Genistein in 1: 1 inclusion complexes with ramified cyclodextrins: Theoretical, physicochemical and biological evaluation

Corina Danciu, Codruta Soica, Mircea Oltean, Stefana Avram, Florin Borcan, Erzsebet Csanyi, Rita Ambrus, I. Zupkó, Delia Muntean, Cristina A. Dehelean, Marius Craina, Ramona A. Popovici

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)1962-1982
Number of pages21
JournalInternational Journal of Molecular Sciences
Volume15
Issue number2
DOIs
Publication statusPublished - Jan 27 2014

Fingerprint

Genistein
Cyclodextrins
inclusions
Drug products
evaluation
Cells
Bacilli
Computer aided manufacturing
Complexation
Pharmaceutical Preparations
cancer
Assays
Skin
Screening
Solubility
Cell Line
Drug Compounding
cultured cells
Isoflavones
Kidney Neoplasms

Keywords

  • Antiangiogenic
  • Antibacterial
  • Antiproliferative
  • Cyclodextrin
  • Genistein
  • SEM
  • Thermal analysis
  • X-ray diffraction

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Spectroscopy
  • Inorganic Chemistry
  • Catalysis
  • Molecular Biology
  • Computer Science Applications
  • Medicine(all)

Cite this

Genistein in 1 : 1 inclusion complexes with ramified cyclodextrins: Theoretical, physicochemical and biological evaluation. / Danciu, Corina; Soica, Codruta; Oltean, Mircea; Avram, Stefana; Borcan, Florin; Csanyi, Erzsebet; Ambrus, Rita; Zupkó, I.; Muntean, Delia; Dehelean, Cristina A.; Craina, Marius; Popovici, Ramona A.

In: International Journal of Molecular Sciences, Vol. 15, No. 2, 27.01.2014, p. 1962-1982.

Research output: Contribution to journalArticle

Danciu, C, Soica, C, Oltean, M, Avram, S, Borcan, F, Csanyi, E, Ambrus, R, Zupkó, I, Muntean, D, Dehelean, CA, Craina, M & Popovici, RA 2014, 'Genistein in 1: 1 inclusion complexes with ramified cyclodextrins: Theoretical, physicochemical and biological evaluation', International Journal of Molecular Sciences, vol. 15, no. 2, pp. 1962-1982. https://doi.org/10.3390/ijms15021962
Danciu, Corina ; Soica, Codruta ; Oltean, Mircea ; Avram, Stefana ; Borcan, Florin ; Csanyi, Erzsebet ; Ambrus, Rita ; Zupkó, I. ; Muntean, Delia ; Dehelean, Cristina A. ; Craina, Marius ; Popovici, Ramona A. / Genistein in 1 : 1 inclusion complexes with ramified cyclodextrins: Theoretical, physicochemical and biological evaluation. In: International Journal of Molecular Sciences. 2014 ; Vol. 15, No. 2. pp. 1962-1982.
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