  
Enzymatic Hydrolysis ◽  
Cell Line ◽  
Antiproliferative Activity ◽  
Multidrug Resistant ◽  
Callus Cultures ◽  
Resistant Variant ◽  
Strong Activity ◽  
Etoac Extract ◽  
H Nmr

Five isoflavonoids, i.e. 5-hydroxy-7-methoxy-2’, 5’-dihydroxyisoflavone (AV4), 5, 7-dihydroxy-4’-methoxyisoflavone (AV6), 7-methoxy-5-hydroxy-4’-methoxy-2’-hydroxyisoflavone (AV7), 8-pregnyl genistein (AV9), 5,7-dihydroxy-8-pregnyl-4’-methoxy-2’-hydroxyisoflavone (AV10) and one coumarochromone – sophorophenolone (AV8) were isolated from EtOAc of in vitro callus cultures of Astragalus vesicarius ssp. carniolicus, after enzymatic hydrolysis with β-glucosidase. Their structures were tentatively elucidated by spectroscopic mean (1H NMR and HR-ESI-MS spectra). Antiproliferative activity of EtOAc extract and isolated aglycones against chemosensitive human promyelocyte cell line HL-60 and its multidrug-resistant variant HL-60/Dox was assessed in vitro. Despite the strong activity of EtOAc (IC50 8.8 µg/mL (HL-6, 72 h) to 11.8 µg/mL (HL-60/Dox, 72 h)), prenylated compound AV9 showed also antiproliferative activity – 36.1 µg/mL (HL-60 and HL-60/Dox, 72 h).

scholarly journals DNA Binding and Photocleavage Studies of Cobalt(III) Ethylenediamine Pyridine Complexes: [Co(en)2(py)2]3+ and [Co(en)2(mepy)2]3+

2008 ◽  
Vol 2008 ◽  
pp. 1-8 ◽  
Author(s):  
Penumaka Nagababu ◽  
D. Aravind Kumar ◽  
Kotha Laxma Reddy ◽  
K. Ashwini Kumar ◽  
Md. B. Mustafa ◽  
...  
Keyword(s):  
Dna Binding ◽  
Anticancer Activity ◽  
Plasmid Dna ◽  
Emission Spectroscopy ◽  
Calf Thymus Dna ◽  
Dna Melting ◽  
Viscosity Measurements ◽  
Pyridine Complexes ◽  
Calf Thymus ◽  
Ct Dna

Two novel cobalt(III) pyridine complexes (1)[Co(en)2(py)2]3+ and (2)[Co(en)2(mepy)2]3+ (en=ethylenediamine, py=pyridine, and mepy=methylpyridine) have been synthesized and characterized. The interaction of these complexes with calf thymus DNA was investigated by absorption, emission spectroscopy, viscosity measurements, DNA melting, and DNA photocleavage. Results suggest that the two complexes bind to DNA via groove mode and complex 2 binds more strongly to CT DNA than complex 1. Moreover, these Co(III) complexes have been found to promote the photocleavage of plasmid DNA pBR322 under irradiation at 365 nm, cytotoxicity results of complexes are also showing anticancer activity.

Glucosylated Polypropylenimine Dendrimer as a Novel Gene Carrier

2007 ◽  
Vol 342-343 ◽  
pp. 457-460 ◽  
Author(s):  
You Kyoung Kim ◽  
In Kyu Park ◽  
Hu Lin Jiang ◽  
Rohidas B. Arote ◽  
Hwan Jeong Jeong ◽  
...  
Keyword(s):  
Sulfuric Acid ◽  
Dna Binding ◽  
Gene Delivery ◽  
Hela Cell ◽  
Cell Line ◽  
Plasmid Dna ◽  
Transfection Efficiency ◽  
Hela Cell Line ◽  
Binding Ability ◽  
Low Cytotoxicity

Polypropylenimine (PPI) dendrimers have been used by many researchers as gene delivery carriers due to their high functionality. Glucose as a kind of carbohydrate is biocompatible and hydrophilic. In this study, we synthesized glucosylated PPI (G-PPI) dendrimers to reduce cytotoxicity. Glucose substitution of G-PPI dendrimers was determined by the sulfuric acid micromethod. The G-PPI dendrimer was complexed with plasmid DNA in various N/P ratios, and the complex was characterized. G-PPI dendrimers showed good DNA binding ability and high protection of DNA from nuclease attack. The G-PPI dendrimer had low cytotoxicity compared to PPI dendrimer by cytotoxicity assay. Also, transfection efficiency was influenced by glucosylation degree and the transfection efficiency for the G-PPI-5 was slightly higher than that of PPI dendrimer in HeLa cell line.

Water soluble palladium(ii) and platinum(ii) acyclic diaminocarbene complexes: solution behavior, DNA binding, and antiproliferative activity

2020 ◽  
Vol 44 (15) ◽  
pp. 5762-5773 ◽  
Author(s):  
Tatiyana V. Serebryanskaya ◽  
Mikhail A. Kinzhalov ◽  
Vladimir Bakulev ◽  
Georgii Alekseev ◽  
Anastasiya Andreeva ◽  
...  
Keyword(s):  
Dna Binding ◽  
Antiproliferative Activity ◽  
Water Soluble ◽  
Solution Behavior ◽  
Antitumor Potential ◽  
Acyclic Diaminocarbene

Water soluble Pd(ii) and Pt(ii)–ADC species synthesized via the metal-mediated coupling of isocyanides and 1,2-diaminobenzene have demonstrated antitumor potential.

A New Series of Antileukemic Agents: Design, Synthesis, In Vitro and In Silico Evaluation of Thiazole-Based ABL1 Kinase Inhibitors

2020 ◽  
Vol 20 ◽  
Author(s):  
Ebru Zeytün ◽  
Mehlika D. Altıntop ◽  
Belgin Sever ◽  
Ahmet Özdemir ◽  
Doha E. Ellakwa ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Anticancer Activity ◽  
Cell Line ◽  
Antiproliferative Activity ◽  
In Silico ◽  
K562 Cell ◽  
Kinase Inhibitors ◽  
K562 Cell Line ◽  
Cytotoxic Effects ◽  
Atp Binding Site

Background: After the milestone approval of imatinib, more than 25 antitumor agents targeting kinases have been approved, and several promising candidates are in various stages of clinical evaluation. Objectives : Due to the importance of thiazole scaffold in targeted anticancer drug discovery, the goal of this work is the design of new thiazolyl hydrazones as potent ABL1 kinase inhibitors for the management of chronic myeloid leukemia (CML). Methods: New thiazolyl hydrazones (2a-p) were synthesized and investigated for their cytotoxic effects on K562 CML cell line. Compounds 2h, 2j and 2l showed potent anticancer activity against K562 cell line. The cytotoxic effects of these compounds on other leukemia (HL-60, MT-2 and Jurkat) and HeLa human cervical carcinoma cell lines were also investigated. Furthermore, their cytotoxic effects on mitogen-activated peripheral blood mononuclear cells (MA-PBMCs) were evaluated to determine their selectivity. Due to its selective and potent anticancer activity, compound 2j was benchmarked for its apoptosis-inducing potential on K562 cell line and inhibitory effects on eight different tyrosine kinases (TKs) including ABL1 kinase. In order to investigate the binding mode of compound 2j into the ATP binding site of ABL1 kinase (PDB: 1IEP), molecular docking study was conducted using MOE 2018.01 program. The QikProp module of Schrödinger’s Molecular modelling package was used to predict the pharmacokinetic properties of compounds 2a-p. Results: 4-(4-(Methylsulfonyl)phenyl)-2-[2-((1,3-benzodioxol-4-yl)methylene)hydrazinyl]thiazole (2j) showed antiproliferative activity against K562 cell line with an IC50 value of 8.87±1.93 µM similar to imatinib (IC50= 6.84±1.11 µM). Compound 2j was found to be more effective than imatinib on HL-60, Jurkat and MT-2 cells. Compound 2j also showed cytotoxic activity against HeLa cell line similar to imatinib. The higher selectivity index value of compound 2j than imatinib indicated that its antiproliferative activity was selective. Compound 2j also induced apoptosis in K562 cell line more than imatinib. Among eight TKs, compound 2j showed the strongest inhibitory activity against ABL1 kinase enzyme (IC50= 5.37±1.17 µM). According to molecular docking studies, compound 2j exhibited high affinity to the ATP binding site of ABL1 kinase forming significant intermolecular interactions. On the basis of in silico studies, this compound did not violate Lipinski's rule of five and Jorgensen's rule of three. Conclusion: Compound 2j stands out as a potential orally bioavailable ABL1 kinase inhibitor for the treatment of CML.

Synthesis and Antituberculotic Activity of Some Substituted 3-Arylamino-5-cyano-2-pyrazinecarboxamides

1995 ◽  
Vol 60 (7) ◽  
pp. 1236-1241 ◽  
Author(s):  
Martin Doležal ◽  
Jiří Hartl ◽  
Antonín Lyčka ◽  
Vladimír Buchta ◽  
Želmíra Odlerová
Keyword(s):  
Nucleophilic Substitution ◽  
Elemental Analysis ◽  
Nmr Spectra ◽  
Substituted Anilines ◽  
H Nmr

Nucleophilic substitution of 3-chloro-5-cyano-2-pyrazinecarboxamide by substituted anilines afforded substituted 3-arylamino-5-cyano-2-pyrazinecarboxamides I-X. The structures of compounds were confirmed by elemental analysis, UV, IR and 1H NMR spectra. The assessment of in vitro antimycotic and antimycobacterial activities of the compounds was carried out. The highest antituberculotic activity against M. tuberculosis in this series was shown by 3-anilino- 5-cyano-2-pyrazinecarboxamide (I), whose efficacy was the same as that of pyrazinecarboxamide.

scholarly journals Molecular Engineering of Curcumin, an Active Constituent of Curcuma longa L. (Turmeric) of the Family Zingiberaceae with Improved Antiproliferative Activity

Plants ◽  
2021 ◽  
Vol 10 (8) ◽  
pp. 1559
Author(s):  
Amena Ali ◽  
Abuzer Ali ◽  
Abu Tahir ◽  
Md. Afroz Bakht ◽  
Salahuddin ◽  
...  
Keyword(s):  
Epidermal Growth Factor Receptor ◽  
Molecular Docking ◽  
Growth Factor ◽  
Epidermal Growth Factor ◽  
Cell Line ◽  
Antiproliferative Activity ◽  
Growth Factor Receptor ◽  
Molecular Engineering ◽  
Curcumin Analogs ◽  
Epidermal Growth

Cancer is the world’s second leading cause of death, accounting for nearly 10 million deaths and 19.3 million new cases in 2020. Curcumin analogs are gaining popularity as anticancer agents currently. We reported herein the isolation, molecular engineering, molecular docking, antiproliferative, and anti-epidermal growth factor receptor (anti-EGFR) activities of curcumin analogs. Three curcumin analogs were prepared and docked against the epidermal growth factor receptor (EGFR), revealing efficient binding. Antiproliferative activity against 60 NCI cancer cell lines was assessed using National Cancer Institute (NCI US) protocols. The compound 3b,c demonstrated promising antiproliferative activity in single dose (at 10 µM) as well as five dose (0.01, 0.10, 1.00, 10, and 100 µM). Compound 3c inhibited leukemia cancer panel better than other cancer panels with growth inhibition of 50% (GI50) values ranging from 1.48 to 2.73 µM, and the most promising inhibition with GI50 of 1.25 µM was observed against leukemia cell line SR, while the least inhibition was found against non-small lung cancer cell line NCI-H226 with GI50 value of 7.29 µM. Compounds 3b,c demonstrated superior antiproliferative activity than curcumin and gefitinib. In molecular docking, compound 3c had the most significant interaction with four H-bonds and three π–π stacking, and compound 3c was found to moderately inhibit EGFR. The curcumin analogs discovered in this study have the potential to accelerate the anticancer drug discovery program.

scholarly journals Chemical Profiling, Antioxidant, Antiproliferative, and Antibacterial Potentials of Chemically Characterized Extract of Citrullus colocynthis L. Seeds

Separations ◽  
2021 ◽  
Vol 8 (8) ◽  
pp. 114
Author(s):  
Mohammed Bourhia ◽  
Kaoutar Bouothmany ◽  
Hanane Bakrim ◽  
Safa Hadrach ◽  
Ahmad Mohammad Salamatullah ◽  
...  
Keyword(s):  
Chemical Composition ◽  
Cell Line ◽  
Antiproliferative Activity ◽  
Seed Extract ◽  
Diffusion Method ◽  
Citrullus Colocynthis ◽  
Adenocarcinoma Cell Line ◽  
Adenocarcinoma Cell ◽  
Ht 29 ◽  
Β Carotene

Background: Citrullus colocynthis L. (C. colocynthis) is commonly known as colocynth. It belongs to the family Cucurbitaceae that is frequently used in alternative medicine in the north of Africa. The aim of the study: the present research was undertaken to investigate the chemical composition, antioxidant, antiproliferative, and antibacterial potentials of C. colocynthis seed extract. Material and methods: the chemical composition of C. colocynthis seed organic extract was characterized using gas chromatography/mass spectrometry (GC-MS). The antioxidant property was carried out using both β-carotene bleaching and DPPH assays. The antibacterial effect was effectuated using the agar disc diffusion method. The antiproliferative activity vs. human colorectal adenocarcinoma cell line (HT-29) and human breast adenocarcinoma cell line (MDA MB 231) were carried by WST-1 test. The chemical analysis showed the presence of interesting potentially bioactive compounds. The studied plant extract exhibited antioxidant potential with IC50 value of 2. 22 mg/mL (β-carotene bleaching) and 8.98 ± 0.619 mg/mL (DPPH). Concerning the antiproliferative activity, the seed extract was effective in MDA-MB-231 and HT-29 cancer cells with IC50 values 86.89 ± 3.395 and 242.1 ± 17.9 μg/mL, respectively, whilst the extract of Citrullus colocynthis seeds was non-toxic in healthy human dermal fibroblasts. Regarding the antibacterial test, the extract was effective in Gram-positive bacteria only. Conclusion: The outcome of this research indicated that the extracts from C. colocynthis seeds may compose a promising source with interesting compounds that can be used to fight cancer, free radicals damage, and bacterial infections.

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