Fluorescent nitrogen monoxide cheleotropic trap reagents comprising benzophenanathrene or dibenzanthracene derivatives, used for determining intracellular nitrogen monoxide in physiological studies

摘要

Trapping reagents comprise 9,10-benzophenanthrene derivatives (I) or 1,2,3,4-dibenzanthracene derivatives (II). Trapping reagents comprise benzophenanthrene or dibenzanthracene derivatives of formula (I) or (II). R9, R10, R15, R16 = phenyl (optionally substituted by A, halo, NO2, CN, NH2, mono- or dialkylamino, trialkylammonium, sulfone or sulfonium), H, alkyl or cycloalkyl (both optionally substituted), carboxyalkyl, COOH or CN; A = alkyl, alkoxy, acyl or alkoxycarbonyl (all with up to 18C); R11, R12 = Q; or R11 + R12 = cycloalkyl, bicycloalkyl or cyclic imide substituted by Q; Q = COOH; optionally substituted carboxyalkyl; or phenyl substituted by COOH or carboxyalkyl and optionally other substituents; R13, R14 = H, alkyl, CN, COOH or carboxyalkyl; (i) R1, R3-R8 = H; R2 = Q'; Q' = NO2, NH2, mono- or dialkylamino, trialkylammonium, halo, 3-18C alkyl, aminocarboxyalkyl, aminodi(carboxyalkyl) or corresponding ester with aliphatic alcohols or acyloxy-substituted alcohols; (ii) R2 = R7 = Q'; R1, R3-R6, R8 = H; (iii) R1 +R 2 = fused benzene ring (optionally substituted by halo, NO2, CN, COOH or A); (iv) R5 +R6 or R6 + R7 = fused benzene ring (optionally substituted by Q''); Q'' = halo, NO2, CN, COOH or NO2; or alkyl, alkoxy, acyl, alkoxycarbonyl, alkylamino, dialkylamino, trialkylammonium or sulfonium, all with up to 18C; (v) R7 +R8 or R6 + R7 = 2,3-fused naphthalene residue (optionally substituted by Q''); (vi) R5 +R6 = 2,3-fused indene residue (optionally substituted by Q''); (vii) R1 +R2 and R7 + R8 (or R2+ R3 and R6 + R7) = two fused benzene rings (optionally substituted by Q''); (viiii) R4 + R5 = CH2CH2; R6 + R7 = fused benzene ring (optionally substituted by Q''); or (ix) R4 + R5 = CH2CH2 (optionally substituted by Q''); in (iii)-(ix) R1-R8 = H or Q' unless specified otherwise; carboxy and carboxyalkyl groups are optionally in salt form.