An Improved Protocol for the Synthesis of Antipodal β‐Tetrabromo‐tetraphenylporphyrin and the Crystal Structure of Its Zn(II) Complex.

Kumar, Pawan; Bhyrappa, P.; Varghese, Babu

doi:10.1002/chin.200335098

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“…5-(4-Octyloxyphenyl)-10,15,20-tris(phenyl)porphyrin PC8 and 5-(4-hexadecyloxyphenyl)-10,15,20-tris(phenyl)porphyrin PC16 were prepared according to the reported procedure. 19 Unless otherwise mentioned all reagents and solvents were purchased from AVRA, Rankem or Loba and used without further purification. Silica gel (100−200 mesh) and neutral alumina (activity IV) for column chromatography were procured from Molychem.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

DNA Targeting Long-Chain Alkoxy Appended Tin(IV) Porphyrin Scaffolds: Photophysical and Antimicrobial PDT Investigations

Ravikumar¹,

Raghav

Rathinasamy

et al. 2018

ACS Appl. Bio Mater.

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Tin(IV) porphyrin scaffolds having long-chain (C 8 and C 16 ) alkoxyphenyl group at one meso position were synthesized with axial dichloro and dihydroxo ligands. Modifications with respect to the alkoxy chain length and the axial ligands were investigated using UV−vis and fluorescence spectroscopy as well as cyclic voltammetry. Significantly higher molar absorption coefficients were noted with dichloro axial ligands whereas higher fluorescence quantum yields were observed for C 8 alkoxy chain substituents. Electrochemical redox data revealed that the porphyrin ring became difficult to reduce consequent to the presence of electron donating alkoxy chain. Evaluation of the aggregation behavior in different organic solvents and DMF-water mixture has been carried out. The singlet oxygen production and photostability data are supportive of their suitability for antibacterial photodynamic therapy. The antibacterial studies carried out in Gram negative (E. coli) and Gram positive (B. subtilis) bacteria using agar well diffusion and LB broth assay revealed selective toxicity in B. Subtilis cells. Fluorescence microscopy and competitive DNA binding studies with Hoechst 33342 revealed DNA binding at the minor groove which was further substantiated with molecular docking studies.

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Section: ■ Experimental Sectionmentioning

confidence: 99%