Copper phthalocyanine labelled magnetic microcapsules: preparation, and binding properties in vitro and in vivo for mutagens having planar molecular structure.
Copper phthalocyanine tetrasulphonic acid (CPTS) functions were introduced into magnetic semi-permeable polyethyleneimine (PEI) microcapsules in order to create a recoverable scavenging system for trapping and biomonitoring, within the gastrointestinal cavity, of mutagens having a planar molecular structure. Stable ionic CPTS and covalent (thionylated CPTS, TCPTS) adducts to the microcapsule PEI were produced and shown to trap benzo[a]pyrene (B[a]P) in vitro in relation to the porphyrin/B[a]P ratio employed. 3-hydroxy B[a]P and B[a]P 3,6-dione from a crude B[a]P metabolite mixture, and a set of planar mutagens from crude opium/morphine pyrolysate mixtures could also be recovered in 7-86% yields after shaking with modified microcapsules followed by methanol/ammonia (50:1) desorption. Tetraols derived from B[a]P 7,8-diol-9,10 epoxide could also be recovered. Modified microcapsules were recovered magnetically from faeces of rats treated with [14C]B[a]P, and 45-51% of trapped radioactivity could be directly desorbed for HPLC assay compared with 30% for unmodified microscapsules. The relative extent of trapping by unmodified or CPTS- or TCPTS-modified microcapsules was different for various substrates, and it appears that the copper phthalocyanine tetrasulphonic acid moiety competes with another unidentified absorption/desorption structure in the microcapsules. These results show that selective and reversible trapping of carcinogens/mutagens having planar molecular structure can be achieved within the gastrointestinal tract.
Povey
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AC
Paterson Institute for Cancer Research, Department of Carcinogenesis, Withington, Manchester, UK.
O'Neill
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IK
D000818:Animals; D001564:Benzo(a)pyrene / Q000302:isolation & purification / Q000378:metabolism*; D002214:Capsules; D007211:Indoles / Q000138:chemical synthesis / Q000302:isolation & purification / Q000378:metabolism*; D008297:Male; D009022:Morphine Derivatives / Q000378:metabolism; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000302:isolation & purification / Q000378:metabolism*; D011094:Polyethyleneimine / Q000378:metabolism*; D051381:Rats; D013329:Structure-Activity Relationship
D002214:Capsules; D007211:Indoles; D009022:Morphine Derivatives; D009942:Organometallic Compounds; C056110:copper phthalocyanine tetrasulfonic acid; D001564:Benzo(a)pyrene; D011094:Polyethyleneimine