Microbial transformation of glycyrrhetinic acid by Cunninghamella blakesleeana.
- Author:
Yuan MA
;
Dan XIE
;
Zhao-hua WANG
;
Jun-gui DAI
;
Xi-qiang AN
;
Zheng-yi GU
- Publication Type:Journal Article
- MeSH:
Biotransformation;
Cunninghamella;
metabolism;
Glycyrrhetinic Acid;
analogs & derivatives;
chemistry;
metabolism;
Molecular Structure;
Spectrometry, Mass, Electrospray Ionization
- From:
China Journal of Chinese Materia Medica
2015;40(21):4212-4217
- CountryChina
- Language:Chinese
-
Abstract:
A study on the microbial transformation of glycyrrhetinic acid (GA) was conducted by a fungus, Cunninghamella blakesleeana CGMCC 3.970 systematically. After incubation with the cell cultures of C. blakesleeana CGMCC 3.970 at 25 degrees C for 7 days on a rotary shaker operating at 135 r x min(-1), GA was converted into one major product and five minor products. The products were extracted and purified by solvent extraction, macroporous adsorbent resin, silica gel column chromatography, and semi-preparative RP-HPLC chromatography. Their structures were identified as 3-oxo-15α-hydroxy-18β-glycyrrhetinic acid(1), 3-oxo-15β-hydroxy-18β-glycyrrhetinic acid (2), 7β,15α-dihydroxy-18β-glycyrrhetinic acid (3), 3-oxo-7β, 15α-dihydroxy-18β-glycyrrhetinic acid (4), 7β-hydroxy-18β-glycyrrhetinic acid(5) and 15α-hydroxy-18β-glycyrrhetinic acid(6) by the analyses of MS, 1H-NMR and 13C-NMR spectroscopic data respectively. Among them, 2 was a new compound. These results suggest that C. blakesleeana CGMCC 3.970 has the capability of selective ketonization and hydroxylation for GA. [Key words] glycyrrhetinic acid; Cunninghamella blakesleeana CGMCC 3. 970; microbial transformation