Citation: Ma Yuan, Liu Ji-Mei, Chen Ri-Dao, An Xi-Qiang, Dai Jun-Gui. Microbial transformation of glycyrrhetinic acid and potent neural anti-inflammatory activity of the metabolites[J]. Chinese Chemical Letters, ;2017, 28(6): 1200-1204. doi: 10.1016/j.cclet.2017.02.019 shu

Microbial transformation of glycyrrhetinic acid and potent neural anti-inflammatory activity of the metabolites

Ma Yuan ^a,b,1 ,
Liu Ji-Mei ^a,1 ,
Chen Ri-Dao ^a,c ,
An Xi-Qiang ^b,, ,
Dai Jun-Gui ^a,c,,

a.
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China
b.
Xinjiang Institute of Materia Medica, Urumqi 830004, China
c.
Beijing Key Laboratory of Non-Clinical Drug Metabolism and PK/PD Study, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China

Corresponding author: An Xi-Qiang, axq0991@sina.com Dai Jun-Gui, jgdai@imm.ac.cn; ledailedai@126.com

Received Date: 2 November 2016
Revised Date: 16 January 2017
Accepted Date: 28 February 2017
Available Online: 2 June 2017

Figures(2)

The microbial transformation of glycyrrhetinic acid (1) by Cunninghamella blakesleana CGMCC 3.970 led to the production of five new metabolites (2-6). The structures of the metabolites were determined by extensive spectroscopic (HR-ESIMS, 1D and 2D NMR) data analyses. The involved reactions exhibited specific hydroxylations at C-24, C-7, and C-15, and oxidation at C-3. Moreover, compounds 2, 5, and 6 showed significant neural anti-inflammatory activity by inhibiting lipopolysaccharide-induced NO production in mouse microglia BV2 cells with IC₅₀ values of 0.76, 0.94, and 0.16 μmol/L, respectively.
- Glycyrrhetinic acid,
- Microbial transformation,
- Anti-inflammatory activity,
- Cunninghamella blakesleana,
- Triterpenoid
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