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Titolo:
Physical and chemical studies related to the development of m-THPC (FOSCAN(R)) for the photodynamic therapy (PDT) of tumours
Autore:
Bonnett, R; Djelal, BD; Nguyen, A;
Indirizzi:
Univ London Queen Mary & Westfield Coll, Dept Chem, London E1 4NS, EnglandUniv London Queen Mary & Westfield Coll London England E1 4NS S, England
Titolo Testata:
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
fascicolo: 8, volume: 5, anno: 2001,
pagine: 652 - 661
SICI:
1088-4246(200108)5:8<652:PACSRT>2.0.ZU;2-H
Fonte:
ISI
Lingua:
ENG
Soggetto:
PERFORMANCE LIQUID-CHROMATOGRAPHY; CHLORIN M-THPC; SINGLET OXYGEN; MASS-SPECTROMETRY; TETRAHYDROXYPHENYLCHLORIN; PHOTOSENSITIZERS; SELECTIVITY; ABSORPTION; MESO-TETRA(HYDROXYPHENYL)PORPHYRINS; PRODUCTS;
Keywords:
m-THPC; aggregation; pK(a) values; bilirubin photobleaching; photodynamic therapy;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
37
Recensione:
Indirizzi per estratti:
Indirizzo: Bonnett, R Univ London Queen Mary & Westfield Coll, Dept Chem, Mile End Rd, London E14NS, England Univ London Queen Mary & Westfield Coll Mile End RdLondon England E1 4NS
Citazione:
R. Bonnett et al., "Physical and chemical studies related to the development of m-THPC (FOSCAN(R)) for the photodynamic therapy (PDT) of tumours", J PORPHYR P, 5(8), 2001, pp. 652-661

Abstract

Aggregation of 5,10,15,20-tetrakis(m-hydroxyphenyl)chl (m-THPC) is observed not to occur in methanol or in ethanol:polyethyleneglycol 300:water 2:3:5(v/v) in the concentration range of 0.46-73.4 x 10(-5) M and 0.92-29.4 x 10-5 M, respectively. However, aggregation occurs for 4.59 x 10-5 M solutions in methanol-water mixtures for compositions > 50% wafer (v/v). The Soret band broadens and epsilon (max) decreases; lambda (max) shows a red shift, consistent with a S-type structure, Possible aggregate structures are considered based on the known hydrogen bonding patterns in crystalline solvates of the closely related 5,10,15,20-tetrakis(3,5-dihydroxyphenyl) Spectrophotometric titration of m-THPC in methanol-buffer mixtures gives apparent pK(a) values of pK(3) = 3.45 and pK(4) = 1.45. The phenolic groups have pK(a) 10.0. Comparisons are made with the corresponding porphyrin and with literature values on related systems. Singlet oxygen chemistry The photobleaching of bilirubin is shown to be accelerated fivefold in the presence of a 0.05 mol proportion of m-THPC. The accelerated reaction is slowed down in the presence of 2,5-dimethylfuran and of beta -carotene, providing further evidence by chemical reaction for the ability of m-THPC to photogenerate singlet oxygen. The relevance of these observations to clinical usage is discussed briefly. Copyright (C) 2001 John Wiley & Sons, Ltd.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/09/20 alle ore 23:54:05