TLC ( ethyl acetate / n - hexane = 1 : 2 ) Rf = 0 . 21 , mp : 228 - 230 ℃, HPLC purity : 99 . 2 %; ESI LC / MS : m / z calcd for C 24 H 18 NO 2 [ MH ] + 352 . 13 ; found 352 . 28 . 1 H NMR ( 250 MHz , DMSO - d 6 ) δ 9 . 75 ( s , 1 H , 2 - phenyl 3 - OH ) , 9 . 56 ( s , 1 H , indenopyridine 6 - OH ) , 7 . 87 ( d , J = 8 . 07 Hz , 2 H , 2 - phenyl H - 2 , H - 6 ) , 7 . 78 ( s , 1 H , indenopyridine H - 3 ) , 7 . 68 - 7 . 50 ( m , 6 H , indenopyridine H - 9 , 4 - phenyl H - 2 , H - 3 , H - 4 , H - 5 , H - 6 ) , 7 . 32 ( t , J = 7 . 6 Hz , 1 H , 2 - phenyl H - 5 ) , 7 . 30 ( t , J = 7 . 7 Hz , 1 H , indenopyridine H - 8 ) , 6 . 90 ( d , J = 7 . 85 Hz , 1 H , 2 - phenyl H - 4 ) , 6 . 84 ( dd , J = 7 . 97 , 2 . 15 Hz , 1 H , indenopyridine H - 7 ) , 3 . 95 ( s , 2 H , indenopyridine H - 5 ) . 13 C NMR ( 62 . 5 MHz , DMSO - d 6 ) δ 160 . 65 , 157 . 75 , 155 . 88 , 154 . 03 , 145 . 91 , 142 . 17 , 140 . 42 , 138 . 05 , 132 . 85 , 129 . 95 , 129 . 74 , 128 . 93 ( 2 C ) , 128 . 78 , 128 . 71 , 128 . 45 ( 2 C ) , 117 . 68 , 117 . 47 , 115 . 99 , 115 . 52 , 113 . 65 , 111 . 79 , 31 . 81 .