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Journal of Zhejiang University (Agriculture and Life Sciences)  2023, Vol. 49 Issue (6): 802-812    DOI: 10.3785/j.issn.1008-9209.2022.11.011
Food sciences     
Analysis of main functional components in different parts of Citrus×aurantium L.Changshanhuyou fruits
Dandan YU1(),Jiaxiong WU1,2,Ying LIU3,Lixia WANG4,Xingliang YANG4,Xingqian YE1,2,Shiguo CHEN1,2,Jianle CHEN1,2()
1.National-Local Joint Engineering Laboratory of Intelligent Food Processing Technology and Equipment/Zhejiang Provincial Key Laboratory for Agricultural Product Processing Technology Research/Fuli Institute of Food Science, College of Biosystems Engineering and Food Science, Zhejiang University, Hangzhou 310058, Zhejiang, China
2.Ningbo Innovation Center, Zhejiang University, Ningbo 315100, Zhejiang, China
3.Ecology and Health Institute, Hangzhou Vocational & Technical College, Hangzhou 310018, Zhejiang, China
4.Changshan County Agriculture and Rural Affairs Bureau, Quzhou 324299, Zhejiang, China
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Abstract  

In this study, the whole fruit of Citrus×aurantium L.Changshanhuyou was divided into five parts, namely, the flavedo, albedo, segment membrane, juice sacs and seeds, from which polyphenols and pectin polysaccharides were extracted sequentially. Ultra-high performance liquid chromatography-tandem mass spectrometry was used to determine 30 kinds of citrus polyphenols, and the compositions and molecular weights of pectin polysaccharides were compared to comprehensively analyze the compositions of the main functional components in different parts of Citrus×aurantium L.Changshanhuyou fruits. The results showed that flavonoids in various parts mainly existed in flavanones, and the contents of neohesperidin and neoeriocitrin in the albedo were the highest, reaching 13 700.72 μg/g and 6 270.24 μg/g (by dry mass and the same as below), respectively. The contents of cinnamic acids in various parts were higher than that of benzoic acids, and the contents of cinnamic acids in the flavedo were the highest. The yield of pectin polysaccharides extracted from albedo by amylase-assisted ethylenediamine tetraacetic acid solution was the highest (27.46%). The yield of pectin polysaccharides from the flavedo by the extraction of NaOH solution was the highest (11.30%), and the molecular weights (MW) of pectin polysaccharides extracted by the two extraction methods in the flavedo were up to 6.888×105 g/mol and 2.343×105 g/mol, respectively. The flavedo, albedo and segment membrane of Citrus×aurantium L.Changshanhuyou can be used as the main processing sources of flavonoids and pectin, and their rich contents of neoeriocitrins provide new development direction for processing byproducts.



Key wordsCitrus×aurantium L.Changshanhuyou      flavedo      albedo      flavonoids      phenolic acids      pectin polysaccharides     
Received: 01 November 2022      Published: 25 December 2023
CLC:  S38  
Corresponding Authors: Jianle CHEN     E-mail: 735411237@qq.com;chenjianle@zju.edu.cn
Cite this article:

Dandan YU,Jiaxiong WU,Ying LIU,Lixia WANG,Xingliang YANG,Xingqian YE,Shiguo CHEN,Jianle CHEN. Analysis of main functional components in different parts of Citrus×aurantium L.Changshanhuyou fruits. Journal of Zhejiang University (Agriculture and Life Sciences), 2023, 49(6): 802-812.

URL:

https://www.zjujournals.com/agr/10.3785/j.issn.1008-9209.2022.11.011     OR     https://www.zjujournals.com/agr/Y2023/V49/I6/802


常山胡柚果实不同部位中主要功能性成分分析

本研究针对常山胡柚全果油胞层、白皮层、囊衣、汁胞和籽5个不同部位,连续提取其中的多酚类物质和果胶多糖,采用超高效液相色谱-串联质谱法测定不同部位中的30种柑橘多酚类物质,比较果胶多糖的组成及分子量,全面分析常山胡柚果实不同部位中主要功能性成分的组成。结果表明:常山胡柚各部位黄酮类化合物主要以黄烷酮类形式存在,白皮层中新橙皮苷、新北美圣草苷质量分数较高,分别可达13 700.72 μg/g(按干质量计,下同)和6 270.24 μg/g;不同部位酚酸类组成中肉桂酸类含量高于苯甲酸类,且以油胞层中肉桂酸类含量最高;淀粉酶辅助乙二胺四乙酸溶液提取到的白皮层果胶多糖得率最高(27.46%),氢氧化钠(NaOH)溶液提取到的油胞层果胶多糖得率最高(11.30%),且2种提取方法得到的油胞层果胶多糖重均分子量均最大,分别为6.888×105 g/mol和2.343×105 g/mol。常山胡柚油胞层、白皮层和囊衣可作为黄酮类化合物和果胶的加工来源,其丰富的新北美圣草苷可作为胡柚加工副产物新的开发方向。


关键词: 常山胡柚,  油胞层,  白皮层,  黄酮类化合物,  酚酸类,  果胶多糖 
Fig. 1 Views of different parts of Citrus×aurantium L. Changshanhuyou and their proportions of fresh fruits

类别

Type

成分

Component

油胞层

Flavedo

白皮层

Albedo

囊衣

Segment membrane

汁胞

Juice sacs

Seed

黄烷酮类

Flavanones

新北美圣草苷 Neoeriocitrin3 741.45±176.14b6 270.24±192.60a1 936.97±231.14c306.44±6.51d15.95±0.56d
新橙皮苷 Neohesperidin3 608.07±157.67b13 700.72±548.05a4 186.94±503.81b443.01±16.90c47.76±1.72c
柚皮芸香苷 Narirutin956.89±65.86c3 301.53±81.51a1 999.00±236.28b1 894.80±8.42b160.85±47.43d
圣草次苷 Eriocitrin841.23±60.13b1 531.60±106.53a636.93±111.39c409.28±17.36d11.55±1.23e
柚皮苷 Naringin788.54±40.83c2 549.78±238.19a1 550.84±221.04b950.19±14.51c85.78±6.49d
橙皮苷 Hesperidin254.15±19.41b993.93±59.26a271.18±30.00b76.57±3.55c49.19±8.63c
枸橘苷 Poncirin12.45±0.54c222.68±12.14a81.02±10.27b5.46±0.20c1.23±0.07c
橙皮素 Hesperetin2.38±0.35a2.53±0.07a0.88±0.06b0.35±0.01c0.45±0.02bc
柚皮素 Naringenin2.32±0.38b3.50±0.16a1.72±0.08c0.45±0.00d2.03±0.14bc
香蜂草苷 Didymin2.28±0.02aNDND0.16±0.22c1.67±0.32b

黄酮和多甲氧基黄酮类

Flavones and polymethoxyflavones

川陈皮素 Nobiletin268.46±7.79a29.06±1.59b2.41±0.26c0.56±0.01c1.00±0.15c
橘皮素 Tangeretin215.33±3.25a34.20±1.74b2.74±0.28c0.81±0.02c1.34±0.08c
地奥司明 Diosmin345.67±7.67a85.01±4.44b0.54±0.03c0.60±0.02c4.53±0.61c
野漆树苷 Rhoifolin120.56±2.92b134.29±6.24a8.21±0.46c6.37±0.24c2.20±0.36c
去甲基川陈皮素 5-O-demethylnobiletin99.88±3.89a8.26±0.34b0.78±0.04c0.45±0.00c0.44±0.01c
甜橙黄酮 Sinensetin18.13±0.31a1.46±0.01b0.34±0.01c0.27±0.00c0.43±0.04c
香叶木素 Diosmetin1.85±0.09a1.13±0.03b0.29±0.00d0.28±0.00d0.42±0.00c

黄酮醇类

Flavonols

槲皮苷 Quercitrin820.68±35.78b3 217.26±61.49a965.31±116.51b105.05±0.85c10.90±0.80c
芦丁 Rutin10.29±0.08a1.41±0.06d3.97±0.43c7.46±0.25b0.97±0.02e
槲皮素 Quercetin2.09±0.13a1.28±0.04b0.35±0.00c0.38±0.00c0.55±0.14c
山柰酚 Kaempferol1.88±0.03a1.52±0.13a0.48±0.04b0.29±0.02b1.62±0.46a
Table 1 Flavonoid contents in different parts of Citrus×aurantium L.Changshanhuyou fruits (by dry mass)

类别

Type

成分

Component

油胞层

Flavedo

白皮层

Albedo

囊衣

Segment membrane

汁胞

Juice sacs

Seed

肉桂酸类

Cinnamic acids

芥子酸 Sinapic acid55.49±2.23a8.92±0.19c14.62±1.38b11.48±0.16bc0.81±0.02d
阿魏酸 Ferulic acid46.54±1.37a7.98±0.33c6.81±0.68c11.11±0.10b3.19±0.39d
咖啡酸 Caffeic acid10.09±1.75a3.42±0.25b2.46±0.37bc3.38±0.12b0.65±0.18c
对香豆酸 p-coumaric acid9.80±1.00a3.83±0.41bc1.45±0.11d2.52±0.19cd4.38±0.66b

苯甲酸类

Benzoic acids

香草酸 Vanillic acid16.21±1.16a7.53±0.53b4.69±0.48c4.25±0.12c5.11±0.77c

对羟基苯甲酸

p-hydroxybenzoic acid

9.65±0.82a8.50±0.26a5.26±0.59b1.47±0.09c8.34±1.68a

3,4-二羟基苯甲酸

3, 4-dihydroxybenzoic acid

5.55±0.18a2.23±0.10b0.96±0.06c0.77±0.07c2.19±0.11b
没食子酸 Gallic acid1.10±0.15a0.57±0.02a0.27±0.02a0.24±0.00a0.22±0.08a
其他 Others绿原酸 Chlorogenic acid5.22±0.07b13.68±0.55a4.44±0.55b0.59±0.03c0.34±0.03c
Table 2 Phenolic acid contents in different parts of Citrus×aurantium L.Changshanhuyou fruits (by dry mass)
Fig. 2 Yields of pectin polysaccharides in different parts of Citrus×aurantium L.Changshanhuyou fruitsDifferent lowercase letters above the bars indicate significant differences among different parts under the same extraction method at the 0.05 probability level, and n=3.

组成

Composition

油胞层Flavedo白皮层Albedo囊衣Segment membrane汁胞Juice sacs籽Seed
AESENSEAESENSEAESENSEAESENSEAESENSE
岩藻糖 Fuc0.75±0.36b0.51±0.07bcd0.62±0.16bc0.79±0.25b0.57±0.28bcd0.55±0.03bcd0.20±0.15cd1.42±0.02a0.08±0.04d0.56±0.08bcd
鼠李糖 Rha8.36±0.82bc7.39±0.80c8.53±1.07bc8.47±0.69bc10.15±1.05b8.53±1.41bc10.07±0.13b16.06±0.31a6.17±1.16c7.08±0.15c
阿拉伯糖 Ara31.42±1.93a27.14±1.99ab14.24±1.41d13.71±1.77d23.03±3.27bc20.37±0.25c23.52±0.62bc24.54±0.09bc25.87±1.50b26.31±0.31b
半乳糖 Gal10.04±0.61cd9.75±1.01cd9.88±0.92cd12.52±1.04b11.37±0.87bc9.39±0.22d11.39±0.09bc16.62±0.49a9.76±0.31cd9.95±0.03cd
葡萄糖 Glu9.02±0.92d11.32±1.05cd17.29±3.83bc11.91±1.17cd13.58±1.14cd15.67±2.94bcd32.19±2.82a13.50±0.67cd21.85±3.29b16.90±3.01bc
甘露糖 Man2.08±0.31bc0.67±0.13c2.28±0.41bc1.96±1.32bc6.39±2.62ab2.13±0.67bc4.15±1.79abc7.08±0.31a4.60±2.29abc4.35±2.40abc
木糖 Xyl1.83±0.27b1.00±0.06b1.89±0.14ab2.47±1.00ab4.69±1.17a2.03±0.40ab0.52±0.29b0.77±0.03b1.83±1.24ab0.81±0.84b
半乳糖醛酸 GalA31.18±3.41c40.41±1.54b40.18±4.42b47.92±4.04a29.81±2.31c40.84±1.02b17.58±0.94d18.02±1.04d29.40±2.88c32.94±0.65c
葡糖醛酸 GlcA0.59±0.58abc1.82±1.35ab0.13±0.11c0.25±0.07c0.41±0.51bc0.49±0.26bc0.37±0.22c2.00±0.10a0.43±0.28bc1.09±0.17abc
HG22.82±3.11c33.02±2.34ab31.65±3.36b39.45±4.69a19.67±3.00c32.31±1.17ab7.51±0.81d1.96±1.35e23.23±2.88c25.86±0.74bc
RG-Ⅰ58.18±4.15b51.66±4.61cd41.19±4.41f43.17±3.59ef54.70±4.49bc46.82±2.59def55.06±0.44bc73.28±0.21a47.98±3.17de50.43±0.44cd
Table 3 Monosaccharide compositions of pectin polysaccharides in different parts of Citrus×aurantium L.Changshanhuyou fruits

参量

Parameter

油胞层 Flavedo白皮层 Albedo囊衣 Segment membrane汁胞 Juice sacs籽 Seed
AESENSEAESENSEAESENSEAESENSEAESENSE

数均分子量

Mn/(g/mol)

1.345×105

(±1.092%)

1.151×104

(±23.426%)

3.431×104

(±2.486%)

2.679×104

(±8.580%)

4.013×104

(±1.870%)

3.235×104

(±9.609%)

3.594×104

(±1.909%)

5.020×104

(±19.526%)

2.290×104

(±1.744%)

1.877×104

(±14.232%)

重均分子量

Mw/(g/mol)

6.888×105

(±0.714%)

2.343×105

(±0.952%)

2.919×105

(±0.685%)

1.847×105

(±1.301%)

2.665×105

(±0.734%)

1.982×105

(±1.589%)

2.647×105

(±0.549%)

1.870×105

(±2.902%)

1.703×105

(±0.686%)

1.901×105

(±1.630%)

Z均分子量

Mz/(g/mol)

6.185×106

(±2.042%)

1.102×106

(±1.455%)

5.217×106

(±1.752%)

1.919×106

(±1.826%)

4.160×106

(±1.911%)

2.074×106

(±2.322%)

2.599×106

(±1.450%)

1.091×106

(±3.860%)

4.610×106

(±1.852%)

7.152×106

(±2.056%)

多分散指数

Mw/Mn

5.123

(±1.305%)

20.358

(±23.445%)

8.507

(±2.579%)

6.895

(±8.678%)

6.641

(±2.009%)

6.125

(±9.740%)

7.364

(±1.986%)

3.726

(±19.740%)

7.439

(±1.874%)

10.128

(±14.325%)

均方根旋转半径

Rz/nm

61.4

(±0.9%)

27.8

(±4.2%)

48.7

(±1.2%)

29.0

(±6.2%)

52.2

(±1.1%)

32.7

(±5.7%)

36.3

(±1.5%)

25.0

(±15.9%)

49.8

(±1.1%)

28.9

(±6.5%)

Table 4 Molecular weights of pectin polysaccharides in different parts of Citrus×aurantium L. Changshanhuyou fruits
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