紫荆、湖北紫荆中单宁化学结构及其抗氧化活性研究

doi:10.3969/j.issn.0253-2417.2022.06.012

林产化学与工业 ›› 2022, Vol. 42 ›› Issue (6): 84-90.doi: 10.3969/j.issn.0253-2417.2022.06.012

紫荆、湖北紫荆中单宁化学结构及其抗氧化活性研究

王明豪¹(), 张静涵¹, 赵京轲¹, 张亮亮², 骆嘉言¹^,*()

1. 南京林业大学材料科学与工程学院，江苏南京 210037
2. 华侨大学先进碳转化技术研究院，福建厦门 361021

收稿日期:2021-12-13 出版日期:2022-12-28 发布日期:2023-01-07
通讯作者: 骆嘉言 E-mail:WMH3011@163.com;luojiayan@njfu.edu.cn
作者简介:骆嘉言，副教授，硕士生导师，主要从事木材鉴定及木材改性研究；E-mail：luojiayan@njfu.edu.cn
王明豪(1998—)，男，河南周口人，硕士生，主要从事植物源提取物在木材改性中的应用；E-mail：WMH3011@163.com
基金资助:
江苏省第五期“333工程”资助科研项目(BRA2016381)

Chemical Structure of Tannins in Cercis chinensis and Cercis glabra and Their Antioxidant Activity

Minghao WANG¹(), Jinghan ZHANG¹, Jingke ZHAO¹, Liangliang ZHANG², Jiayan LUO¹^,*()

1. College of Material Science and Engineering, Nanjing Forestry University, Nanjing 210037, China
2. Academy of Advanced Carbon Conversion Technology, Huaqiao University, Xiamen 361021, China

Received:2021-12-13 Online:2022-12-28 Published:2023-01-07
Contact: Jiayan LUO E-mail:WMH3011@163.com;luojiayan@njfu.edu.cn

摘要/Abstract

摘要：

对紫荆叶片、湖北紫荆叶片及荚果中可溶缩合单宁(ECT)含量进行了测定，并利用核磁共振(NMR)联合反相高效液相色谱-质谱(RP-HPLC-MS)技术对其化学结构进行了分析，同时采用DPPH法及铁离子还原/抗氧化能力(FRAP)法研究了其抗氧化能力。研究结果表明：紫荆叶片、湖北紫荆叶片及荚果中单宁的质量分数分别为151.56、96.75和198.12 mg/g；构成3种缩合单宁的黄烷-3-醇的结构单元主要为原花青素及原翠雀素，且其结构单元C3位上具有棓酰化结构；3种缩合单宁均表现出一定的抗氧化活性，清除DPPH自由基(DPPH·)的半数抑制质量浓度(IC₅₀)值为67.02~97.70 mg/L，均优于阳性对照BHA；当质量浓度为125 mg/L时，3种缩合单宁的总抗氧化能力FRAP值为3.51~5.56 mmol/g，低于阳性对照BHA的6.51 mmol/g。紫荆叶片单宁表现出优异的抗氧化活性，其清除DPPH·的IC₅₀值为67.02 mg/L，优于阳性对照Vc(76.65 mg/L)；其总抗氧化能力FRAP值达到5.56 mmol/L。

关键词: 紫荆, 湖北紫荆, 缩合单宁, ¹³C NMR, RP-HPLC, 抗氧化能力

Abstract:

The contents of extractable condensed tannins(ECT) in Cercis chinensis, Cercis gigantea leaves and pods were determined. The chemical structure were analyzed by nuclear magnetic resonance(NMR) combined with reversed-phase high performance liquid chromatography-mass spectrometry(RP-HPLC-MS), and the antioxidant activities were determined by DPPH scavenging assay and ferric reducing/antioxidant power(FRAP) assay. The results showed that the mass fractions of tannins in C. chinensis, C. glabra leaves and pods were 151.56, 96.75 and 198.12 mg/g, respectively. The structural units of flavan-3-ols which constituted three condensed tannins, were mainly procyanidin and prodelphidin, and there were galloacylated structures at the C3 position in their structural unit. All three condensed tannins had certain antioxidant activity. The median inhibitory concentration(IC₅₀) values of the three condensed tannins for scavenging DPPH free radicals(DPPH·) were 67.02-97.70 mg/L, which were all higher than that of positive control BHA. The FRAP values of three condensed tannins was 3.51-5.56 mmol/g at the mass fraction of 125 mg/L, which were lower than the positive control BHA(6.51 mmol/g). Among them, the tannins of C. chinensis leaves showed excellent antioxidant activity, and its IC₅₀ values of clearance rate of DPPH· was 67.02 mg/L, which was better than the positive control Vc(76.65 mg/L). Meanwhile, its FRAP value was 5.56 mmol/L.

Key words: Cercis chinensis, Cercis gigantea, condensed tannin, ¹³C NMR, RP-HPLC, antioxidant activity

中图分类号:

TQ35
TQ91

王明豪, 张静涵, 赵京轲, 张亮亮, 骆嘉言. 紫荆、湖北紫荆中单宁化学结构及其抗氧化活性研究[J]. 林产化学与工业, 2022, 42(6): 84-90.

Minghao WANG, Jinghan ZHANG, Jingke ZHAO, Liangliang ZHANG, Jiayan LUO. Chemical Structure of Tannins in Cercis chinensis and Cercis glabra and Their Antioxidant Activity[J]. Chemistry and Industry of Forest Products, 2022, 42(6): 84-90.

图/表 6

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参考文献 16

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编号 No.	出峰时间retention time/min			相对分子质量 M_r	分子式 molecular formula	m/z	化合物 compound
编号 No.	紫荆叶片 C. chinensis leave	湖北紫荆叶片 C. glabra leave	湖北紫荆荚果 C. glabra fruit	相对分子质量 M_r	分子式 molecular formula	m/z	化合物 compound
1	0.72	1.78, 2.49	2.67	290.3	C₁₅H₁₄O₆	289.1	C/EC
2	2.72	—	3.56	458.4	C₂₂H₁₈O₁₁	457.1	GCG/EGCG
3	4.02	4.04	4.58	442.4	C₂₂H₁₈O₂₀	441.1	CG/ECG
4	6.26, 8.50	6.30	6.24, 6.54, 8.61	428.5	C₂₂H₂₀O₇S	427.1	GC/EGC-thio
5	7.07	7.13	7.29	580.0	—	579.1	未知unknow
6	7.24, 7.31	7.30, 7.42, 9.31, 9.62	7.46, 7.54, 9.70	411.5	C₂₂H₂₂O₆S	411.1	C/EC-thio
7	7.91	8.11	8.08	564.6	C₃₀H₂₆O₁₁	563.1	C/EC-AF/EAF

样品sample	不同质量浓度下的FRAP值FRAP values at different mass concn./(mmol·g^-1)
样品sample	15.625 mg/L	31.25 mg/L	62.5 mg/L	125 mg/L	250 mg/L
紫荆叶片C. chinensis leaves	6.26±0.71	15.46±0.16	10.56±0.21	5.56±0.08	4.84±0.07
湖北紫荆叶片C. glabra leaves	4.01±0.29	3.54±0.26	4.81±0.12	4.44±0.32	4.28±0.09
湖北紫荆荚果C. glabra fruits	1.61±0.42	3.67±0.08	4.05±0.17	3.51±0.39	3.78±0.54
BHA	2.73±0.59	6.34±0.12	6.81±0.70	6.51±0.15	4.98±0.02

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紫荆、湖北紫荆中单宁化学结构及其抗氧化活性研究

Chemical Structure of Tannins in Cercis chinensis and Cercis glabra and Their Antioxidant Activity

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