Cytotoxicity Studies of Novel Combretastatin and Pterostilbene Derivatives
Open Access
- 3 August 2014
- journal article
- research article
- Published by Wiley in BioMed Research International
- Vol. 2014, 1-8
Abstract
We synthesised seven 2-aminestilbenes with methoxy substitents in reactions of dinitrostilbenes with sodium azide. In order to study the positioning of the nitro groups, the optimum structure of obtained stilbenes using the DFT B3LYP/6-311++G(2d,p) method was calculated. Very interesting aspect of this regioselectivity reaction is the fact that in all substrates and synthetized compounds the nitro groups in position 2 were not coplanar whereas thepara-nitro groups were coplanar with respect to the benzene ring. Due to unique features of stilbene derivatives, such as antitumor agents, we undertook the studies on the biological properties of new stilbene derivatives. Using five cancer cell lines, we investigated the effects of 2-aminestilbenes with methoxy substitents on cell growth.Keywords
Funding Information
- National Science Centre (UMO-2012/07/B/ST5/03194)
This publication has 21 references indexed in Scilit:
- A-Ring Dihalogenation Increases the Cellular Activity of Combretastatin-Templated TetrazolesACS Medicinal Chemistry Letters, 2012
- 4-(3-Halo/amino-4,5-dimethoxyphenyl)-5-aryloxazoles and -N-methylimidazoles That Are Cytotoxic against Combretastatin A Resistant Tumor Cells and Vascular Disrupting in a Cisplatin Resistant Germ Cell Tumor ModelJournal of Medicinal Chemistry, 2010
- Antivascular and anticancer activity of dihalogenated A-ring analogues of combretastatin A-4MedChemComm, 2010
- Combretastatin A4-Induced Differential Cytotoxicity and Reduced Metastatic Ability by Inhibition of AKT Function in Human Gastric Cancer CellsThe Journal of Pharmacology and Experimental Therapeutics, 2007
- Pharmacometrics of pterostilbene: preclinical pharmacokinetics and metabolism, anticancer, antiinflammatory, antioxidant and analgesic activityPhytotherapy Research, 2007
- Resveratrol suppresses prostate cancer progression in transgenic miceCarcinogenesis, 2007
- Pterostilbene, an Active Constituent of Blueberries, Suppresses Aberrant Crypt Foci Formation in the Azoxymethane-Induced Colon Carcinogenesis Model in RatsClinical Cancer Research, 2007
- Antineoplastic Agents. 509. Synthesis of Fluorcombstatin Phosphate and Related 3-Halostilbenes,1Journal of Natural Products, 2005
- Disrupting tumour blood vesselsNature Reviews Cancer, 2005
- Structural requirements for the interaction of combretastatins with tubulin: how important is the trimethoxy unit?Organic & Biomolecular Chemistry, 2003