Labeling composition for intraocular tissue, labeling method of intraocular tissue, and screening method

A labeling composition for an intraocular tissue of a living individual, which comprises a compound capable of labeling at least a photoreceptor cell layer of a retina, wherein the compound is a staining compound having a structure represented by the following general formula (I) or general formula (II) as a partial structure thereof,

• wherein in the general formula (I), R1 and R2 are, independently of each other, a hydrogen atom, an alkyl group or an aryl group, R1 and R2 may bond to each other to form a ring, and A is a structure represented by any one of the following general formulae (III) to (IX) and (VIII′)
• wherein in the general formula (III), R6 is an aryl group, R7, R8, R10 and R11 are, independently of one another, a hydrogen atom, an alkyl group, an aryl group or a halogen atom, and R9 is an ammonium salt group having a counter anion, in the general formula (IV), R12 and R13 are, independently of each other, a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, and R14 to R16 are, independently of one another, a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a halogen atom or an amino group, in the general formula (V), R17 and R18 are, independently of each other, a hydrogen atom, an alkyl group or an alkoxy group, R19 and R20 are, independently of each other, a hydrogen atom, an alkyl group, an alkoxy group, a hydroxyl group or a cyano group, R21 is a heterocyclic group or —CH═C(R22)(R23), R22 and R23 are, independently of each other, a hydrogen atom, a cyano group, a heterocyclic group, a carboxyl group or a carboxylate group, and R1 and R17, R2 and R18, and R22 and R23 may, independently of one another, bond to each other to form a ring, in the general formula (VI), R24 is a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, in the general formula (VII), R25 is an oxygen atom, a sulfur atom or N(R27), R26 is a hydrogen atom, an alkyl group, an alkoxy group or a sulfonic group, and R27 is a hydrogen atom, an alkyl group or an aryl group, in the general formula (VIII), R28 is a hydrogen atom, an alkyl group or an aryl group, in the general formula (VIII′), R28′ is a halogen atom, an alkoxy group or an aryloxy group, and in the general formula (IX), R29 is a hydrogen atom, an alkyl group or an aryl group;
• and wherein A is also a structure represented by the following general formula (X)
• wherein in the general formula (X), R31 and R32 are individually a sulfonic group or a salt thereof, and R33 and R34 are individually a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, with the proviso that R1 and R2 in the general formula (I) bond to each other to form one substituent group ═N—R30, and R30 is an aryl group or a heterocyclic group,
• further wherein in the general formula (II), R3 and R4 are, independently of each other, a hydrogen atom, an alkenyl group, a cyano group, a carboxyl group, a carboxylate group, a sulfonic group, an acyl group or a heterocyclic group, R3 and R4 may bond to each other to form a ring, and R5 is a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, with the proviso that one of R3 and R4 is a hydrogen atom, and the other is a heterocyclic group represented by the following general formula (XI)
• wherein in the general formula (XI), R35 is an alkyl group or an aryl group, R36 to R39 are, independently of one another, a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, a carboxyl group, a sulfonic group, a heterocyclic group, an amino group or a halogen atom, R36 and R37, R37 and R38, or R38 and R39 may bond to each other to form a ring, X− is an anionic group, and Q1 is a sulfur atom, oxygen atom, —C(R40)(R41)—, —CH═CH— or —N(R42)—, in which R40 to R42 are individually a hydrogen atom, an alkyl group or an aryl group, and R40 and R41 may bond to each other to form a ring, and wherein the ring formed by bonding R3 and R4 in the general formula (II) to each other is represented by any one of the following general formulae (XII), (XIII) and (XV)
• wherein in the general formula (XII), R43 is a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, and R44 is an alkyl group, an aryl group, a carboxyl group, a carboxylate group, a hydroxyl group or an amino group, in the general formula (XIII), Q2 is an oxygen atom, a sulfur atom or —N(R52)—, R45 is a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, R46 is a sulfur atom, an oxygen atom, ═NR53, a heterocyclic group or a dicyanomethylene group, and R52 and R53 are individually a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, and in the general formula (XV), R49 and R50 are, independently of each other, a hydrogen atom, an alkyl group or an aryl group, and R51 is an oxygen atom or a sulfur atom, and
• B is a structure represented by any one of the following general formulae (XVI) to (XVIV) and (XVII′)
• wherein in the general formula (XVI), R54 is a hydrogen atom, an alkyl group, an aralkyl group, an alkenyl group, an aryl group, a heterocyclic group or an acyl group, R55 to R58 are, independently of one another, a hydrogen atom, an alkyl group, an aryl group, a carboxyl group, a carboxylate group or an acyl group, R55 and R57 may bond to each other to form a ring, and R59 is a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, in the general formula (XVII), R60 is a hydrogen atom, an alkyl group or an aryl group, R61 to R64 are, independently of one another, a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, a carboxyl group, a sulfonic group, a heterocyclic group, an amino group or a halogen atom, R61 and R62, R62 and R63, or R63 and R64 may bond to each other to form a ring, and Q is a sulfur atom, an oxygen atom, —C(R65)(R66)— or —CH═CH—, in which R65 and R66 bond to each other to form a ring, in the general formula (XVII′), R60′ is a hydrogen atom, an alkyl group or an aryl group, Q3′ is a sulfur atom or an oxygen atom, and dotted lines in the general formula (XVII′) represent the case where a benzene ring is present or absent, in the general formula (XVIII), R68 and R69 are, independently of each other, a hydrogen atom, an alkyl group or an aryl group, and R70 is an oxygen atom or a sulfur atom, and in the general formula (XVIV), R71 is an alkyl group,
• further wherein B and R5 may bond to each other to form a benzothiophen-3-one ring, and at that time, R3 and R4 bond to each other to form a benzothiophen-3-one ring.