TY - JOUR
T1 - Assessing amphiphilic ABAB Zn(II) phthalocyanines with enhanced photosensitization abilities in in vitro photodynamic therapy studies against cancer
AU - Revuelta-Maza, Miguel
AU - Mascaraque, Marta
AU - González-Jiménez, Patricia
AU - González-Camuñas, Arturo
AU - Nonell, Santi
AU - Juarranz, Ángeles
AU - De La Torre, Gema
AU - Torres, Tomás
N1 - Publisher Copyright:
© 2020 by the authors.
PY - 2020/1
Y1 - 2020/1
N2 - We have previously demonstrated that singlet oxygen photosensitization abilities of Zn(II) phthalocyanines (Zn(II)Pcs) are enhanced through α-functionalization with bulky fluorinated substituents (i.e., bis(trifluoromethyl)phenyl units) at facing positions of ABAB Zn(II)Pcs, where A and B refer to differently functionalized isoindoles. In this work, we have prepared the Zn(II)Pc ABAB 1 endowed with hydrophilic triethylene glycol monomethyl ether (i.e., at the A isoindoles) to provide solubility in aqueous media, together with its A3B and A4 counterparts, and compared their ability to behave as photosensitizers for photodynamic therapy. All photophysical data, aggregation studies and preliminary in vitro biological assays in cell cultures of SCC-13 (squamous cell carcinoma) and HeLa (cervical cancer cells), have proved ABAB 1 as the best photosensitizer of the series.
AB - We have previously demonstrated that singlet oxygen photosensitization abilities of Zn(II) phthalocyanines (Zn(II)Pcs) are enhanced through α-functionalization with bulky fluorinated substituents (i.e., bis(trifluoromethyl)phenyl units) at facing positions of ABAB Zn(II)Pcs, where A and B refer to differently functionalized isoindoles. In this work, we have prepared the Zn(II)Pc ABAB 1 endowed with hydrophilic triethylene glycol monomethyl ether (i.e., at the A isoindoles) to provide solubility in aqueous media, together with its A3B and A4 counterparts, and compared their ability to behave as photosensitizers for photodynamic therapy. All photophysical data, aggregation studies and preliminary in vitro biological assays in cell cultures of SCC-13 (squamous cell carcinoma) and HeLa (cervical cancer cells), have proved ABAB 1 as the best photosensitizer of the series.
KW - ABAB
KW - Amphiphilic
KW - HeLa
KW - Photodynamic therapy
KW - SCC-13
KW - Zn(II) phthalocyanines
UR - http://www.scopus.com/inward/record.url?scp=85077447198&partnerID=8YFLogxK
UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000513770000213&DestLinkType=FullRecord&DestApp=WOS_CPL
U2 - 10.3390/molecules25010213
DO - 10.3390/molecules25010213
M3 - Article
C2 - 31947934
AN - SCOPUS:85077447198
SN - 1420-3049
VL - 25
JO - Molecules
JF - Molecules
IS - 1
M1 - 213
ER -
