Cited by 8Photodynamic Therapy Research StudiesNanoplatforms for cancer theranosticsPorphyrin and Phthalocyanine Chemistry

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Synthesis of Red-Light-Responsive Pheophorbide-a Tryptamine Conjugated Photosensitizers for Photodynamic Therapy

Pandurang, Taur Prakash, Kumar, Bintu, Verma, Narshimha, Dastidar, Debabrata Ghosh, Yamada, Risa, Nishihara, Tatsuya, Tanabe, Kazuhito, Kumar, Dalip·2023·ChemMedChem

DOI 10.1002/cmdc.202200405

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Abstract

positions of pheophorbide-a. Prepared conjugates were characterized and evaluated for their photocytotoxicity against A549 cells. The conjugate 6 a with strong absorption at 413 nm (Soret band), 663-671 nm (Q bands) and comparable fluorescence quantum yield (0.26) was found to exhibit significant cytotoxicity (659 nM). Molecular integration of pheophorbide-a and tryptamines showed synergistic effects as the most potent conjugate 6 a was identified with enhanced photocytotoxicity when compared to methyl pheophorbide-a. The conjugate 6 a was smoothly taken up by A549 cells and exhibited intracellular localization predominantly to lysosome in the cytoplasm. Upon photoirradiation 6 a generated singlet oxygen to show potent cytotoxicity toward A549 cells.

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Authors: Pandurang, T. P., Kumar, B., Verma, N., Dastidar, D. G., Yamada, R., Nishihara, T., Tanabe, K., & Kumar, D.
Affiliations: Birla Institute of Technology and Science, Pilani (IN)
Guru Nanak Institute of Pharmaceutical Science and Technology (IN)
Aoyama Gakuin University (JP)
Corresponding author: Tanabe, Kazuhito
Kumar, Dalip
ORCID: Pandurang, Taur Prakash
Dastidar, Debabrata Ghosh
Nishihara, Tatsuya
Tanabe, Kazuhito
Kumar, Dalip
Venue: ChemMedChem
Publisher: Wiley
Published: 2022-11-14
Volume: 18
Issue: 1
Pages: e202200405-e202200405
ISSN: 1860-7179 (ISSN-L)
1860-7187
DOI: 10.1002/cmdc.202200405
OpenAlex: W4307845251
Cited by: 8
References: 34
Citations by year: 2026: 2 · 2025: 2 · 2024: 3 · 2023: 1
FWCI: 0.97
Type: journal article
Language: en
Open access: closed
Licence: onlinelibrary.wiley.com/termsAndConditions#vor (vor)
Locations: ChemMedChem (publishedVersion)
PubMed (publishedVersion)
Funders: Japan Society for the Promotion of Science (20H02863)
Topics: Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Photodynamic Therapy Research Studies
Physical Sciences › Engineering › Biomedical Engineering › Nanoplatforms for cancer theranostics
Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
Keywords: pheophorbide a, photosensitizers, photodynamic therapy, photocytotoxicity, A549 cells, singlet oxygen, lysosomal uptake, fluorescence quantum yield, methyl pheophorbide a
MeSH terms: Photochemotherapy, Tryptamines, Photosensitizing Agents, Cell Line, Tumor

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Synthesis of Red-Light-Responsive Pheophorbide-a Tryptamine Conjugated Photosensitizers for Photodynamic Therapy

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