Cyclotriphosphazene cored naphthalimide-BODIPY dendrimeric systems: Synthesis, photophysical and antimicrobial properties

Şenkuytu, Elif; Gündüz, Ezel Öztürk; Aydınoğlu, Fatma; Eçik, Esra Tanrıverdi; Okutan, Elif

doi:10.1016/j.ica.2019.119386

Cited by 17 publications

(8 citation statements)

References 37 publications

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“…Starting by the preparation of aldehyde derivatives ( 2 , 4 , and 7 ), BODIPY cores ( 8–10 ) were obtained by following the standard protocol. 27,29,35 Later, BODIPYs 8–10 were reacted with iodine in ethanol to synthesize the diiodo-BODIPY derivatives 11–13 . Functionalization of the BODIPYs on the 2- and 6-positions with iodine provided a heavy atom effect for the spin conversion that was necessary for the triplet excited state formation.…”

Section: Resultsmentioning

confidence: 99%

“…Compounds 1-7 were prepared according to procedures described previously [27][28][29][30][31][32] (Scheme S1, ESI † and Scheme 1).…”

Section: Synthesismentioning

confidence: 99%

“…Starting by the preparation of aldehyde derivatives (2, 4, and 7), BODIPY cores (8-10) were obtained by following the standard protocol. 27,29,35 Later, BODIPYs 8-10…”

Section: Synthesis and Characterization Of The Photosensitizersmentioning

confidence: 99%

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Synthesis, characterization, photophysical, and photochemical studies of BODIPY derivatives

et al. 2022

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Section: Resultsmentioning

confidence: 99%

“…Compounds 1-7 were prepared according to procedures described previously [27][28][29][30][31][32] (Scheme S1, ESI † and Scheme 1).…”

Section: Synthesismentioning

confidence: 99%

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Synthesis, characterization, photophysical, and photochemical studies of BODIPY derivatives

et al. 2022

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“…Based on these research results, a cyclotriphosphazene cored naphthalimide-BODIPY dendrimeric system was developed (Fig. 5) for antibacterial research [47]. The antibacterial activities of mono-and di-styryl-BODIPY substituted cyclotriphosphazene derivatives (compounds 4a,b) against Grampositive S. aureus and Gram-negative E. coli were tested by the use of the Kirby-Bauer disk diffusion method, showing inhibition zones of 16 to 23 mm against S. aureus respectively, but without significant effect on E. coli (at a concentration of 10 5 CFU/mL).…”

Section: Fig (3)mentioning

confidence: 99%

“…(5).The chemical structure of the naphthalimide-BODIPY-cyclotriphosphazene triads (compounds 4a, b). Adapted from reference[47].…”

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confidence: 99%

Cyclotriphosphazene-based Derivatives for Antibacterial Applications: An Update on Recent Advances

Wang

Xie

et al. 2021

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: As a phosphorus scaffold, hexachlorocyclotriphosphazene (HCCP) is widely used for synthesis of varieties of derivatives, including metal-binding complexes and several unique organometallic compounds, which exhibit potential catalytic, flame retardant and biological activities. Some metal-binding HCCP derivatives have shown antibacterial activities as free ligands and metal complexes. These derivatives can also serve as building blocks for the formation of antibacterial metal- containing polymers. This mini-review is focused on the design and development of HCCP derivatives as potential antibacterial agents with representative examples from recent years, as well as antibacterial mechanisms are also pointed out.

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Erlotinib‐Modified BODIPY Photosensitizers for Targeted Photodynamic Therapy

et al. 2022

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Photodynamic therapy (PDT) is an innovative, non‐invasive and highly selective therapeutic modality for tumours and non‐malignant diseases. BODIPY based molecules can function as new generation photosensitizers (PSs) in various PDT applications. Despite numerous conjugated PS systems are available, BODIPYs containing erlotinib lagged behind other photosensitizer units. In this study, smart photosensitizers containing BODIPY, erlotinib and hydrophilic units were prepared for the first time, their physicochemical properties and PDT effects were investigated. Compared with non‐halogenated compound, halogenated derivatives possessed much lower fluorescence profile as well as the good ROS generation ability under red light. In vitro PDT studies were performed on both healthy (PNT1a) and prostate cancerous cells (PC3) to determine the selectivity of the compounds on cancerous cells and their effects under light. The halogenated conjugates, exposed to low dose of light illumination exhibited potent activity on cancer cell viability and the calculated IC50 values proved the high phototoxicity of the photosensitizers. It was also determined that the PSs have very low dark toxicity and that the light illumination and ROS formation are required for the initiation of the cell death mechanism. As a result, erlotinib modified BODIPYs could serve as promising agents in anticancer photodynamic therapy.

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Cyclotriphosphazene cored naphthalimide-BODIPY dendrimeric systems: Synthesis, photophysical and antimicrobial properties

Cited by 17 publications

References 37 publications

Synthesis, characterization, photophysical, and photochemical studies of BODIPY derivatives

Synthesis, characterization, photophysical, and photochemical studies of BODIPY derivatives

Cyclotriphosphazene-based Derivatives for Antibacterial Applications: An Update on Recent Advances

Erlotinib‐Modified BODIPY Photosensitizers for Targeted Photodynamic Therapy

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