[22]Coproporphyrin II for Photodynamic Therapy

Abstract

A dark green, cube-shaped crystal of the bistrifluoroacetate of [22]porphyrin 1 suitable for X-ray structure analysis was obtained from CH2Cl,/TFA 40: 1 : CAD4 four-circle diffractometer (Enraf-Nonius), room temperature (Mo,, rddlation), 13025 reflections. Crystal data: space group P-1, u = 884.2(4), b = 1112.0(8), c = 1230.4(5)pm, OL =76.22(4), =74 18(4), 7 = 67.64(4)'. 2 = 1. Further details of the crystal structure investigation may be obtained from the Fachinformationszentrum Karlsruhe, Gesellschaft fur wissenschaftlich-technische Information mbH, W-7514 Eggenstein-Leopoldshafen 2 (FRG), on quoting the depository number CSD-54708, the names of the authors, and the journal citation.

Quantum Mechanics/Molecular Mechanics Calculation of the Raman Spectra of the Phycocyanobilin Chromophore in α-C-Phycocyanin

“…The corresponding CC a -C b C dihedral angle differs with respect to the crystallographic values in 17°and in 20°for the QM and for QM-strained model, respectively (Table 1). In the QM model, the propionic side chain on ring C is oriented in a similar way as found in the x-ray structure of oligopyrroles (28,29) with the C¼O group forming a weak H-bond with the B-C methine bridge hydrogen. The large twist of the propionic side chain predicted for the strained model leads to a conformation in which the carboxylate group lies above pyrrole ring C at a distance of 3.45 Å with respect to the nearest carbon on the ring and points toward the N-H group of ring D. The stability of this strained structure can be understood in terms of sizeable vdW interactions between the C¼O p-bond and the tetrapyrrolic p-system.…”

Photooxidation Products of Merocyanine 540 Formed Under Preactivation Conditions for Tumor Therapy

“…We were interested in the photochemical transformation of MC540 1 in connection with our investigations on PDT applications of novel vinylogous porphyrins (Franck et al, 1988;Beckmann et al, *To whom correspondence should be addressed. ?Abbreviations: FT-IR, Fourier transform infrared; MC540, merocyanine 540; MS, mass spectroscopy; lo2, singlet oxygen; PDT, photodynamic therapy; RB, Rose Bengal; TLC, thin layer chromatography.…”

Activation of Small Molecules (H2, CO2, N2O, CH4, and C6H6) by a Porphyrinoid-Based Dimagnesium(I) Complex, an Electride

“…14−17 These modified porphyrinoid cores have strong red-shifted UV–vis absorption that has potential applications in photochemistry as photosensitizers. 18,19 The stretched porphyrinoid cores can be used as ligands for the generation of unusual metalloderivatives. 20 In 1990, [22]octaethylporphyrin(3.1.3.1) has been synthesized where the inner ring of the porphyrin unit has been extended by four carbon atoms.…”

“…20 In 1990, [22]octaethylporphyrin(3.1.3.1) has been synthesized where the inner ring of the porphyrin unit has been extended by four carbon atoms. 16,18 This extended porphyrin has 22 π-electrons (follows Hückel’s (4 n + 2) rule, n = 5) and hence is aromatic in nature. 17…”

“…Porphyrins are one of the important classes of macrocycles, where four pyrrole units are connected alternately through methine (CH−) linkers . The 18 conjugated π-electrons ((4 n + 2) π-electrons; n = 4) present in the porphyrins make it highly aromatic. − The deprotonated free base porphyrins can form complexes with metal atoms; they are known as metalloporphyrins, which are fundamental units of a number of biomolecules without which life on this earth cannot survive. , The core of the porphyrin has been extended and stretched using bridging atoms. − These modified porphyrinoid cores have strong red-shifted UV–vis absorption that has potential applications in photochemistry as photosensitizers. , The stretched porphyrinoid cores can be used as ligands for the generation of unusual metalloderivatives . In 1990, [22]­octaethylporphyrin(3.1.3.1) has been synthesized where the inner ring of the porphyrin unit has been extended by four carbon atoms. , This extended porphyrin has 22 π-electrons (follows Hückel’s (4 n + 2) rule, n = 5) and hence is aromatic in nature …”