In order to improve the utilization rate of total saponins of Panax notoginseng and the related conversion rate to C-K, mixed enzymes produced by Aspergillus niger G8 and G4 strains were used to transform the total stem-leaf saponin from P. notoginseng to C-K. The results showed that the main component of commercially available notoginseng stem-leaf ginsenosides are propanediol type. In which the content of Rb3, C-Mx1, Rc and Fc was 26.38%, 14.28%, 12.73%, and 10.25%, respectively. The optimum enzymatic transformation was obtained after 24 h reaction at 45 ℃ and pH 5.0 using 2.5% substrate . Four products, C-K, C-Mx, Fc and R7 were obtained, of which 32.7% was C-K.
WANG Caiyan
,
LIU Chunying
,
XIAO Yongkun
,
ZUO Kangze
,
CHEN Shuang
,
XU Longquan
,
SONG Jianguo
,
YU Hongshan
. Enzymatic production of minor ginsenoside C-K from notoginseng stem-leaf ginsenoside[J]. Food and Fermentation Industries, 2019
, 45(22)
: 83
-89
.
DOI: 10.13995/j.cnki.11-1802/ts.021480
[1] 李海舟,张颖君,杨崇仁.三七叶化学成分的进一步研究[J].天然产物研究与开发,2006, 18(4): 549-554.
[2] 均田.人参冠百草-人参化学、生物学活性和药代动力学研究进展[M].北京:化学工业出版社,2008:34-50.
[3] 甘雨,徐惠波,孙晓波. 三七总皂苷的药理作用研究进展[J]. 时珍国医国药, 2007, 18(5): 1 251-1 252.
[4] KOBASHI K. Glycosides are natural prodrugsdevidence using germ-free and gnotobiotic rats associated with a human intestinal bacterium[J]. J Trad Med,1998,15:1-13.
[5] TAWAB M A, BAHR U, KARAS M, et al. Degradation of ginsenosides in humans after administration[J]. Drug Metab Dispos 2003,31(8): 1 065-1 071.
[6] S CHOI, KIM T W, SINGH S V, Ginsenoside Rh2-mediated G1 phase cell cycle arrest in human breast cancer cells is caused by p15Ink4B and p27 Kip1-dependent inhibition of cyclin-dependent kinases[J]. Pharm Res, 2009, 26(10):2 280-2 288.
[7] KIM Y J, YAMABE N, CHOI P, et al. Efficient thermal deglycosylation of ginsenoside Rd and its contribution to the improved anticancer activity of ginseng[J]. Agric Food Chem, 2013,61(38):9 185-9 191.
[8] KIM S J, KANG B Y, CHO S Y, et al. Compound K induces expression of hyaluronan synthase 2 gene in transformed human keratinocytes and increases hyaluronan in hairless mouse skin[J]. Biochem Biophys Res Commun, 2004, 316:348-355.
[9] KIM M, Ahn B Y, LEE J S, et al. The ginsenoside Rg3 has a stimulatory effect on insulin signaling in L6 myotubes[J]. Biochem Biophys Res Commun,2009,389 (1):70-73.
[10] 肖永坤,刘春莹,鱼红闪,等.人参二醇类皂苷的生物转化动态及人参稀有皂苷C-K或F_2的制备[J].高等学校化学学报,2019,40(6):1 184-1 192.
[11] 柴瑞华,姜彬慧,赵余庆. 三七茎叶总皂苷酶转化产物和C-K的抗肿瘤作用[J]. 中国现代中药, 2007, 9(12): 14-16;25.
[12] 姜彬慧,韩颖,赵余庆,等.酶转化三七叶总皂苷制备人参皂苷C-K的工艺优化[J].中草药,2004(9):986-988.
[13] YU H S, ZHANG C Z, LU M C, et al. Purification and characterization of new special ginsenosidase hydrolyzing multi-glycisides of protopanaxadiol ginsenosides, ginsenosidase type I[J]. Chem Pharm Bull,2007;55(2): 231-235.
[14] LIU C Y, JIM Y H, YU H S, et al. Biotransformation pathway and kinetics of ginsenosidase type I hydrolyzing 3-O- and 20-O-multi- glucosides of PPD type ginsenosides[J]. Process Biochem, 2014,49(813):e20.
[15] LIU C Y, ZHOU R X, SUN C K, et al. Preparation of minor ginsenoside C-Mc, C-Y, F2 and C-K from American ginseng PPD-ginsenoside using special ginsenosidase type-I from Aspegillus niger g.848[J]. J Ginseng Res,2015,39(2):221-229.
[16] YU Hongshan, LIU Qingmei, ZHANG Chunzhi, et al. A new ginsenosidase from Aspergillus strain hydrolyzing 20-O-multi-glycoside of PPD ginsenoside[J]. Process Biochem, 2009, 44(7): 772-775.
[17] JIN X F, YU H S, WANG D M, et al. Kinetics of a cloned special ginsenosidase hydrolyzing 3-O-glucoside of multiprotopanaxadiol-type ginsenosides, named ginsenosidase type Ⅲ[J]. J Microbiol Biotechnol 2012,22(3):343-351.
[18] WANG D M, YU H S, SONG J G, et al. Enzyme kinetics of ginsenosidase type IV hydrolyzing 6-O-multi-glycosides of protopanaxatriol type ginsenosides[J]. Process Biochem,2012,47(1):133-138.
[19] LIU C Y, ZOU K Z, YU H S, et al. Preparation of minor ginsenosides C-Mx and C-K from notoginseng leaf ginsenosides by a special ginsenosidase type-I[J]. Process Biochem,2015,50(12):2 158-2 167.
[20] XIAO Y K, LIU C Y, IM W T, et al. Dynamic changes of multi-notoginseng stem-leaf ginsenosides in reaction with ginsenosidase type-I[J]. J Ginseng Res,2019,43(2):186-195.
[21] LIU C Y, ZOU K Z, YU H S, et al. Preparation of minor ginsenosides C-Mx and C-K from notoginseng leaf ginsenosides by a special ginsenosidase type-I[J]. Process Biochem,2015,50(12):2 158-2 167.
