High photodynamic activities of water-soluble inclusion complexes of 5,15-diazaporphyrins in cyclodextrin
Literature Information
Publication Date
2019-02-27
DOI
10.1039/C9OB00101H
Impact Factor
3.876
Authors
Shuhei Satake, Hideyuki Shinmori, Shigeki Kawabata, Kouta Sugikawa, Hisakage Funabashi, Akio Kuroda, Atsushi Ikeda
View Original
Abstract
Water-soluble inclusion complexes of 5,15-diazaporphyrin derivatives in the cavities of two trimethyl-β-cyclodextrins (TMe-β-CDxs) were synthesised. In the 2 : 1 complexes, two aryl groups of the diazaporphyrins protruded from the upper rims of two TMe-β-CDxs. The complexes displayed high photodynamic activity under photoirradiation at wavelengths longer than 620 nm. Although the substituents on the two aryl groups protruding from TMe-β-CDx barely affected intracellular uptake by HeLa cells, the cellular uptake of these complexes was as high as that of a TMe-β-CDx-tetra(4-hydroxyphenyl)porphyrin complex. Furthermore, the diazaporphyrins in the complexes with TMe-β-CDxs were able to generate high levels of singlet oxygen because of their strong absorption of light with wavelengths greater than 620 nm.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
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(1R)-N-((1R)-1-Phenylethyl)-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine
CAS Number:
672314-45-3
Molecular Formula:
C23H41NOSi
![(3S,4aS,8aS)-2-[(2R,3S)-3-Amino-2-hydroxy-4-phenylbutyl]-N-(2-methyl-2-propanyl)decahydro-3-isoquinolinecarboxamide structure](https://static.chemtradehub.com/structs/136/136522-17-3-4d77.webp "(3S,4aS,8aS)-2-[(2R,3S)-3-Amino-2-hydroxy-4-phenylbutyl]-N-(2-methyl-2-propanyl)decahydro-3-isoquinolinecarboxamide structure")
(3S,4aS,8aS)-2-[(2R,3S)-3-Amino-2-hydroxy-4-phenylbutyl]-N-(2-methyl-2-propanyl)decahydro-3-isoquinolinecarboxamide
CAS Number:
136522-17-3
Molecular Formula:
C24H39N3O2
(1-(2-(Dimethylamino)ethyl)-1H-pyrazol-4-yl)boronic acid
CAS Number:
1086063-73-1
Molecular Formula:
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