Genistein in 1:1 Inclusion Complexes with Ramified Cyclodextrins: Theoretical, Physicochemical and Biological Evaluation

International Journal of Molecular Sciences

Corina Danciu²  Codruta Soica²  Mircea Oltean³  Stefana Avram²  Florin Borcan²  Erzsebet Csanyi⁴  Rita Ambrus⁴  Istvan Zupko⁵  Delia Muntean¹  Cristina A. Dehelean²  Marius Craina¹ 

[1]Faculty of Medicine, University of Medicine and Pharmacy “Victor Babeş”, Eftimie Murgu Square, No. 2, 300041 Timişoara, Romania

[2] E-Mails:

[3]Faculty of Pharmacy, University of Medicine and Pharmacy “Victor Babeş”, Eftimie Murgu Square, No. 2, 300041 Timişoara, Romania

[4] E-Mails:

[5]Faculty of Physics, Babes-Bolyai University, Kogalniceanu 1, 400084 Cluj-Napoca, Romania

[6] E-Mail:

[7]Department of Pharmaceutical Technology, University of Szeged, 6 Eotvos Str, H-6720 Szeged, Hungary

[8] E-Mails:

[9]Department of Pharmacodynamics and Biopharmacy, University of Szeged, 6 Eotvos Str, H-6720 Szeged, Hungary

[10] E-Mail:

关键词: genistein;    cyclodextrin;    thermal analysis;    X-ray diffraction;    SEM;    antibacterial;    antiproliferative;    antiangiogenic;   

DOI  :  10.3390/ijms15021962

来源: mdpi

【 摘 要 】

Genistein is one of the most studied phytocompound in the class of isoflavones, presenting a notable estrogenic activity and in vitro and/or in vivo benefits in different types of cancer such as those of the bladder, kidney, lung, pancreatic, skin and endometrial cancer. A big inconvenience for drug development is low water solubility, which can be solved by using hydrophilic cyclodextrins. The aim of this study is to theoretically analyze, based on the interaction energy, the possibility of a complex formation between genistein (Gen) and three different ramified cyclodextrins (CD), using a 1:1 molar ratio Gen:CD. Theoretical data were correlated with a screening of both in vitro and in vivo activity. Proliferation of different human cancer cell lines, antimicrobial activity and angiogenesis behavior was analyzed in order to see if complexation has a beneficial effect for any of the above mentioned activities and if so, which of the three CDs is the most suitable for the incorporation of genistein, and which may lead to future improved pharmaceutical formulations. Results showed antiproliferative activity with different IC₅₀ values for all tested cell lines, remarkable antimicrobial activity on Bacillus subtilis and antiangiogenic activity as revealed by CAM assay. Differences regarding the intensity of the activity for pure and the three Gen complexes were noticed as explained in the text. The data represent a proof that the three CDs can be used for furtherer research towards practical use in the pharmaceutical and medical field.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland