Synthesis, Characterization and Biological Evaluation of Metal Adamantyl 2-Pyridylhydrazone Complexes

Four new complexes derived from adamantly containing hydrazone (APH) ligand with Cu(II) (1), Co(II) (2), Ni(II) (3) and Zn(II) (4), have been synthesized and characterized using different physicochemical methods. The structure of the ligand APH and its copper complex 1 have been established by single-crystal X-ray diffraction direct methods, which reveal that complex 1 has distorted square-pyramidal geometry. Complexes 1–4 are screened against seven human cancer cell lines namely, breast cancer cell lines (MCF7, T47D, MDA-MB-231), prostate cancer cell lines (PC3, DU145) and the colorectal cancer cell line Coco-2, for their antiproliferative activities. Complex 1 has shown a promising anticancer activity compared to the other ones. The structural and spectroscopic analysis of APH and its complexes are confirmed by DFT calculations.

Download Full-text

Design, Synthesis and Biological Evaluation of 3-(3,4,5-Trimethoxyphenyl)- 5-(2-(5-arylbenzo[b]thiophen-3-yl)oxazol-5-yl)isoxazole Derivatives as Anticancer Agents

Letters in Organic Chemistry ◽

10.2174/1570178616666191004105445 ◽

2020 ◽

Vol 17 (5) ◽

pp. 345-351

Author(s):

Syndla Premalatha ◽

G. Rambabu ◽

Islavathu Hatti ◽

Dittakavi Ramachandran

Keyword(s):

Breast Cancer ◽

Anticancer Activity ◽

Cell Lines ◽

Cancer Cell ◽

Human Cancer ◽

Cancer Cell Lines ◽

Biological Evaluation ◽

Human Cancer Cell ◽

Human Cancer Cell Lines ◽

Isoxazole Derivatives

A new series of 3-(3,4,5-trimethoxyphenyl)-5-(2-(5-arylbenzo[b]thiophen-3-yl)oxa zol-5- yl)isoxazole derivatives were designed and synthesized. All these derivatives were evaluated for their anticancer activity against various human cancer cell lines such as MCF-7 (breast cancer), A549 (lung cancer), DU-145 (prostate cancer) and MDA MB-231 (breast cancer)-four human cancer cell lines by using MTT assay. Here, etoposide was used as a standard reference drug and most of the compounds were exhibited good anticancer activity with respect to cell lines. Among all compounds, five compounds 11b, 11c, 11f, 11i and 11j showed more potent activity than standard drug, in which, compound 11f was the most promising compound.

Download Full-text

Comprehensive Evaluation of Biological Effects of Pentathiepins on Various Human Cancer Cell Lines and Insights into Their Mode of Action

International Journal of Molecular Sciences ◽

10.3390/ijms22147631 ◽

2021 ◽

Vol 22 (14) ◽

pp. 7631

Author(s):

Lisa Wolff ◽

Siva Sankar Murthy Bandaru ◽

Elias Eger ◽

Hoai-Nhi Lam ◽

Martin Napierkowski ◽

...

Keyword(s):

Oxidative Stress ◽

Cell Lines ◽

Cancer Cell ◽

Human Cancer ◽

Biological Effects ◽

Cancer Cell Lines ◽

Biological Evaluation ◽

Human Cancer Cell ◽

Strand Breaks ◽

Human Cancer Cell Lines

Pentathiepins are polysulfur-containing compounds that exert antiproliferative and cytotoxic activity in cancer cells, induce oxidative stress and apoptosis, and inhibit glutathione peroxidase (GPx1). This renders them promising candidates for anticancer drug development. However, the biological effects and how they intertwine have not yet been systematically assessed in diverse cancer cell lines. In this study, six novel pentathiepins were synthesized to suit particular requirements such as fluorescent properties or improved water solubility. Structural elucidation by X-ray crystallography was successful for three derivatives. All six underwent extensive biological evaluation in 14 human cancer cell lines. These studies included investigating the inhibition of GPx1 and cell proliferation, cytotoxicity, and the induction of ROS and DNA strand breaks. Furthermore, selected hallmarks of apoptosis and the impact on cell cycle progression were studied. All six pentathiepins exerted high cytotoxic and antiproliferative activity, while five also strongly inhibited GPx1. There is a clear connection between the potential to provoke oxidative stress and damage to DNA in the form of single- and double-strand breaks. Additionally, these studies support apoptosis but not ferroptosis as the mechanism of cell death in some of the cell lines. As the various pentathiepins give rise to different biological responses, modulation of the biological effects depends on the distinct chemical structures fused to the sulfur ring. This may allow for an optimization of the anticancer activity of pentathiepins in the future.

Download Full-text

Effect of the Method of Preparation on the Composition and Cytotoxic Activity of the Essential Oil of Pituranthos tortuosus

Zeitschrift für Naturforschung C ◽

10.1515/znc-2011-3-408 ◽

2011 ◽

Vol 66 (3-4) ◽

pp. 143-148 ◽

Cited By ~ 8

Author(s):

Hossam M. Abdallah ◽

Shahira M. Ezzat

Keyword(s):

Breast Cancer ◽

Essential Oil ◽

Cell Line ◽

Cell Lines ◽

Cancer Cell ◽

Human Cancer ◽

Cancer Cell Line ◽

Cancer Cell Lines ◽

Human Cancer Cell ◽

Human Cancer Cell Lines

The aerial parts of Pituranthos tortuosus (Desf.) Benth and Hook (Apiaceae), growing wild in Egypt, yielded 0.8%, 0.6%, and 1.5% (v/w) of essential oil when prepared by hydrodistillation (HD), simultaneous hydrodistillation-solvent (n-pentane) extraction (Lickens- Nickerson, DE), and conventional volatile solvent extraction (preparation of the “absolute”, SE), respectively. GC-MS analysis showed that the major components in the HD sample were β-myrcene (18.81%), sabinene (18.49%), trans-iso-elemicin (12.90%), and terpinen- 4-ol (8.09%); those predominent in the DE sample were terpinen-4-ol (29.65%), sabinene (7.38%), γ-terpinene (7.27%), and β-myrcene (5.53%); while the prominent ones in the SE sample were terpinen-4-ol (15.40%), dill apiol (7.90%), and allo-ocimene (4E,6Z) (6.00%). The oil prepared in each case was tested for its cytotoxic activity on three human cancer cell lines, i.e. liver cancer cell line (HEPG2), colon cancer cell line (HCT116), and breast cancer cell line (MCF7). The DE sample showed the most potent activity against the three human cancer cell lines (with IC50 values of 1.67, 1.34, and 3.38 μg/ml against the liver, colon, and breast cancer cell lines, respectively). Terpinen-4-ol, sabinene, γ-terpinene, and β-myrcene were isolated from the DE sample and subjected to a similar evaluation of cytotoxic potency; signifi cant activity was observed

Download Full-text

Synthesis and biological evaluation of sapinofuranones A,B and 1,2,3-triazole-sapinofuranone hybrids as cytotoxic agents

RSC Advances ◽

10.1039/c6ra21939j ◽

2016 ◽

Vol 6 (103) ◽

pp. 101501-101512 ◽

Cited By ~ 1

Author(s):

K. Siva Nagi Reddy ◽

Gowravaram Sabitha ◽

Y. Poornachandra ◽

C. Ganesh Kumar

Keyword(s):

Total Synthesis ◽

Cell Lines ◽

Cancer Cell ◽

Human Cancer ◽

Cancer Cell Lines ◽

Biological Evaluation ◽

Cytotoxic Agents ◽

Human Cancer Cell ◽

Human Cancer Cell Lines ◽

Synthesis And Biological Evaluation

The total synthesis of sapinofuranones A,B and ent-sapinofuranones A,B and L-factor and a series of novel 1,2,3-triazole-sapinofuranone hybrids is described and their cytotoxicity against four human cancer cell lines (A549, MDA-MB-231, DU145 and HepG2) was evaluated.

Download Full-text

Synthesis and Biological Evaluation of Lipophilic 1,4-Naphthoquinone Derivatives against Human Cancer Cell Lines

Molecules ◽

10.3390/molecules200711994 ◽

2015 ◽

Vol 20 (7) ◽

pp. 11994-12015 ◽

Cited By ~ 15

Author(s):

Shao-Hung Wang ◽

Chih-Yu Lo ◽

Zhong-Heng Gwo ◽

Hong-Jhih Lin ◽

Lih-Geeng Chen ◽

...

Keyword(s):

Cell Lines ◽

Cancer Cell ◽

Human Cancer ◽

Cancer Cell Lines ◽

Biological Evaluation ◽

Human Cancer Cell ◽

Human Cancer Cell Lines ◽

Synthesis And Biological Evaluation

Download Full-text

Anticancer Activity of Ag(I) N-Heterocyclic Carbene Complexes Derived from 4,5-Dichloro-1H-Imidazole

Metal-Based Drugs ◽

10.1155/2008/384010 ◽

2008 ◽

Vol 2008 ◽

pp. 1-7 ◽

Cited By ~ 66

Author(s):

Doug A. Medvetz ◽

Khadijah M. Hindi ◽

Matthew J. Panzner ◽

Andrew J. Ditto ◽

Yang H. Yun ◽

...

Keyword(s):

Anticancer Activity ◽

Cell Lines ◽

Cancer Cell ◽

Human Cancer ◽

Cancer Cell Lines ◽

Breast Cancer Cell Lines ◽

Silver Complexes ◽

Carbene Complexes ◽

Human Cancer Cell Lines

A class of Ag(I) N-heterocyclic carbene silver complexes, 1–3, derived from 4,5-dichloro-1H-imidazole has been evaluated for their anticancer activity against the human cancer cell lines OVCAR-3 (ovarian), MB157 (breast), and Hela (cervical). Silver complexes 1–3 are active against the ovarian and breast cancer cell lines. A preliminary in vivo study shows 1 to be active against ovarian cancer in mice. The results obtained in these studies warrant further investigation of these compounds in vivo.

Download Full-text

Chemical Analysis of the Edible Mushroom Tricholoma populinum: Steroids and Sulfinyladenosine Compounds

Natural Product Communications ◽

10.1177/1934578x1701201014 ◽

2017 ◽

Vol 12 (10) ◽

pp. 1934578X1701201 ◽

Cited By ~ 1

Author(s):

Bernadett Kovács ◽

Zoltán Béni ◽

Miklós Dékány ◽

Orsolya Orbán-Gyapai ◽

Izabella Sinka ◽

...

Keyword(s):

Cell Lines ◽

Cancer Cell ◽

Antiproliferative Activity ◽

Human Cancer ◽

Edible Mushroom ◽

Cancer Cell Lines ◽

Breast Cancer Cell Lines ◽

Human Cancer Cell Lines ◽

Chemical Structures ◽

Diphenyltetrazolium Bromide

Ten compounds have been identified in the methanol extract of cottonwood mushroom ( Tricholoma populinum J.E. Lange), 9 of them for the first time in this species. Besides adenosine (8) and nicotinamide (7) the isolated compounds were ergostane type steroids (1-6) and rare sulfinyladenosine constituents (9 and 10). The chemical structures of these compounds were elucidated by means of extensive spectroscopic methods (NMR and MS). Compounds 3-6 were evaluated for their potential antiproliferative activity against human cancer cell lines using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. The xanthine oxidase (XO) inhibitory activity of 7-10 has been examined by spectrophotometric method. Cerevisterol (3), its methylated derivative (5) and 3-glycoside of ergosterol peroxide (6) showed significant antiproliferative activity on human breast cancer cell lines.

Download Full-text