Dyad System of BOAHY-BODIPY Conjugates as Novel Photoswitchable Photosensitizers for Photodynamic Therapy

Journal of Medicinal Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 31, 2025

Photodynamic therapy (PDT) offers minimally invasive and repeatable cancer treatment options. Despite advancements in photosensitizer (PS) design, the optical control of PS activation remains unexplored. Here, we present first photoswitchable based on a BOAHY-BODIPY dyad system. Inspired by BODIPY multimer structures BOAHY's photoisomerization properties, designed mono-(4 series) bis-BOAHY-BODIPY (5 conjugates. These dyads primarily generate reactive oxygen species via type-I process under white light. Notably, 4 series compounds demonstrated effective photocytotoxicity photoswitching properties vitro. Building these, iodinated monoconjugates to develop highly efficient PS, 6b, which exhibited enhanced intersystem crossing type-II generation due reduced singlet-triplet energy gap. As demonstration PDT agents, this strategy introduces new approach with significant potential for selective clinical applications.

Язык: Английский

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Unexpected acridine-fused aza-BODIPY photosensitizer originated from pyrrole with a –CH2–CH2− chain

Materials Today Chemistry, Год журнала: 2025, Номер 46, С. 102766 - 102766

Опубликована: Май 18, 2025

Язык: Английский

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Synthesis, Photophysical, and Redox Properties of Naphtho[2,1-b]-Fused AzaBODIPYs with Ultradeep Lowest Unoccupied Molecular Orbital Levels

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 31, 2025

A streamlined chromatography-free synthesis of conformationally restricted six-membered-ring-fused azaBODIPYs via a classical Michael addition-cyclization sequence has been developed. Subsequent stepwise 2,3-dichloro-5,6-dicyano-1,4-benzoquinone-mediated dehydrogenative aromatization yields the first naphtho[2,1-b]-fused azaBODIPYs, demonstrating progressively lowered lowest unoccupied molecular orbital (LUMO) levels (up to -4.39 eV) upon oxidation, which aligns with enhanced electron-accepting behavior. These novel fused show intense near-infrared absorption and form radical anions in presence cobaltocene, exhibiting red-shifted maxima at 877 nm.

Язык: Английский

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Reply to “Comment on ‘Photodynamic Therapy Induced Mitochondrial Targeting Strategies for Cancer Treatment: Emerging Trends and Insights’”

Molecular Pharmaceutics, Год журнала: 2024, Номер 22(1), С. 585 - 587

Опубликована: Дек. 5, 2024

Язык: Английский

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