TLC ( ethyl acetate / n - hexane = 1 : 1 ) Rf = 0 . 31 , mp : 242 - 244 ℃, HPLC purity : 98 . 7 %; ESI LC / MS : m / z calcd for C 24 H 18 NO 2 [ MH ] + 352 . 13 ; found 352 . 26 . 1 H NMR ( 250 MHz , DMSO - d 6 ) δ 9 . 79 ( s , 1 H , indenopyridine 7 - OH ) , 9 . 66 ( s , 1 H , 4 - phenyl 3 - OH ) , 8 . 23 ( d , J = 8 . 3 Hz , 2 H , 2 - phenyl H - 2 , H - 6 ) , 7 . 88 ( d , J = 8 . 25 Hz , 1 H , indenopyridine H - 9 ) , 7 . 71 ( s , 1 H , indenopyridine H - 30 , 7 . 54 - 7 . 40 ( m , 3 H , 2 - phenyl H - 3 , H - 4 , H - 5 ) , 7 . 35 ( t , J = 7 . 78 Hz , 1 H , 4 - phenyl H - 5 ) , 7 . 24 ( d , J = 7 . 8 Hz , 1 H , 4 - phenyl H - 5 ) , 7 . 18 ( s , 1 H , 4 - phenyl H - 2 ) , 7 . 03 ( s , 1 H , indenopyridine H - 6 ) , 6 . 91 - 6 . 87 ( m , 2 H , 4 - phenyl H - 4 , indenopyridine H - 8 ) , 4 . 0 ( s , 2 H , indenopyridine H - 5 ) . 13 C NMR ( 62 . 5 MHz , DMSO - d 6 ) δ 160 . 96 , 159 . 03 , 157 . 90 , 155 . 58 , 146 . 76 , 145 . 65 , 139 . 66 , 139 . 35 , 132 . 11 , 131 . 91 , 130 . 12 , 128 . 95 , 128 . 88 ( 2 C ) , 126 . 92 ( 2 C ) , 121 . 86 , 119 . 25 , 116 . 10 , 115 . 78 , 115 . 32 , 115 . 05 , 112 . 25 , 34 . 27 .