Characterization and identification of gentiopicrin metabolites transformed by intestinal bacteria

<p><strong>Figure captions:</strong></p> <p><strong>Fig</strong><strong>ure </strong><strong>S</strong><strong>1</strong>&nbsp;HPLC chromatographs of&nbsp;gentiopicrin incubated for 0min. (A) HPLC chromatographs of&nbsp;gentiopicrin incubated for 30min. (B)HPLC chromatographs of&nbsp;gentiopicrin incubated for 30min. (C)</p> <p><strong>Fig</strong><strong>ure </strong><strong>S2</strong>&nbsp;HPLC chromatographs of&nbsp;gentiopicrin incubated for 90min. (A) HPLC chromatographs of&nbsp;gentiopicrin incubated for 120min. (B)HPLC chromatographs of&nbsp;gentiopicrin incubated for 180min. (C)</p> <p><strong>Fig</strong><strong>ure </strong><strong>S3 </strong>The MS¹mass spectra of gentiopicrin acquired by LC/MSⁿ-IT-TOF.&nbsp;(A)&nbsp;The MS²&nbsp;mass spectra of gentiopicrin acquired by LC/MSⁿ-IT-TOF.&nbsp;(B) The MS¹mass spectra of metabolite G-M1&nbsp;acquired by LC/MSⁿ-IT-TOF.&nbsp;(C)&nbsp;The MS²&nbsp;mass spectra of metabolite G-M1 acquired by LC/MSⁿ-IT-TOF.&nbsp;(D) The MS¹mass spectra of metabolite G-M3&nbsp;acquired by LC/MSⁿ-IT-TOF.&nbsp;(E)&nbsp;The MS²&nbsp;mass spectra of metabolite G-M3 acquired by LC/MSⁿ-IT-TOF.&nbsp;(F)</p> <p><strong>Fig</strong><strong>ure </strong><strong>S4 </strong>The ¹H-NMR spectrum of G-M1 and G-M2<strong>.</strong></p> <p><strong>Fig</strong><strong>ure </strong><strong>S5 </strong>The ¹³C-NMR spectrum of G-M1 and G-M2<strong>.</strong></p> <p><strong>Fig</strong><strong>ure </strong><strong>S6 </strong>The&nbsp;¹H-¹H&nbsp;COSY spectrum of G-M1 and G-M2<strong>.</strong></p> <p><strong>Fig</strong><strong>ure </strong><strong>S7 </strong>The&nbsp;HSQC spectrum of G-M1 and G-M2<strong>.</strong></p> <p><strong>Fig</strong><strong>ure </strong><strong>S8 </strong>The&nbsp;HMBC spectrum of G-M1 and G-M2<strong>.</strong></p> <p><strong>Figure S9 &nbsp;</strong>HPLC chromatographs of&nbsp;gentiopicrin&nbsp;treated immediately after incubation for 1 h. (A). HPLC&nbsp;chromatographs&nbsp;of gentiopicrin incubation solution after concentration. (B)</p> <p><strong>Fig</strong><strong>ure </strong><strong>S10 </strong>The MS¹mass spectra of metabolite G-M4&nbsp;acquired by LC/MSⁿ-IT-TOF.&nbsp;(A)&nbsp;The MS²&nbsp;mass spectra of metabolite G-M4&nbsp;acquired by LC/MSⁿ-IT-TOF.&nbsp;(B) The MS¹mass spectra of metabolite G-M5&nbsp;acquired by LC/MSⁿ-IT-TOF.&nbsp;(C)&nbsp;The MS²&nbsp;mass spectra of metabolite G-M5 acquired by LC/MSⁿ-IT-TOF.&nbsp;(D) The MS¹mass spectra of metabolite G-M6&nbsp;acquired by LC/MSⁿ-IT-TOF.&nbsp;(E)&nbsp;The MS²&nbsp;mass spectra of metabolite G-M6 acquired by LC/MSⁿ-IT-TOF.&nbsp;(F)</p>