THE EFFECT OF TISSUE AND CELLULAR PH ON THE SELECTIVE BIODISTRIBUTION OF PORPHYRIN-TYPE PHOTOCHEMOTHERAPEUTIC AGENTS - A VOLUMETRIC TITRATION STUDY

被引：67

作者：

BARRETT, AJ

KENNEDY, JC

JONES, RA

NADEAU, P

POTTIER, RH

机构：

[1] ROYAL MIL COLL CANADA,DEPT CHEM & CHEM ENGN,KINGSTON K7K 5L0,ONTARIO,CANADA

[2] ROYAL MIL COLL CANADA,DEPT MATH & COMP SCI,KINGSTON K7K 5L0,ONTARIO,CANADA

[3] QUEENS UNIV,DEPT ONCOL,KINGSTON K7L 3N6,ONTARIO,CANADA

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY | 1990年 / 6卷 / 03期

基金：

英国医学研究理事会;

关键词：

dication; free base; haematoporphyrin; monocation; partitioning; pH; photodynamic therapy; pK; Porphyrin derivatives; selective biodistribution; titration;

D O I：

10.1016/1011-1344(90)85101-2

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Volumetric titration of aqueous solutions of haematoporphyrin IX (HP) yields two inflexion points, whereas four pK values can be obtained via mathematical fitting of the experimental data. Assignment of all pK protonation sites is made. A zwitterion is proposed as the neutral species of HP. Evaluation of the pK values of HP in the presence of sodium dodecyl sulphate (SDS) leads to a drastically altered ionic species distribution. On the basis of the distribution diagrams obtained, a pH-sensitive twofold mechanism is proposed for the selective biodistribution of porphyrin-type photochemotherapeutic agents, one involving tissue distribution and the other involving cell membrane penetration by the neutral zwitterion. © 1990.

引用

页码：309 / 323

页数：15

共 27 条

[1] EFFECT OF CO2 AND LACTIC-ACID ON INTRACELLULAR PH OF ASCITES TUMOR-CELLS
ALBERS, C
VANDENKERCKHOFF, W
VAUPEL, P
MULLERKLIESER, W
[J]. RESPIRATION PHYSIOLOGY, 1981, 45 (03): : 273 - 285
[2] Benet LZ, 1985, PHARMACOL BASIS THER, P1
[3] SPECTROFLUORIMETRIC STUDY OF PORPHYRIN INCORPORATION INTO MEMBRANE MODELS - EVIDENCE FOR PH EFFECTS
BRAULT, D
VEVERBIZET, C
LEDOAN, T
[J]. BIOCHIMICA ET BIOPHYSICA ACTA, 1986, 857 (02) : 238 - 250
[4] BREWSTER RQ, 1964, ORGANIC CHEM, P340
[5] EQUILIBRIUM AND KINETIC STUDIES OF AGGREGATION OF PORPHYRINS IN AQUEOUS-SOLUTION
BROWN, SB
SHILLCOCK, M
JONES, P
[J]. BIOCHEMICAL JOURNAL, 1976, 153 (02) : 279 - 285
[6] BUTLER JN, 1964, IONIC EQUILIBRIUM MA, P206
[7] CHAPADOS C, UNPUB PHOTOCHEM PHOT
[8] A TECHNIQUE FOR THE COMPARISON OF BIOLOGICAL DISTRIBUTION AND SOLVENT PARTITION OF DRUGS
GIGON, PL
VANHEES, H
BICKEL, MH
[J]. EXPERIENTIA, 1983, 39 (07): : 801 - 804
[9] JORI G, 1987, PHOTOBIOCH PHOTO S, P373
[10] KENNEDY JC, 1989, PHOTOCHEM PHOTOBIOL, V49, P745

← 1 2 3 →