β,β′-dihydroxy meso-substituted chlorins, isobacteriochlorins, and bacteriochlorins
AssigneeThe University of British Columbia
InventorsJill Kirsten MacAlpine, Christian Brückner, David Dolphin
Life of this patent
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Abstract
Improved β,β′-dihydroxy meso-substituted chlorin, bacteriochlorin or isobacteriochlorin compounds are provided as photosensitizers. Pharmaceutical compositions and photodynamic therapy comprising them are also disclosed.
Claims7
A compound having the formula:
- or
- wherein each R2, R3, R4, R5 and R6 are independently H, nitro, halo, hydroxy, alkoxy, CO2R or OCOR, wherein each R is C1-6 alkyl;
- M is a metal selected from the group consisting of Ni(II), Cu(II), Zn, Sn, Ge, Si, Ga, Al, Mn(IIl), Gd(III), In and Tc or 2H atoms;
- and wherein said compound is selected from the group consisting of T(m-NO2)PC(OH)2 (compound 4), T(p-Br)PC(OH)2 (compound 5), T(m-Br)PC(OH)2 (compound 6), T(m-F)PC(OH)2 (compound 7), T(o-F)PC(OH)2 (compound 8), TF5PC(OH)2 (compound 9), T(m-OH)PC(OH)2 (compound 11), T(p-CO2Me)PC(OH)2 (compound 12), T(p-OCOEt)PC(OH)2 (compound 13), T(p-OCH3)PC(OH)2 (compound 14), T(m-OCH3)PC(OH)2 (compound 15), T(m,m′—OCH3)PC(OH)2 (compound 16), T(m-OCH3,p-OH)PC(OH)2 (compound 17), T(o,m,m′—OCH3)PC(OH)2 (compound 19), T(o,p,o′—OCH3)PC(OH)2 (compound 20), T(p-CH3)PC(OH)2 (compound 21), T(o,p,o′—CH3)PC(OH)2 (compound 22), and T(o,p,o′—OCH3)PB(OH)4 (compound 30), wherein each T is independently tetra.
A β,β-dihydroxy meso-substituted chlorin compound selected from the group consisting of diphenyl-2,3-dihydroxychlorin (compound 25), meso-5-(p-bromophenyl)-10,15,20-triphenyl-2,3-dihydroxychlorin (compound 26), meso-5-(p-hydroxyphenyl)-10,15–20-triphenyl-2,3-dihydroxychlorin (compound 27), and meso-5-(p-nitrophenyl)-10,15,20-triphenyl-2,3-dihydroxychlorin (compound 28).
Dependencies are inferred from the claim text.