Starting from purpurin-18, a stable purpurin-18 imide derivative with intensive absorption in the near infrared has been synthesized. The opening of the exocycle anhydride by a primary alkylamine bearing an adamantyl group, allows after cyclization the formation of an imide function. This reaction l...
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| Format: | Article |
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Académie des sciences
2025-03-01
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| Series: | Comptes Rendus. Chimie |
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| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.383/ |
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| author | Ndzimbou, Luce Janice Chkair, Rayan Ndong Ntoutoume, Gautier Mark Arthur Diab-Assaf, Mona Chemin, Guillaume Liagre, Bertrand Brégier, Frédérique Sol, Vincent |
| author_facet | Ndzimbou, Luce Janice Chkair, Rayan Ndong Ntoutoume, Gautier Mark Arthur Diab-Assaf, Mona Chemin, Guillaume Liagre, Bertrand Brégier, Frédérique Sol, Vincent |
| author_sort | Ndzimbou, Luce Janice |
| collection | DOAJ |
| description | Starting from purpurin-18, a stable purpurin-18 imide derivative with intensive absorption in the near infrared has been synthesized. The opening of the exocycle anhydride by a primary alkylamine bearing an adamantyl group, allows after cyclization the formation of an imide function. This reaction led to the purpurinimide adamantane derivative (PIA) which enables the inclusion of a photosensitizer in the cavity of cationic cyclodextrin coupled to cellulose nanocrystals (CNCs/β-CD+). Preliminary in vitro results showed that CNCs/β-CD+ complexes improved internalization of photosensitizers into HCT116 and HT-29 colorectal cancer cell lines. Moreover, MTT (3-[4,5-dimethylthiazol-2-yl]-2,5 diphenyl tetrazolium bromide) assay of CNCs/β-CD+/PIA complexes showed significant dose-dependent phototoxicity after illumination with red light, with IC50 values of 2.5 and 8.7 nM, for HT 116 and HT-29, respectively, and very low dark toxicity. The current results suggest that these nanoparticle/photosensitizer complexes are promising and useful tools for photodynamic therapy (PDT). |
| format | Article |
| id | doaj-art-a08e89ee89964d058e06092e6146ac5e |
| institution | Kabale University |
| issn | 1878-1543 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj-art-a08e89ee89964d058e06092e6146ac5e2025-08-20T03:58:18ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432025-03-0128G121522410.5802/crchim.38310.5802/crchim.383Ndzimbou, Luce Janice0https://orcid.org/0009-0009-5626-3305Chkair, Rayan1https://orcid.org/0009-0000-1530-6676Ndong Ntoutoume, Gautier Mark Arthur2Diab-Assaf, Mona3Chemin, Guillaume4https://orcid.org/0000-0003-0004-6618Liagre, Bertrand5https://orcid.org/0000-0003-4148-2598Brégier, Frédérique6https://orcid.org/0000-0002-9880-7616Sol, Vincent7https://orcid.org/0000-0003-0175-0156Univ. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceUniv. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceUniv. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceDoctoral School of Sciences and Technology, Lebanese University, Hadath El Jebbeh, Beyrouth 21219, LebanonUniv. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceUniv. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceUniv. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceUniv. Limoges, LABCiS, UR 22722, F-87000 Limoges, FranceStarting from purpurin-18, a stable purpurin-18 imide derivative with intensive absorption in the near infrared has been synthesized. The opening of the exocycle anhydride by a primary alkylamine bearing an adamantyl group, allows after cyclization the formation of an imide function. This reaction led to the purpurinimide adamantane derivative (PIA) which enables the inclusion of a photosensitizer in the cavity of cationic cyclodextrin coupled to cellulose nanocrystals (CNCs/β-CD+). Preliminary in vitro results showed that CNCs/β-CD+ complexes improved internalization of photosensitizers into HCT116 and HT-29 colorectal cancer cell lines. Moreover, MTT (3-[4,5-dimethylthiazol-2-yl]-2,5 diphenyl tetrazolium bromide) assay of CNCs/β-CD+/PIA complexes showed significant dose-dependent phototoxicity after illumination with red light, with IC50 values of 2.5 and 8.7 nM, for HT 116 and HT-29, respectively, and very low dark toxicity. The current results suggest that these nanoparticle/photosensitizer complexes are promising and useful tools for photodynamic therapy (PDT).https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.383/PurpurinimidePhotosensitizersCellulose nanocrystalsPhotodynamic therapy (PDT)Colorectal cancer |
| spellingShingle | Ndzimbou, Luce Janice Chkair, Rayan Ndong Ntoutoume, Gautier Mark Arthur Diab-Assaf, Mona Chemin, Guillaume Liagre, Bertrand Brégier, Frédérique Sol, Vincent Comptes Rendus. Chimie Purpurinimide Photosensitizers Cellulose nanocrystals Photodynamic therapy (PDT) Colorectal cancer |
| topic | Purpurinimide Photosensitizers Cellulose nanocrystals Photodynamic therapy (PDT) Colorectal cancer |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.383/ |