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第 7 期 董其惠,等: 双相深共熔溶剂提取的银杏果外种皮活性成分的分离回收 ·1409·
附 6 h,解吸剂为无水乙醇(其中,NaOH 添加量为 biloba extracts: A review of the pharmacokinetics of the active
ingredients[J]. Clinical Pharmacokinetics, 2013, 52(9): 727-749.
0.05 mol/L),静态解吸 8 h。D201 树脂:疏水相 DES
[2] ZHANG X H (张心慧), GUO Q R (郭起荣), WANG G B (汪贵斌),
提取液用无水乙醇稀释 5 倍,25 ℃吸附 6 h,解吸 et al. Research progress of Ginkgo biloba sarcotesta[J]. Heilongjiang
剂为体积分数 75%的乙醇水溶液(其中,HCl 添加 Agriculture Science (黑龙江农业科学), 2018, (11): 156-160.
[3] CUI N, ZHANG L L, QUAN M P, et al. Profile of the main bioactive
量为 0.01 mol/L),静态解吸 2 h,在此条件下 D201 compounds and in vitro biological activity of different solvent
树脂对银杏酚酸的吸附率为 71.73%,1 次解吸率为 extracts from Ginkgo biloba exocarp[J]. RSC Advances, 2020, 10(73):
45105-45111.
94.54%,银杏酚酸回收率为 67.81%。由于 HYA-502B
[4] ZHANG C, LING F, YI Y L, et al. Algicidal activity and potential
树脂的 1 次解吸率为 33.43%,因此,对 HYA-502B mechanisms of ginkgolic acids isolated from Ginkgo biloba exocarp
树脂进行两次解吸实验,HYA-502B 树脂第 2 次解 on Microcystis aeruginosa[J]. Journal of Applied Phycology, 2014,
26(1): 323-332.
吸率为 66.08%,两次总解吸率可达 99.51%,推测 [5] ZHANG M N (张梦南). Study on the comprehensive extraction of
是因为第 2 次静态解吸过程中树脂有一部分破损,有 active substance from the exocarps of Ginkgo biloba[D]. Beijing:
Beijing Institute of Technology (北京理工大学), 2018.
利于树脂中银杏酚酸的释放,因此,第 2 次的解吸效
[6] TANG S R (唐仕荣), SONG J (宋洁), GU S H (顾绍辉), et al.
果要明显优于第 1 次的解吸效果。最终选择 HYA502 Separation and purification for ginkgolic acids from Ginkgo biloba
树脂为疏水相 DES 提取液中银杏酚酸回收的最佳树 sarcotesta by microporous adsorption resin and high-speed countercurrent
chromatography[J]. Food Science and Technology (食品科技), 2020,
脂,其对银杏酚酸的吸附率可达 93.79%,总解吸率 45(1): 280-285, 293.
可达 99.51%,最终银杏酚酸回收率可达 93.33%。 [7] ZHANG H Y (张洪玉), ZHAO M J (赵明军), ZHOU Z (周状), et al.
Research advance on extraction technology of exopleura of Ginkgo
biloba L.[J]. Guangzhou Chemical Industry (广州化工), 2010, 38(11):
3 结论 3-5.
[8] PLOTKA-WASYLKA J, DA LA GUARDIA M, ANDRUCH V, et al.
在本课题组前期研究基础上建立了回收银杏果 Deep eutectic solvents vs ionic liquids: Similarities and differences[J].
外种皮活性成分的方法。经过一系列的优化实验, Microchemical Journal, 2020, 159: 105539.
[9] CAO J, YANG M, CAO F L, et al. Well-designed hydrophobic deep
最终结果如下: eutectic solvents as green and efficient media for the extraction of
(1)对于亲水相 DES 提取液中的活性成分—— artemisinin from Artemisia annua leaves[J]. ACS Sustainable Chemistry
and Engineering, 2017, 5(4): 3270-3278.
萜内酯、黄酮、原花青素,采用 EOPO 萃取回收的 [10] GAO J, YOU J Y, KANG J H, et al. Recovery of astaxanthin from
方法。选用 EOPO 分子量 2650,质量分数为 90%的 shrimp (Penaeus vannamei) waste by ultrasonic-assisted extraction
EOPO 水溶液与亲水相 DES 提取液按质量比 4∶6 using ionic liquid-in-water microemulsions[J]. Food Chemistry, 2020,
325: 126850.
组成回收体系,混合离心后第 1 次重新形成双相, [11] WANG T, WANG Q, GUO Q, et al. A hydrophobic deep eutectic
此时活性成分富集在 EOPO 相中,分离出 EOPO 富 solvents-based integrated method for efficient and green extraction
and recovery of natural products from Rosmarinus officinalis leaves,
集相,在 70 ℃下水浴 90 min,离心后第 2 次重新 Ginkgo biloba leaves and Salvia miltiorrhiza roots[J]. Food Chemistry,
形成双相,此时活性成分富集在下相水溶液中,其 2021, 363: 130282.
[12] LIU Y J, ZHANG H, YU H M, et al. Deep eutectic solvent as a green
中萜内酯、黄酮和原花青素的回收率分别可达
solvent for enhanced extraction of narirutin, naringin, hesperidin and
89.44%、53.27%和 29.77%。 neohesperidin from Aurantii Fructus[J]. Phytochemical Analysis,
(2)对于疏水相 DES 提取液中活性成分——银 2019, 30(2): 156-163.
[13] CAO J, YANG M, CAO F L, et al. Tailor-made hydrophobic deep
杏酚酸,采用大孔树脂吸附回收的方法。选用 eutectic solvents for cleaner extraction of polyprenyl acetates from
HYA-502B 树脂进行静态吸附-解吸回收,疏水相 Ginkgo biloba leaves[J]. Journal of Cleaner Production, 2017, 152:
399-405.
DES 提取液用无水乙醇稀释 3 倍后用树脂静态吸附 [14] WU R (吴蓉), ZHANG W (张薇), CHEN L Y (陈璐瑶), et al.
6 h,样液体积为 10 mL,树脂用量为 1 g。解吸剂 Simultaneous extraction of salidroside and tyrosol using deep
eutectic solvent: Optimization and recovery[J]. Fine Chemicals (精细
为碱添加量为 0.05 mol/L 的无水乙醇,解吸剂用量
化工), 2019, 36(5): 865-874.
为 10 mL。静态解吸 8 h,重复解吸 2 次,在此条件 [15] WU R (吴蓉), WANG H M (王慧敏), CAO J (曹君), et al.
下,大孔树脂对银杏酚酸吸附率为 93.79%,总解吸 Simultaneous extraction of salidroside and tyrosol from Rhodiolarosea L.
using tailor-made deep eutectic solvents[J]. Chemical Journal of
率为 99.51%,银杏酚酸的回收率可达 93.33%。 Chinese Universities (高等学校化学学报), 2019, 40(5): 918-926.
本研究成功建立了分别从亲水相 DES 和疏水相 [16] GAO C, CAI C Y, LIU J J, et al. Extraction and preliminary
purification of polysaccharides from Camellia oleifera Abel. seed
DES 中回收银杏果外种皮中萜内酯、黄酮、原花青 cake using a thermoseparating aqueous two-phase system based on
素和银杏酚酸的方法,该法具有高效、绿色、安全、 EOPO copolymer and deep eutectic solvents[J]. Food Chemistry,
2020, 313: 126164.
操作简便等优点,具有良好应用前景。
[17] SU E Z, DONG Q H, WU R, et al. A two-phase deep eutectic solvent
and the preparation method for simultaneous separation and
参考文献: extraction of a variety of active components from the waste Ginkgo
[1] UDE C, SCHUBERT-ZSILAVECZ M, WURGLICS M, et al. Ginkgo biloba exocarp: CN 202111447037.5[P]. 2021-12-01.