@article {2547,
	title = {Design and Synthesis of Novel Phenothiazinium Photosensitiser Derivatives},
	journal = {European Journal of Organic Chemistry},
	number = {16},
	year = {2009},
	note = {ISI Document Delivery No.: 452FITimes Cited: 1Cited Reference Count: 39New, Olivia M. Dolphin, David},
	month = {Jun},
	pages = {2675-2686},
	type = {Article},
	abstract = {A high-yielding approach towards N-(2-aminoethyl)-Azure B has been established and extended towards the preparation of a functionalized peptide-dye synthetic precursor; Boc-protected 3-(alkylamino)phenothiazin-5-ium TFA. This has been utilized in a series of reactions with various amines towards nine novel 3,7-disubstituted phenothiazin-5-ium derivatives. Cleavage of the Boc group in the 3,7-disubstituted salts allowed a further seven novel dyes to be prepared and these have been utilized in a practical methodology designed for the synthesis of 13 novel phenothiazine-peptide conjugates. These peptide-photosensitizer vectors consist of a covalent attachment of a tethered dye to various protected amino acid moieties including the cell-penetrating peptide (CPP) octa-arginine and exhibit intense absorption maxima in the 623650 nm regions of the visible spectrum. The main goal of the studies is the design of cell-compatible photosensitisers that may be employed in photodynamic therapy. ((C) Wiley-VCH Verlag GmbH \& Co. KGaA, 69451 Weinheim, Germany, 2009)},
	keywords = {AMINATION, ANALOGS, Azure B, BENZOPHENOTHIAZINE, Cell-penetrating peptide, CELLULAR DELIVERY, Dye-peptide conjugate, Electronic spectra, METHYLENE-BLUE, Phenothiazine dye, PHOTODYNAMIC THERAPY, SERIES, TRANSDUCTION, TRANSLOCATION, TRANSPORTERS, TUMORS},
	isbn = {1434-193X},
	url = {<Go to ISI>://000266525100010},
	author = {New, O. M. and Dolphin, D.}
}
@article {3118,
	title = {PORPHYRIN CHEMISTRY PERTAINING TO THE DESIGN OF ANTICANCER DRUGS .2. THE SYNTHESIS AND IN-VITRO TESTS OF WATER-SOLUBLE PORPHYRINS CONTAINING, IN THE MESO POSITIONS, THE FUNCTIONAL-GROUPS - 4-METHYLPYRIDINIUM, OR 4-SULFONATOPHENYL, IN COMBINATION WITH PHEN},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {72},
	number = {12},
	year = {1994},
	note = {ISI Document Delivery No.: QC582Times Cited: 38Cited Reference Count: 46},
	month = {Dec},
	pages = {2447-2457},
	type = {Article},
	abstract = {Water-soluble, meso-substituted porphyrins are synthesized by sulfonation or methylation of the phenyl or pyridyl groups, respectively, of some non-water-soluble functionalized porphyrins that we have recently synthesized (Can. J. Chem. 72, 1894 (1994)). Twelve anionic sulfonated and seven cationic methylpyridinium porphyrins, usually containing other functional groups (phenyl, pyridyl, nitro- and amino-phenyl), are reported on. Twelve of these porphyrins are new, and all nineteen porphyrins are characterized by H-1 NMR. UV-VIS data are presented for the isolated porphyrins, while mass spectral data are noted for selected compounds. Partition coefficients of the porphyrins in octanol-water, and the accumulation of the porphyrins in HT-29 cells of a human-cancer tumor, were measured and both were inversely related to the charges of the porphyrins. The 11 porphyrins soluble in biological buffer solutions are basically nontoxic to Chinese hamster ovary (CHO) cells in oxic or hypoxic conditions or to aerobic HT-29 cells at the 100 mu M concentration used (which is sometimes limited by solubility). No significant X-ray radiosensitization was observed for selected porphyrins toward CHO cells at the 100 mu M concentrations used, but some photosensitized cell kill (using 630 nm light) was observed using the disodium salt of 5,10-bis(4-pyridyl)-15,20-bis(4-sulfonatophenyl)porphyrin (24).},
	keywords = {AGGREGATION, CATIONIC PORPHYRIN, CELLULAR DELIVERY, COMPLEXES, DERIVATIVES, DNA, ENHANCEMENT, INTERCALATION, METALLOPORPHYRINS, PHOTOSENSITIZATION},
	isbn = {0008-4042},
	url = {<Go to ISI>://A1994QC58200011},
	author = {Meng, G. G. and James, Brian R. and Skov, K. A. and Korbelik, M.}
}
