TLC ( ethyl acetate / n - hexane = 1 : 3 ) Rf = 0 . 29 , mp : 278 - 280 ℃, HPLC purity : 99 . 5 %; ESI LC / MS : m / z calcd for C 24 H 18 NO 2 [ MH ] + 352 . 13 ; found 352 . 22 . 1 H NMR ( 250 MHz , DMSO - d 6 ) δ 14 . 18 ( s , 1 H , 2 - phenyl 2 - OH ) , 9 . 68 ( s , 1 H , indenopyridine 8 - OH ) , 8 . 19 ( d , J = 7 . 87 Hz , 1 H , 2 - phenyl J - 6 ) , 8 . 09 ( s , 1 H , indenopyridine H - 30 , 7 . 87 ( d , J = 7 . 42 Hz , 2 H , 4 - phenyl H - 2 , H - 6 ) , 7 . 60 - 7 . 51 ( m , 3 H , 4 - phenyl H - 3 , H - 4 , H - 5 ) , 7 . 47 ( d , J = 8 . 22 Hz , 1 H , indenopyridine H - 6 ) , 7 . 34 - 7 . 28 ( m , 2 H , indenopyridine H - 9 , 2 - phenyl H - 4 ) , 6 . 96 ( d , J = 8 . 27 Hz , 2 H , 2 - phenyl H - 3 , H - 50 , 6 . 91 ( dd , J = 8 . 12 , 2 . 42 Hz , 1 H , indenopyridine H - 7 ) , 4 . 02 ( s , 2 H , indenopyridine H - 5 ) . 13 C NMR ( 62 . 5 MHz , DMSO - d 6 ) δ 159 . 13 , 157 . 37 , 157 . 33 , 156 . 28 , 147 . 49 , 139 . 99 , 137 . 72 , 135 . 25 , 134 . 21 , 131 . 27 , 129 . 23 , 129 . 07 ( 2 C ) , 128 . 74 ( 2 C ) , 127 . 74 , 126 . 54 , 119 . 61 , 119 . 16 , 118 . 03 , 117 . 64 , 116 . 99 , 106 . 21 , 33 . 75 .