TY - JOUR
T1 - Click synthesis of estradiol-cyclodextrin conjugates as cell compartment selective estrogens
AU - Kim, Hye Yeong
AU - Sohn, Johann
AU - Wijewickrama, Gihani T.
AU - Edirisinghe, Praneeth
AU - Gherezghiher, Teshome
AU - Hemachandra, Madhubani
AU - Lu, Pei Yi
AU - Chandrasena, R. Esala
AU - Molloy, Mary Ellen
AU - Tonetti, Debra A.
AU - Thatcher, Gregory R.J.
PY - 2010/1/15
Y1 - 2010/1/15
N2 - Cyclodextrin (CD) is a well known drug carrier and excipient for enhancing aqueous solubility. CDs themselves are anticipated to have low membrane permeability because of relatively high hydrophilicity and molecular weight. CD derivatization with 17-beta estradiol (E2) was explored extensively using a number of different click chemistries and the cell membrane permeability of synthetic CD-E2 conjugate was explored by cell reporter assays and confocal fluorescence microscopy. In simile with reported dendrimer-E2 conjugates, CD-E2 was found to be a stable, extranuclear receptor selective estrogen that penetrated into the cytoplasm.
AB - Cyclodextrin (CD) is a well known drug carrier and excipient for enhancing aqueous solubility. CDs themselves are anticipated to have low membrane permeability because of relatively high hydrophilicity and molecular weight. CD derivatization with 17-beta estradiol (E2) was explored extensively using a number of different click chemistries and the cell membrane permeability of synthetic CD-E2 conjugate was explored by cell reporter assays and confocal fluorescence microscopy. In simile with reported dendrimer-E2 conjugates, CD-E2 was found to be a stable, extranuclear receptor selective estrogen that penetrated into the cytoplasm.
KW - Bioconjugate
KW - Cyclodextrin
KW - Estrogen
KW - Membrane
KW - Nuclear receptor
UR - http://www.scopus.com/inward/record.url?scp=76449099930&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=76449099930&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2009.11.046
DO - 10.1016/j.bmc.2009.11.046
M3 - Article
C2 - 20031420
AN - SCOPUS:76449099930
SN - 0968-0896
VL - 18
SP - 809
EP - 821
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 2
ER -