TLC ( ethyl acetate / n - hexane = 1 : 2 ) Rf = 0 . 19 , mp : 205 - 207 ℃, HPLC purity : 95 . 2 %; ESI LC / MS : m / z calcd for C 24 H 18 NO 2 [ MH ] + 352 . 13 ; found 352 . 20 . 1 H NMR ( 250 MHz , DMSO - d 6 ) δ 9 . 78 ( s , 1 H , indenopyridine 7 - OH ) , 9 . 73 ( s , 1 H , 4 - phenyl 2 - OH ) , 8 . 18 ( d , J = 7 . 23 Hz , 2 H , 2 - phenyl H - 2 , H - 6 ) , 7 . 87 ( d , J = 8 . 25 Hz , 1 H , indenopyridine H - 9 ) , 7 . 62 ( s , 1 H , indenopyridine H - 3 ) , 7 . 52 - 7 . 37 ( m , 4 H , 4 - phenyl H - 6 , 2 - phenyl H - 3 , H - 4 , H - 5 ) , 7 . 29 ( td , J = 8 . 72 , 1 . 55 Hz , 1 H , 4 - phenyl H - 4 ) , 7 . 03 - 6 . 91 ( m , 3 H , 4 - phenyl H - 3 , H - 5 , indenopyridine H - 6 ) , 6 . 88 ( dd , J = 8 . 27 , 2 . 1 Hz , 1 H , indenopyridine H - 8 ) , 3 . 89 ( s , 2 H , indenopyridine H - 5 ) . 13 C NMR ( 62 . 5 MHz , DMSO - d 6 ) δ 160 . 75 , 159 . 53 , 155 . 45 , 155 . 10 , 147 . 28 , 144 . 68 , 140 . 14 , 134 . 60 , 132 . 75 , 131 . 30 , 130 . 57 , 129 . 52 ( 2 C ) , 129 . 44 , 127 . 47 ( 2 C ) , 126 . 14 , 122 . 40 , 119 . 72 , 118 . 72 , 116 . 87 , 115 . 53 , 112 . 95 , 34 . 81 .