Objective:

2

To explore the structure and reaction sites of the reaction products of chlorogenic acid and sodium sulfite

and the chemical changes of chlorogenic acid in Lonicerae Japonicae Flos after sulfur fumigating.

Method:

2

Chlorogenic acid was reacted with sodium sulfite under mild conditions. Liquid chromatography-mass spectrometry-ion trap-time-of-flight (LC-MS-IT-TOF) and

1

H nuclear magnetic resonance spectroscopy (

1

H-NMR) detection techniques were used to detect the reaction products

and the sulfur-fumigated and unsulfurized Lonicerae Japonicae Flos water extract was detected by LC-MS-IT-TOF.

Result:

2

After analyzing the mass spectrometry data of fragment ion

molecular cleavage and accurate molecular weight

according to the results of nuclear magnetic signals of chemical shift

peak intensity and peak splitting

the products of chlorogenic acid and sodium sulfite were preliminarily identified as chlorogenic acid

α

β

-unsaturated carbonyl addition product: 3-((3-(3

4-dihydroxyphenyl)-2-sulfopropyl)oxy)-1

4

5-trihydroxycyclohexane-1-carboxylic acid or 3-((3-(3

4-dihy droxyphenyl)-3-sulfopropyl)oxy)-1

4

5-trihydroxycyclohexane-1-carboxylic acid

and the same characteristic fragments were detected as the addition product in the sulfur fumigated Lonicerae Japonicae Flos

but not found in the unsulfurized.

Conclusion:

2

It is the first time to demonstrate the structure and reaction sites of chlorogenic acid and sulfurous acid reaction products

and detect the chlorogenic acid sulfite addition product in sulfur-fumigated Lonicerae Japonicae Flos. Although it is still unclear how the sulfite addition compound produced by sulphur Lonicerae Japonicae Flos affects the efficacy and toxicological activity of Lonicerae Japonicae Flos

we shall still pay attention to the changes of active ingredients in sulphuric medicinal materials. Besides

this study can also provide reference for the studies of chemical composition changes after sulfuration of traditional Chinese medicine containing

α

β

-unsaturated carbonyl structure.