.beta., .beta.-dihydroxy meso-substituted chlorins, isobacterioc

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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540145, 540472, C07D48722

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active

056484852

ABSTRACT:
A .beta.,.beta.'-dihydroxy meso-substituted chlorin, bacteriochlorin or isobacteriochlorin compound having the formula (I) or (II): ##STR1## wherein M is a metal. A novel method for synthesizing the compound of formula (I) or (II) comprises the steps of:

REFERENCES:
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Harel et al., "Photoreduction of Tetraphenylporphyrins by Amines in the Visible Photochemical Syntheses of Reduced Tetraphenylporphyrins and the Mechanism of Photoreduction", J.A.C.S. 11:19, 6228-34 (1978).
Harel et al., ".sup.13 C NMR Studies of Reduced Porphyrin Compounds. Aromatic Delocalization Pathways", Org. Magnetic Resonance, 16:4, 290-95 (1981).
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Adams et al., "Second Generation Tumour Photosensitisers: The Synthesis and Biological Activity of Octaalkyl Chlorins and Bacteriochlorins with Graded Amphiphilic Character", J. Chem. Soc., Perkin Trans. 1, 1465-70 (1992).
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Chang et al., "C-Hydroxy-and C-Methylchlorins. A Convenient Route to Heme d and Bonellin Model Compounds", J. Org. Chem., 50, 4989-91 (1985).
Crossley et al., "Tautomerism in 2-Hydroxy-5, 10, 15, 20-tetraphenylporphyrin: An Equilibrium between Enol, Keto and Aromatic Hydroxyl Tautomers", J. Org. Chem., 53, 1132-37 (1988).
Catalano et al., "Efficient Synthesis of 2-Oxy-5, 10, 15, 20-tetraphenylporphyrins from a Nitroporphyrin by a Novel Multi-step Cine-substitution Sequence", J. Chem. Soc., Chem. Comm., 1537-38 (1984).
Berenbaum et al., "meso-Tetra(hydroxyphenyl)porphyrins, a new class of potent tumour photosensitisers with favourable selectivity", Br. J. Cancer, 54, 717-25 (1986).
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