PMID- 25681746
OWN - NLM
STAT- MEDLINE
DCOM- 20151222
LR  - 20150323
IS  - 1873-3441 (Electronic)
IS  - 0939-6411 (Linking)
VI  - 91
DP  - 2015 Apr
TI  - Enhanced delivery of daidzein into fibroblasts and neuronal cells with cationic 
      derivatives of gamma-cyclodextrin for the control of cellular glycosaminoglycans.
PG  - 111-9
LID - S0939-6411(15)00049-1 [pii]
LID - 10.1016/j.ejpb.2015.02.002 [doi]
AB  - Two cationic derivatives of gamma-cyclodextrin (GCD) were synthesized by 
      functionalization with glycidyltrimethylammonium chloride (GTMAC) and 
      ethylenediamine (EDA). Both these derivatives (GCD-GTMAC and GCD-EDA) have been 
      shown to interact strongly with anionic biopolymers, unfractionated heparin (UFH) 
      and mucin, the latter showing their mucoadhesive properties. They form inclusion 
      complexes with daidzein (DAI), an isoflavone displaying a multitude of 
      physiological effects, much more efficiently than the unmodified GCD. It was also 
      shown that the complexes of these GCD derivatives with DAI and Nile Red penetrate 
      human fibroblasts and murine hippocampal neuronal cells indicating that cationic 
      GCD derivatives can be considered as potential delivery systems for isoflavones 
      and other poorly water soluble compounds. Moreover, it was found that DAI 
      delivered in cationic GCD complexes decreased the level of the cellular 
      glycosaminoglycans (GAGs) in normal fibroblasts suggesting their possible 
      application in the control of GAGs in mucopolysaccharidoses, lysosomal storage 
      diseases caused by pathological accumulation of GAGs in the cells.
CI  - Copyright (c) 2015 Elsevier B.V. All rights reserved.
FAU - Kaminski, Kamil
AU  - Kaminski K
AD  - Faculty of Chemistry, Jagiellonian University, Krakow, Poland.
FAU - Kujdowicz, Monika
AU  - Kujdowicz M
AD  - Faculty of Chemistry, Jagiellonian University, Krakow, Poland.
FAU - Kajta, Malgorzata
AU  - Kajta M
AD  - Department of Experimental Neuroendocrinology, Institute of Pharmacology, Polish 
      Academy of Sciences, Krakow, Poland.
FAU - Nowakowska, Maria
AU  - Nowakowska M
AD  - Faculty of Chemistry, Jagiellonian University, Krakow, Poland.
FAU - Szczubialka, Krzysztof
AU  - Szczubialka K
AD  - Faculty of Chemistry, Jagiellonian University, Krakow, Poland. Electronic 
      address: szczubia@chemia.uj.edu.pl.
LA  - eng
PT  - Comparative Study
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20150212
PL  - Netherlands
TA  - Eur J Pharm Biopharm
JT  - European journal of pharmaceutics and biopharmaceutics : official journal of 
      Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V
JID - 9109778
RN  - 0 (Epoxy Compounds)
RN  - 0 (Ethylenediamines)
RN  - 0 (Glycosaminoglycans)
RN  - 0 (Indicators and Reagents)
RN  - 0 (Isoflavones)
RN  - 0 (Phytoestrogens)
RN  - 0 (Quaternary Ammonium Compounds)
RN  - 0 (gamma-Cyclodextrins)
RN  - 3033-77-0 (glycidyl trimethylammonium)
RN  - 60V9STC53F (ethylenediamine)
RN  - 6287WC5J2L (daidzein)
SB  - IM
MH  - Absorption, Physiological
MH  - Animals
MH  - Cell Survival/drug effects
MH  - Cells, Cultured
MH  - *Drug Delivery Systems/adverse effects
MH  - Epoxy Compounds/chemistry
MH  - Ethylenediamines/chemistry
MH  - Fibroblasts/cytology/drug effects/metabolism
MH  - Glycosaminoglycans/*antagonists & inhibitors/metabolism
MH  - Hippocampus/cytology/drug effects/*metabolism
MH  - Humans
MH  - Indicators and Reagents/chemistry
MH  - Isoflavones/administration & dosage/*metabolism/pharmacology/therapeutic use
MH  - Lysosomal Storage Diseases/drug therapy/metabolism
MH  - Mice
MH  - Mucopolysaccharidoses/drug therapy/metabolism
MH  - Neurons/cytology/drug effects/*metabolism
MH  - Phytoestrogens/administration & dosage/*metabolism/pharmacology/therapeutic use
MH  - Quaternary Ammonium Compounds/chemistry
MH  - Solubility
MH  - gamma-Cyclodextrins/adverse effects/*chemistry
OTO - NOTNLM
OT  - Daidzein
OT  - Fibroblasts
OT  - Glycosaminoglycans
OT  - Hippocampal neuronal cells
OT  - Mucopolysaccharidosis
OT  - gamma-cyclodextrin
EDAT- 2015/02/15 06:00
MHDA- 2015/12/23 06:00
CRDT- 2015/02/15 06:00
PHST- 2015/01/02 00:00 [received]
PHST- 2015/01/30 00:00 [revised]
PHST- 2015/02/02 00:00 [accepted]
PHST- 2015/02/15 06:00 [entrez]
PHST- 2015/02/15 06:00 [pubmed]
PHST- 2015/12/23 06:00 [medline]
AID - S0939-6411(15)00049-1 [pii]
AID - 10.1016/j.ejpb.2015.02.002 [doi]
PST - ppublish
SO  - Eur J Pharm Biopharm. 2015 Apr;91:111-9. doi: 10.1016/j.ejpb.2015.02.002. Epub 
      2015 Feb 12.