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case1193850866.pdf (1.9 MB)
ETD Abstract Container
Abstract Header
Silicon Phthalocyanines for Photodynamic Therapy Studies
Author Info
Li, Jun
Permalink:
http://rave.ohiolink.edu/etdc/view?acc_num=case1193850866
Abstract Details
Year and Degree
2008, Doctor of Philosophy, Case Western Reserve University, Chemistry.
Abstract
Four sulfonated silicon phthalocyanines SiPc(1-SO
3
H)[OSi(
n
-C
6
H1
3
)
3
]
2
, 2, Pc 177; SiPc(2-SO
3
H)[OSi(n-C
6
H
13
)
3
]
2
, 4, Pc 178; SiPc(1-SO
3
H)[OSi(CH
3
)
2
(CH
2
)
3
N(CH
3
)
2
]
2
, 3, Pc 179; and SiPc(2-SO
3
H)[OSi(CH
3
)
2
(CH
2
)
3
N(CH
3
)
2
]
2
, 5, Pc 180, were prepared and characterized. The first two were made for an abandoned external study and the second two for an internal photodynamic therapy (PDT) study. In further work, acid SiPc[OSi(CH
3
)
2
(CH
2
)
10
C(O)OH]
2
, 28, Pc 61 was prepared and was conjugated with trimer H(C
9
H
10
N
2
O
2
)
3
OCH
3
, 15, a trimer first synthesized by Hamilton. This trimer has the potential to bind to Bcl-2 and Bcl-x
L
proteins (proteins which are overexpressed in cancer cells). The two conjugates obtained, SiPc[OSi(CH
3
)
2
(CH
2
)
10
C(O)(C
9
H
10
N
2
O
2
)
3
OCH
3
]
2
, 30, Pc 212; and HOSiPcOSi(CH
3
)
2
(CH
2
)
10
C(O)(C
9
H
10
N
2
O
2
)
3
OCH
3
, 31, Pc 213, have the potential to complex with the Bcl-2 and Bcl-x
L
through their aminotrimer units and with photodynamic action to destroy these proteins and their associated cancer cells. Also, two alkyl silicon phthalocyanines, HS(CH
2
)
3
SiPcOSi(CH
3
)
2
(CH
2
)
3
N(CH
3
)
2
, 52, Pc 227; and CH
3
S(CH
2
)
3
SiPcOSi(CH
3
)
2
(CH
2
)
3
N(CH
3
)
2
, 58, Pc 223, were prepared as “masked Pc 4s”. These two alkyl phthalocyanines have the potential to bind to Au nanoparticles through their SH and SCH
3
functional groups respectively. xviii The phthalocyanine-Au nanoparticle conjugates appear to have the potential to target tumor tissues, and when irradiated with red light in the presence of H
2
O and O
2
to yield Pc 4. Pc 4 has the ability to destroy the tumor tissues when used in PDT.
Committee
Malcolm Kenney (Advisor)
Subject Headings
Chemistry, Inorganic
Keywords
CH2
;
Si
;
CH3
;
SiPc
;
OSi
;
Pc
;
PHTHALOCYANINES
Recommended Citations
Refworks
EndNote
RIS
Mendeley
Citations
Li, J. (2008).
Silicon Phthalocyanines for Photodynamic Therapy Studies
[Doctoral dissertation, Case Western Reserve University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=case1193850866
APA Style (7th edition)
Li, Jun.
Silicon Phthalocyanines for Photodynamic Therapy Studies.
2008. Case Western Reserve University, Doctoral dissertation.
OhioLINK Electronic Theses and Dissertations Center
, http://rave.ohiolink.edu/etdc/view?acc_num=case1193850866.
MLA Style (8th edition)
Li, Jun. "Silicon Phthalocyanines for Photodynamic Therapy Studies." Doctoral dissertation, Case Western Reserve University, 2008. http://rave.ohiolink.edu/etdc/view?acc_num=case1193850866
Chicago Manual of Style (17th edition)
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Document number:
case1193850866
Download Count:
2,044
Copyright Info
© 2007, all rights reserved.
This open access ETD is published by Case Western Reserve University School of Graduate Studies and OhioLINK.