Boron-Containing Chlorins and Tetraazaporphyrins: Synthesis and Cell Uptake of Boronated Pyropheophorbide A Derivatives

ISSN: 1875-5992 (Online)
ISSN: 1871-5206 (Print)


Volume 16, 12 Issues, 2016


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Anti-Cancer Agents in Medicinal Chemistry

Formerly: Current Medicinal Chemistry - Anti-Cancer Agents

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  • 27th of 59 in Chemistry, Medicinal

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Editor-in-Chief:
Michelle Prudhomme
Universite Blaise Pascal - C.N.R.S
Aubiere Cedex
France


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Boron-Containing Chlorins and Tetraazaporphyrins: Synthesis and Cell Uptake of Boronated Pyropheophorbide A Derivatives



Anti-Cancer Agents in Medicinal Chemistry, 6(2): 159-166.

Author(s): Michal Ratajski, Jens Osterloh and Detlef Gabel.

Affiliation: Department of Chemistry,University of Bremen, PO Box 330440, D-28334 Bremen, Germany.

Abstract

The literature on the synthesis and the biological properties of boron-containing chlorins and phthalocyanines is reviewed. A series of homologous derivatives of pyropheophorbide A is described. The compounds contain the B12H11SH2- cluster attached to the single carboxyl group and vary in the length of the alkyl chain (methyl, propyl, pentyl, heptyl and nonyl) attached via an ether linkage to the former vinyl group. Cellular uptake was found for all derivatives except the nonyl sidechain. The compounds were moderately cell-toxic. Localization in lysosomes could be excluded; the compounds localized probably in the mitochondria.

Keywords:

Porphyrin, chlorin, phthalocyanine, porphyrazine, carborane, dodecaborate, cell uptake.



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Article Details

Volume: 6
Issue Number: 2
First Page: 159
Last Page: 166
Page Count: 8
DOI: 10.2174/187152006776119126
Price: $58
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