Journal of Medicinal Chemistry, volume 53, issue 7, pages 2865-2874
In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy.
Lim Siang Hui
1
,
Thivierge Cliferson
,
Nowak-Sliwinska Patrycja
,
Han Junyan
,
van den BERGH HUBERT
,
Wagnières Georges
,
Burgess Kevin
,
Lee Hong Boon
1
Cancer Research Initiatives Foundation, Sime Darby Medical Centre, 47500 Subang Jaya, Selangor, Malaysia.
|
Publication type: Journal Article
Publication date: 2010-04-08
Journal:
Journal of Medicinal Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 7.3
ISSN: 00222623, 15204804
Drug Discovery
Molecular Medicine
Abstract
To understand the effects of substitution patterns on photosensitizing the ability of boron dipyrromethene (BODIPY), two structural variations that either investigate the effectiveness of various iodinated derivatives to maximize the "heavy atom effect" or focus on the effect of extended conjugation at the 4-pyrrolic position to red-shift their activation wavelengths were investigated. Compounds with conjugation at the 4-pyrrolic position were less photocytotoxic than the parent unconjugated compound, while those with an iodinated BODIPY core presented better photocytotoxicity than compounds with iodoaryl groups at the meso-positions. The potency of the derivatives generally correlated well with their singlet oxygen generation level. Further studies of compound 5 on HSC-2 cells showed almost exclusive localization to mitochondria, induction of G(2)/M-phase cell cycle block, and onset of apoptosis. Compound 5 also extensively occluded the vasculature of the chick chorioallantoic membrane. Iodinated BODIPY structures such as compound 5 may have potential as new photodynamic therapy agents for cancer.
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- We do not take into account publications that without a DOI.
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- Statistics recalculated weekly.
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Lim S. H. et al. In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy. // Journal of Medicinal Chemistry. 2010. Vol. 53. No. 7. pp. 2865-2874.
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Lim S. H., Thivierge C., Nowak-Sliwinska P., Han J., van den BERGH H., Wagnières G., Burgess K., Lee H. B. In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy. // Journal of Medicinal Chemistry. 2010. Vol. 53. No. 7. pp. 2865-2874.
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RIS
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TY - JOUR
DO - 10.1021/jm901823u
UR - https://doi.org/10.1021%2Fjm901823u
TI - In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy.
T2 - Journal of Medicinal Chemistry
AU - Lim, Siang Hui
AU - Thivierge, Cliferson
AU - Han, Junyan
AU - van den BERGH, HUBERT
AU - Lee, Hong Boon
AU - Nowak-Sliwinska, Patrycja
AU - Wagnières, Georges
AU - Burgess, Kevin
PY - 2010
DA - 2010/04/08 00:00:00
PB - American Chemical Society (ACS)
SP - 2865-2874
IS - 7
VL - 53
SN - 0022-2623
SN - 1520-4804
ER -
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@article{2010_Lim,
author = {Siang Hui Lim and Cliferson Thivierge and Junyan Han and HUBERT van den BERGH and Hong Boon Lee and Patrycja Nowak-Sliwinska and Georges Wagnières and Kevin Burgess},
title = {In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy.},
journal = {Journal of Medicinal Chemistry},
year = {2010},
volume = {53},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021%2Fjm901823u},
number = {7},
pages = {2865--2874},
doi = {10.1021/jm901823u}
}
Cite this
MLA
Copy
Lim, Siang Hui, et al. “In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy..” Journal of Medicinal Chemistry, vol. 53, no. 7, Apr. 2010, pp. 2865-2874. https://doi.org/10.1021%2Fjm901823u.