WANG Wanning,LI Xingguo,SUN Qiaoye,et al.Extraction and Identification of Non-anthocyanin Phenol From Red Raspberry[J].Northern Horticulture,2020,44(10):22-31.[doi:10.11937/bfyy.20193849]
红树莓非花色苷酚的提取与鉴定
- Title:
- Extraction and Identification of Non-anthocyanin Phenol From Red Raspberry
- 关键词:
- 红树莓; 非花色苷酚; 高效液相色谱-质谱联用
- Keywords:
- red raspberry; non-anthocyanin phenol; high performance liquid chromatography-mass spectrometry（HPLC-MS）
- 文献标志码:
- A
- 摘要:
- 以红树莓的优良品种“秋福”果实为试材，在优化多酚提取工艺的基础上，采用高效液相色谱质谱联用法，定性定量分析树莓果实中非花色苷酚的组成情况，以期为黑龙江省寒地树莓果实中非花色苷酚的应用提供技术指导。结果表明：“秋福”果实中多酚的较优提取条件为70%甲醇溶液，料液比1∶70 g·mL-1，提取温度40 ℃，提取时间1.5 h，提取次数3次，该条件下多酚总含量可达5.47 mg·g-1；5种非花色苷酚在“秋福”红树莓果实中鉴定出来，其中鞣花酸的含量最高，其次为儿茶素和槲皮素。
- Abstract:
- The fruit of the red raspberry variety ‘Autumn Bliss’ was studied.On the basis of optimizing the extraction process of polyphenols，high performance liquid chromatography-mass spectrometry was used to qualitatively and quantitatively analyze the composition of non-anthocyanin phenols in raspberry fruit.In order to provide technical guidance for the application of non-anthocyanin phenols in the fruit of red raspberry from Heilongjiang Province.The results showed that the optimal extraction conditions of polyphenols in the fruit of ‘Autumn Bliss’ were 70% methanol solution，the ratio of material to liquid was 1∶70 g·mL-1，and extracted three times at 40 ℃ for 1.5 hours each time.Under this condition，the total content of polyphenols can reach 5.47 mg·g-1.Five kinds of non-anthocyanin were identified in the fruit of ‘Autumn Bliss’ red raspberry，and the content of ellagic acid was the highest，followed by catechin and quercetin.
参考文献/References:
[1]旷慧.红树莓多酚的提取、分离纯化、组分分析和抗氧化活性研究[D].哈尔滨：东北林业大学,2017.[2]NILE S H,PARK S W.Edible berries:Bioactive components and their effect on human health[J].Nutrition,2014,30(2):134-144.[3]KELLY N P,KELLY A L,O′MAHONY J A.Strategies for enrichment and purification of polyphenols from fruit-based materials[J].Trends in Food Science & Technology,2019,83:248-258.[4]MAKSIMOVIC〖JX-+0.8mm〗〖KG-*2〗＇ J J D,MILIVOJEVIC〖JX-+0.8mm〗〖KG-*2〗＇ J M,POLEDICA M M,et al.Profiling antioxidant activity of two primocane fruiting red raspberry cultivars (Autumn bliss and Polka)[J].Journal of Food Composition and Analysis,2013,31(2):173-179.[5]FU Y,ZHOU X Z,CHEN S G,et al.Chemical composition and antioxidant activity of Chinese wild raspberry (Rubus hirsutus Thunb.)[J].LWT-Food Science and Technology,2015,60(2):1262-1268.[6]DE SOUZA V R,PEREIRA P A P,DA SILVA T L T,et al.Determination of the bioactive compounds,antioxidant activity and chemical composition of Brazilian blackberry,red raspberry,strawberry,blueberry and sweet cherry fruits[J].Food Chemistry,2014,156:362-368.[7]YANG J W,CHOI I S.Comparison of the phenolic composition and antioxidant activity of Korean black raspberry,Bokbunja,(Rubus coreanus Miquel)with those of six other berries[J].CyTA-Journal of Food,2017,15(1):110-117.[8]NOWAK A,SJKA M,KLEWICKA E,et al.Ellagitannins from Rubus idaeus L.exert geno-and cytotoxic effects against human colon adenocarcinoma cell line Caco-2[J].Journal of Agricultural and Food Chemistry,2017,65(14):2947-2955.[9]DEVI K P,RAJAVEL T,DAGLIA M,et al.Targeting miRNAs by polyphenols:Novel therapeutic strategy for cancer[J].Seminars in Cancer Biology,2017,46:146-157.[10]NABAVI S F,ATANASOV A G,KHAN H,et al.Targeting ubiquitin-proteasome pathway by natural,in particular polyphenols,anticancer agents:Lessons learned from clinical trials[J].Cancer Letters,2018,434:101-113.[11]KRAUZE-BARANOWSKA M,MAJDAN M,HATASA R,et al.The antimicrobial activity of fruits from some cultivar varieties of Rubus idaeus and Rubus occidentalis[J].Food & Function,2014,5(10):2536-2541.[12]JEAN-GILLES D,LI L Y,MA H,et al.Anti-inflammatory effects of polyphenolic-enriched red raspberry extract in an antigen-induced arthritis rat model[J].Journal of Agricultural and Food Chemistry,2012,60(23):5755-5762.[13]NORATTO G D,CHEW B P,ATIENZA L M.Red raspberry (Rubus idaeus L.)intake decreases oxidative stress in obese diabetic (db/db) mice[J].Food Chemistry,2017,227:305-314.[14]PANJA P.Green extraction methods of food polyphenols from vegetable materials[J].Current Opinion in Food Science,2018,23:173-182.[15]孙侨冶.树莓果实中非花色苷酚类物质分析方法的研究[D].哈尔滨:东北农业大学,2019.[16]KIM M J,SUTTON K L,HARRIS G K.Raspberries andrelated fruits[M]//Encyclopedia of Food & Health,2016.[17]孟实,张晓书,赵余庆.树莓与蓝莓中多酚类成分的HPLC测定[J].食品研究与开发,2014,35(3):81-84.[18]旷慧,冯建文,范倩,等.红树莓多酚的组分分析及体外抗脂质过氧化活性[J].食品科学,2018,39(3):83-89.[19]JAKOBEK L,SERUGA M,SERUGA B,et al.Phenolic compound composition and antioxidant activity of fruits of Rubus and Prunus species from Croatia[J].International Journal of Food Science and Technology,2009,44(4):860-868.[20]TRKBEN C,SARBURUN E,DEMIR C,et al.Effect of freezing and frozen storage on phenolic compounds of raspberry and blackberry cultivars[J].Food Analytical Methods,2010,3(3):144-153.[21]BORGES G,DEGENEVE A,MULLEN W,et al.Identification of flavonoid and phenolic antioxidants in black currants,blueberries,raspberries,red currants,and cranberries[J].Journal of Agricultural & Food Chemistry,2010,58(7):3901-3909.[22]李静,聂继云,李海飞,等.Folin-酚法测定水果及其制品中总多酚含量的条件[J].果树学报,2008,25(1):126-131.[23]BOURAS M,CHADNI M,BARBA F J,et al.Optimization of microwave-assisted extraction of polyphenols from Quercus bark[J].Industrial Crops & Products,2015,77:590-601.[24]GHITESCU R E,VOLF I,CARAUSU C,et al.Optimization of ultrasound-assisted extraction of polyphenols from spruce wood bark[J].Ultrasonics Sonochemistry,2015,22:535-541.[25]C〖JX-+0.8mm〗〖KG-*2〗＇UJIC〖JX-+0.8mm〗〖KG-*2〗＇〖KG*2〗N,AVIKIN K,JANKOVIC〖JX-+0.8mm〗〖KG-*2〗＇ T,et al.Optimization of polyphenols extraction from dried chokeberry using maceration as traditional technique[J].Food Chemistry,2016,194:135-142.[26]WANG X S,WU Y F,CHEN G Y,et al.Optimisation of ultrasound assisted extraction of phenolic compounds from Sparganii rhizoma with response surface methodology[J].Ultrasonics Sonochemistry,2013,20(3):846-854.[27]PRASAD K N,YANG E,YI C,et al.Effects of high pressure extraction on the extraction yield,total phenolic content and antioxidant activity of longan fruit pericarp[J].Innovative Food Science and Emerging Technologies,2009,10(2):155-159.[28]GAN C Y,LATIFF A A.Optimisation of the solvent extraction of bioactive compounds from Parkia speciosa pod using response surface methodology[J].Food Chemistry,2011,124(3):1277-1283.[29]BEY M B,LOUAILECHE H,ZEMOURI S.Optimization of phenolic compound recovery and antioxidant activity of light and dark dried fig(Ficus carica L.)varieties[J].Food Science and Biotechnology,2013,22(6):1613-1619.[30]KULA M,GD D,KRAUZE-BARANOWSKA M.Two-dimensional liquid chromatography(LC) of phenolic compounds from the shoots of Rubus idaeus ‘Glen Ample’ cultivar variety[J].Journal of Pharmaceutical and Biomedical Analysis,2016,121:99-106.[31]PAVLOVIC〖JX-+0.8mm〗〖KG-*2〗＇〖KG*2〗A V,PAPETTI A,DABIC〖JX-+0.8mm〗〖KG-*2〗＇〖KG*2〗ZAGORAC D,et al.Phenolics composition of leaf extracts of raspberry and blackberry cultivars grown in Serbia[J].Industrial Crops and Products,2016,87:304-314.[32]TIAN Y,LIIMATAINEN J,ALANNE A L,et al.Phenolic compounds extracted by acidic aqueous ethanol from berries and leaves of different berry plants[J].Food Chemistry,2017,220:266-281.[33]ZHANG L Q,LI Y,LIANG Y,et al.Determination of phenolic acid profiles by HPLC-MS in vegetables commonly consumed in China[J].Food Chemistry,2019,276:538-546.[34]KULA M,MAJDAN M,GD D,et al.Phenolic composition of fruits from different cultivars of red and black raspberries grown in Poland[J].Journal of Food Composition and Analysis,2016,52:74-82.[35]杨立贵,孙永明,孔晓英,等.4种能源草中黄酮类物质的定性研究[J].新能源进展,2016,4(3):225-230.[36]ANTTONEN M J,KARJALAINEN R O.Environmental and genetic variation of phenolic compounds in red raspberry[J].Journal of Food Composition and Analysis,2005,18(8):759-769.[37]MAZUR S P,NES A,WOLD A B,et al.Quality and chemical composition of ten red raspberry (Rubus idaeus L.) genotypes during three harvest seasons[J].Food Chemistry,2014,160:233-240.[38]PONDER A,HALLMANN E.The effects of organic and conventional farm management and harvest time on the polyphenol content in different raspberry cultivars[J].Food Chemistry,2019,301:125295.[39]BOBINAIT〖AKE·〗 R,VIKELIS P,VENSKUTONIS P R.Variation of total phenolics,anthocyanins,ellagic acid and radical scavenging capacity in various raspberry(Rubus spp.)cultivars[J].Food Chemistry,2012,132(3):1495-1501.
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备注/Memo
第一作者简介：王琬宁（1994-），女，硕士研究生，研究方向为果树采后生理。E-mail：1783656186@ qq.com.责任作者：于泽源（1961-），男，博士，教授，现主要从事果树采后生理等研究工作。E-mail：yzy@ neau.edu.cn.基金项目：黑龙江省自然科学基金资助项目（C2016015）。收稿日期：2020-01-15