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Synthesis of Red-Light-Responsive Pheophorbide-a Tryptamine Conjugated Photosensitizers for Photodynamic Therapy
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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“Similarly, a Tryptamine–Pha conjugate, derived from Spirulina powder, showed significant photocytotoxicity (IC50 = 695 nM) towards lung A549 cells upon irradiation with red light [140].”
From Emerging Applications of Chlorella sp. and Spirulina (Arthrospira) sp. (2023) · cites this paper as [140]
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Melatonin as an angiogenesis inhibitor to combat cancer: Mechanistic evidence
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Emerging Applications of Chlorella sp. and Spirulina (Arthrospira) sp.
Abreu, A. P., Martins, R., & Nunes, J. (2023) · Bioengineering · doi:10.3390/bioengineering10080955 · Cited by 119
Han, F., Zhou, X., Wang, Z., Cai, L., Zhang, H., Shi, T., Zhang, Z., Yang, L. G., Wu, K., Long, S., et al. (2024) · Angewandte Chemie International Edition · doi:10.1002/anie.202408769 · Cited by 32
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Tan, S., Fu, Q., Lei, K., Mei, W., Liu, J., Qian, X. H., & Xu, Y. F. (2024) · ChemMedChem · doi:10.1002/cmdc.202400187 · Cited by 2
Benić, A., Kussayeva, A., Antol, I., Vazdar, M., Brkljača, Z., Chen, D., Yan, Y., Gao, Y., Chen, Z., & Margetić, D. (2025) · ChemMedChem · doi:10.1002/cmdc.202500087 · Cited by 1
Metadata
- 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
- Venue
- ChemMedChem
- Publisher
- Wiley
- Published
- 2022-11-14
- Volume
- 18
- Issue
- 1
- Pages
- e202200405-e202200405
- ISSN
- 1860-7179 (ISSN-L)
- 1860-7187
- 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
- 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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- The paper
- Pandurang, T. P., Kumar, B., Verma, N., Dastidar, D. G., Yamada, R., Nishihara, T., Tanabe, K., & Kumar, D. (2023). Synthesis of Red-Light-Responsive Pheophorbide-a Tryptamine Conjugated Photosensitizers for Photodynamic Therapy. ChemMedChem. https://doi.org/10.1002/cmdc.202200405
