Prunin (BioDeep_00000000546)
Main id: BioDeep_00000270648
natural product human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs
代谢物信息卡片
化学式: C21H22O10 (434.1212912)
中文名称: 柚皮素-7-O-葡萄糖苷, 普鲁宁, 樱桃甙
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: c1(cc(c2c(c1)O[C@@H](CC2=O)c1ccc(cc1)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
InChI: InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2
描述信息
Naringenin 7-O-beta-D-glucoside is a flavanone 7-O-beta-D-glucoside that is (S)-naringenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, a hypoglycemic agent, an antilipemic drug and an antibacterial agent. It is a flavanone 7-O-beta-D-glucoside, a dihydroxyflavanone, a monosaccharide derivative, a member of 4-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin.
Prunin is a natural product found in Prunus mume, Podocarpus nivalis, and other organisms with data available.
Acquisition and generation of the data is financially supported in part by CREST/JST.
Prunin is a potent inhibitor of human enterovirus A71 (HEVA71). Prunin shows strong inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), with an IC50 of 5.5 μM[1][2].
Prunin is a potent inhibitor of human enterovirus A71 (HEVA71). Prunin shows strong inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), with an IC50 of 5.5 μM[1][2].
同义名列表
31 个代谢物同义名
(S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one; (S)-5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)chroman-4-one; (2S)-5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL)OXY-2,3-DIHYDROCHROMEN-4-ONE; 5-Hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one; 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-; 4H-1-BENZOPYRAN-4-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-, (S)-; (2S)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE; (S)-7-(beta-D-Glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside; 4,5,7-Trihydroxyflavanone 7-O-.beta.-D-glucopyranoside; 5,7,4-Trihydroxyflavanone 7-O-beta-D-glucopyranoside; NARINGENIN 7-O-.BETA.-D-GLUCOPYRANOSIDE; NARINGENIN 7-.BETA.-D-GLUCOSIDE, (-)-; (2S)-naringenin 7-O-beta-D-glucoside; NARINGENIN 7-O-.BETA.-D-GLUCOSIDE; Naringenin 7-O-beta-D-glucoside; Naringenin-7-O-β-D-glucoside; Prunin, >=95\\% (LC/MS-ELSD); Pru du 6.01 protein, Prunus; Pru du 6.02 protein, Prunus; Naringenin 7-O-glucoside; Pru du 6 protein, Prunus; Naringenin 7-0-glucoside; Naringenin-7-O-glucoside; PRUNIN PROTEIN, PRUNUS; NARINGENIN 7-GLUCOSIDE; Pru2 protein, Prunus; Pru1 protein, Prunus; UNII-LSB8HDX4E5; LSB8HDX4E5; Prunin
数据库引用编号
41 个数据库交叉引用编号
- ChEBI: CHEBI:28327
- KEGG: C09099
- PubChem: 282013
- PubChem: 92794
- HMDB: HMDB0140590
- Metlin: METLIN44786
- ChEMBL: CHEMBL469654
- Wikipedia: Prunin
- LipidMAPS: LMPK12140237
- ChemIDplus: 0000529555
- MetaCyc: NARINGENIN-7-O-BETA-D-GLUCOSIDE
- KNApSAcK: C00000998
- CAS: 529-55-5
- MoNA: PR040156
- MoNA: PR040153
- MoNA: PR040154
- MoNA: PS042808
- MoNA: PS042806
- MoNA: PS042803
- MoNA: PR040150
- MoNA: PR100671
- MoNA: PS042807
- MoNA: PR040151
- MoNA: PS042804
- MoNA: PR040155
- MoNA: PS042810
- MoNA: PS042802
- MoNA: PS042805
- MoNA: PR040152
- MoNA: PR040149
- MoNA: PS042809
- MoNA: PS042801
- MoNA: PS042811
- MoNA: PR100249
- MoNA: PR020069
- medchemexpress: HY-N1549
- PMhub: MS000002807
- PubChem: 11291
- 3DMET: B02682
- NIKKAJI: J182.295K
- RefMet: Naringenin 7-O-beta-D-glucoside
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
10 个相关的代谢反应过程信息。
Reactome(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(9)
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
- naringenin glycoside biosynthesis:
UDP-β-L-rhamnose + prunin ⟶ H+ + UDP + narirutin
- naringenin glycoside biosynthesis:
(2S)-naringenin + UDP-α-D-glucose ⟶ H+ + UDP + prunin
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
184 个相关的物种来源信息
- 59871 Pelargonium reniforme: 10.1016/S0031-9422(01)00403-4
- 59871 Pelargonium reniforme: 10.1016/S0031-9422(01)00403-4
- 159976 Viscum coloratum:
- 159976 Viscum coloratum:
- 97171 Abies nephrolepis: 10.1002/CBDV.201000373
- 97171 Abies nephrolepis: 10.1002/CBDV.201000373
- 296036 Phyllanthus emblica: 10.1248/CPB.50.841
- 296036 Phyllanthus emblica: 10.1248/CPB.50.841
- 3755 Prunus dulcis: 10.1021/JF011533+
- 3755 Prunus dulcis: 10.1021/JF011533+
- 171251 Citrus medica: 10.1021/NP060217S
- 171251 Citrus medica: 10.1021/NP060217S
- 558546 Citrus sudachi: 10.1021/NP060217S
- 558546 Citrus sudachi: 10.1021/NP060217S
- 120625 Podocarpus nivalis: 10.1016/S0031-9422(00)84968-7
- 120625 Podocarpus nivalis: 10.1016/S0031-9422(00)84968-7
- 151430 Prunus davidiana:
- 151430 Prunus davidiana:
- 386195 Momordica foetida: 10.1590/S0102-695X2007000100002
- 386195 Momordica foetida: 10.1590/S0102-695X2007000100002
- 1465301 Erythroxylum rufum: 10.1021/NP50018A009
- 1465301 Erythroxylum rufum: 10.1021/NP50018A009
- 261776 Helichrysum arenarium:
- 261776 Helichrysum arenarium:
- 296042 Breynia fruticosa: 10.1016/J.PHYTOCHEM.2009.10.002
- 296042 Breynia fruticosa: 10.1016/J.PHYTOCHEM.2009.10.002
- 42229 Prunus avium:
- 42229 Prunus avium:
- 137737 Prunus nipponica: 10.1021/JA01559A059
- 137737 Prunus nipponica: 10.1021/JA01559A059
- 3693 Populus tremuloides: 10.1139/V09-151
- 3693 Populus tremuloides: 10.1139/V09-151
- 516069 Anisomeles indica: 10.1021/NP50037A037
- 516069 Anisomeles indica: 10.1021/NP50037A037
- 23110 Hydrangea macrophylla: 10.3987/COM-98-S(H)76
- 23110 Hydrangea macrophylla: 10.3987/COM-98-S(H)76
- 1004002 Salix atrocinerea: 10.1021/NP50040A007
- 1004002 Salix atrocinerea: 10.1021/NP50040A007
- 172267 Salix caprea: 10.1021/NP50040A007
- 172267 Salix caprea: 10.1021/NP50040A007
- 4129 Cuscuta reflexa: 10.1177/095632029700800108
- 4129 Cuscuta reflexa: 10.1177/095632029700800108
- 13750 Vaccinium macrocarpon: 10.1021/JF052035U
- 13750 Vaccinium macrocarpon: 10.1021/JF052035U
- 517187 Crotalaria spectabilis: 10.1016/J.BMCL.2003.11.074
- 517187 Crotalaria spectabilis: 10.1016/J.BMCL.2003.11.074
- 671522 Crotalaria assamica: 10.1016/J.BMCL.2003.11.074
- 671522 Crotalaria assamica: 10.1016/J.BMCL.2003.11.074
- 272675 Neocheiropteris fortunei: 10.1248/CPB.56.46
- 272675 Neocheiropteris fortunei: 10.1248/CPB.56.46
- 572125 Phlomis floccosa: 10.1016/0031-9422(86)88052-9
- 572125 Phlomis floccosa: 10.1016/0031-9422(86)88052-9
- 997702 Phlomis aurea: 10.1016/0031-9422(86)88052-9
- 997702 Phlomis aurea: 10.1016/0031-9422(86)88052-9
- 4265 Cynara cardunculus: 10.1016/0305-1978(88)90009-9
- 4265 Cynara cardunculus: 10.1016/0305-1978(88)90009-9
- 50172 Viscum articulatum:
- 50172 Viscum articulatum:
- 69381 Holarrhena pubescens: 10.1016/J.FITOTE.2006.11.003
- 69381 Holarrhena pubescens: 10.1016/J.FITOTE.2006.11.003
- 58039 Juniperus communis: 10.1016/J.PHYTOCHEM.2003.10.025
- 58039 Juniperus communis: 10.1016/J.PHYTOCHEM.2003.10.025
- 35883 Ipomoea nil: 10.1016/S0031-9422(00)90588-0
- 35883 Ipomoea nil: 10.1016/S0031-9422(00)90588-0
- 409889 Robinsonia masafuerae: 10.1002/J.1537-2197.1985.TB08343.X
- 409889 Robinsonia masafuerae: 10.1002/J.1537-2197.1985.TB08343.X
- 4151 Antirrhinum majus:
- 4151 Antirrhinum majus:
- 1699510 Dracocephalum tanguticum: 10.1016/J.BMCL.2010.09.086
- 1699510 Dracocephalum tanguticum: 10.1016/J.BMCL.2010.09.086
- 102107 Prunus mume: 10.1021/JO01085A036
- 102107 Prunus mume: 10.1021/JO01085A036
- 88730 Pinus massoniana: 10.1016/S0031-9422(00)80826-2
- 88730 Pinus massoniana: 10.1016/S0031-9422(00)80826-2
- 290845 Acer pictum: 10.1021/NP0497907
- 290845 Acer pictum: 10.1021/NP0497907
- 159976 Viscum coloratum: 10.1248/CPB.52.858
- 586100 Phyllanthus oligospermus: 10.1248/CPB.50.841
- 3760 Prunus persica:
- 151430 Prunus davidiana:
- 225592 Gnetum latifolium: 10.1248/CPB.54.1053
- 204988 Acacia adunca: 10.1016/J.JEP.2018.10.031
- 205042 Acacia dealbata: 10.1016/J.JEP.2018.10.031
- 872542 Aglaomorpha fortunei: 10.1248/CPB.56.46
- 884034 Juniperus communis var. depressa: 10.1016/J.PHYTOCHEM.2003.10.025
- 140311 Prunus cerasus: 10.1021/JA01143A513
- 50172 Viscum articulatum:
- 4151 Antirrhinum majus: 10.1021/JA01626A065
- 261776 Helichrysum arenarium:
- 558546 Citrus sudachi: 10.1021/NP060217S
- 171251 Citrus medica: 10.1021/NP060217S
- 59871 Pelargonium reniforme: 10.1016/S0031-9422(01)00403-4
- 59871 Pelargonium reniforme: 10.1016/S0031-9422(01)00403-4
- 159976 Viscum coloratum:
- 159976 Viscum coloratum:
- 97171 Abies nephrolepis: 10.1002/CBDV.201000373
- 97171 Abies nephrolepis: 10.1002/CBDV.201000373
- 296036 Phyllanthus emblica: 10.1248/CPB.50.841
- 296036 Phyllanthus emblica: 10.1248/CPB.50.841
- 3755 Prunus dulcis: 10.1021/JF011533+
- 3755 Prunus dulcis: 10.1021/JF011533+
- 171251 Citrus medica: 10.1021/NP060217S
- 171251 Citrus medica: 10.1021/NP060217S
- 558546 Citrus sudachi: 10.1021/NP060217S
- 558546 Citrus sudachi: 10.1021/NP060217S
- 120625 Podocarpus nivalis: 10.1016/S0031-9422(00)84968-7
- 120625 Podocarpus nivalis: 10.1016/S0031-9422(00)84968-7
- 151430 Prunus davidiana:
- 151430 Prunus davidiana:
- 386195 Momordica foetida: 10.1590/S0102-695X2007000100002
- 386195 Momordica foetida: 10.1590/S0102-695X2007000100002
- 1465301 Erythroxylum rufum: 10.1021/NP50018A009
- 1465301 Erythroxylum rufum: 10.1021/NP50018A009
- 261776 Helichrysum arenarium:
- 261776 Helichrysum arenarium:
- 296042 Breynia fruticosa: 10.1016/J.PHYTOCHEM.2009.10.002
- 296042 Breynia fruticosa: 10.1016/J.PHYTOCHEM.2009.10.002
- 42229 Prunus avium:
- 42229 Prunus avium:
- 137737 Prunus nipponica: 10.1021/JA01559A059
- 137737 Prunus nipponica: 10.1021/JA01559A059
- 3693 Populus tremuloides: 10.1139/V09-151
- 3693 Populus tremuloides: 10.1139/V09-151
- 516069 Anisomeles indica: 10.1021/NP50037A037
- 516069 Anisomeles indica: 10.1021/NP50037A037
- 23110 Hydrangea macrophylla: 10.3987/COM-98-S(H)76
- 23110 Hydrangea macrophylla: 10.3987/COM-98-S(H)76
- 1004002 Salix atrocinerea: 10.1021/NP50040A007
- 1004002 Salix atrocinerea: 10.1021/NP50040A007
- 172267 Salix caprea: 10.1021/NP50040A007
- 172267 Salix caprea: 10.1021/NP50040A007
- 4129 Cuscuta reflexa: 10.1177/095632029700800108
- 4129 Cuscuta reflexa: 10.1177/095632029700800108
- 13750 Vaccinium macrocarpon: 10.1021/JF052035U
- 13750 Vaccinium macrocarpon: 10.1021/JF052035U
- 517187 Crotalaria spectabilis: 10.1016/J.BMCL.2003.11.074
- 517187 Crotalaria spectabilis: 10.1016/J.BMCL.2003.11.074
- 671522 Crotalaria assamica: 10.1016/J.BMCL.2003.11.074
- 671522 Crotalaria assamica: 10.1016/J.BMCL.2003.11.074
- 272675 Neocheiropteris fortunei: 10.1248/CPB.56.46
- 272675 Neocheiropteris fortunei: 10.1248/CPB.56.46
- 572125 Phlomis floccosa: 10.1016/0031-9422(86)88052-9
- 572125 Phlomis floccosa: 10.1016/0031-9422(86)88052-9
- 997702 Phlomis aurea: 10.1016/0031-9422(86)88052-9
- 997702 Phlomis aurea: 10.1016/0031-9422(86)88052-9
- 4265 Cynara cardunculus: 10.1016/0305-1978(88)90009-9
- 4265 Cynara cardunculus: 10.1016/0305-1978(88)90009-9
- 50172 Viscum articulatum:
- 50172 Viscum articulatum:
- 69381 Holarrhena pubescens: 10.1016/J.FITOTE.2006.11.003
- 69381 Holarrhena pubescens: 10.1016/J.FITOTE.2006.11.003
- 58039 Juniperus communis: 10.1016/J.PHYTOCHEM.2003.10.025
- 58039 Juniperus communis: 10.1016/J.PHYTOCHEM.2003.10.025
- 35883 Ipomoea nil: 10.1016/S0031-9422(00)90588-0
- 35883 Ipomoea nil: 10.1016/S0031-9422(00)90588-0
- 409889 Robinsonia masafuerae: 10.1002/J.1537-2197.1985.TB08343.X
- 409889 Robinsonia masafuerae: 10.1002/J.1537-2197.1985.TB08343.X
- 4151 Antirrhinum majus:
- 4151 Antirrhinum majus:
- 1699510 Dracocephalum tanguticum: 10.1016/J.BMCL.2010.09.086
- 1699510 Dracocephalum tanguticum: 10.1016/J.BMCL.2010.09.086
- 102107 Prunus mume: 10.1021/JO01085A036
- 102107 Prunus mume: 10.1021/JO01085A036
- 88730 Pinus massoniana: 10.1016/S0031-9422(00)80826-2
- 88730 Pinus massoniana: 10.1016/S0031-9422(00)80826-2
- 290845 Acer pictum: 10.1021/NP0497907
- 290845 Acer pictum: 10.1021/NP0497907
- 159976 Viscum coloratum: 10.1248/CPB.52.858
- 586100 Phyllanthus oligospermus: 10.1248/CPB.50.841
- 3760 Prunus persica:
- 151430 Prunus davidiana:
- 225592 Gnetum latifolium: 10.1248/CPB.54.1053
- 204988 Acacia adunca: 10.1016/J.JEP.2018.10.031
- 205042 Acacia dealbata: 10.1016/J.JEP.2018.10.031
- 872542 Aglaomorpha fortunei: 10.1248/CPB.56.46
- 884034 Juniperus communis var. depressa: 10.1016/J.PHYTOCHEM.2003.10.025
- 140311 Prunus cerasus: 10.1021/JA01143A513
- 50172 Viscum articulatum:
- 4151 Antirrhinum majus: 10.1021/JA01626A065
- 261776 Helichrysum arenarium:
- 558546 Citrus sudachi: 10.1021/NP060217S
- 171251 Citrus medica: 10.1021/NP060217S
- 9606 Homo sapiens: -
- 33090 Plants: -
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Dahae Lee, Ji-Young Kim, Yutong Qi, Sangsu Park, Hye Lim Lee, Noriko Yamabe, Hocheol Kim, Dae Sik Jang, Ki Sung Kang. Phytochemicals from the flowers of Prunus persica (L.) Batsch: Anti-adipogenic effect of mandelamide on 3T3-L1 preadipocytes.
Bioorganic & medicinal chemistry letters.
2021 10; 49(?):128326. doi:
10.1016/j.bmcl.2021.128326
. [PMID: 34403725] - Ulrike Grienke, Heike Braun, Nora Seidel, Johannes Kirchmair, Martina Richter, Andi Krumbholz, Susanne von Grafenstein, Klaus R Liedl, Michaela Schmidtke, Judith M Rollinger. Computer-guided approach to access the anti-influenza activity of licorice constituents.
Journal of natural products.
2014 Mar; 77(3):563-70. doi:
10.1021/np400817j
. [PMID: 24313801] - LeAnna N Willison, Qian Zhang, Mengna Su, Suzanne S Teuber, Shridhar K Sathe, Kenneth H Roux. Conformational epitope mapping of Pru du 6, a major allergen from almond nut.
Molecular immunology.
2013 Oct; 55(3-4):253-63. doi:
10.1016/j.molimm.2013.02.004
. [PMID: 23498967] - Yu-Jen Kuo, Yu-Ching Yang, Li-Jie Zhang, Ming-Der Wu, Li-Ming Yang Kuo, Yuh-Chi Kuo, Syh-Yuan Hwang, Cheng-Jen Chou, Kuo-Hsiung Lee, Hsiu-O Ho, Yao-Haur Kuo. Flavanone and diphenylpropane glycosides and glycosidic acyl esters from Viscum articulatum.
Journal of natural products.
2010 Feb; 73(2):109-14. doi:
10.1021/np9004294
. [PMID: 20121165] - Tengchuan Jin, Silvia M Albillos, Feng Guo, Andrew Howard, Tong-Jen Fu, Mahendra H Kothary, Yu-Zhu Zhang. Crystal structure of prunin-1, a major component of the almond (Prunus dulcis) allergen amandin.
Journal of agricultural and food chemistry.
2009 Sep; 57(18):8643-51. doi:
10.1021/jf9017355
. [PMID: 19694440] - Hyekyung Yang, Sang Hyun Sung, Young Choong Kim. Two new hepatoprotective stilbene glycosides from Acer mono leaves.
Journal of natural products.
2005 Jan; 68(1):101-3. doi:
10.1021/np0497907
. [PMID: 15679328] - Fernando Soria, Guillermo Ellenrieder. Thermal inactivation and product inhibition of Aspergillus terreus CECT 2663 alpha-L-rhamnosidase and their role on hydrolysis of naringin solutions.
Bioscience, biotechnology, and biochemistry.
2002 Jul; 66(7):1442-9. doi:
10.1271/bbb.66.1442
. [PMID: 12224626] - J Garcia-Mas, R Messeguer, P Arús, P Puigdomènech. Molecular characterization of cDNAs corresponding to genes expressed during almond (Prunus amygdalus Batsch) seed development.
Plant molecular biology.
1995 Jan; 27(1):205-10. doi:
10.1007/bf00019192
. [PMID: 7865791] - J S Choi, T Yokozawa, H Oura. Improvement of hyperglycemia and hyperlipemia in streptozotocin-diabetic rats by a methanolic extract of Prunus davidiana stems and its main component, prunin.
Planta medica.
1991 Jun; 57(3):208-11. doi:
10.1055/s-2006-960075
. [PMID: 1896517] - J S Choi, T Yokozawa, H Oura. Antihyperlipidemic effect of flavonoids from Prunus davidiana.
Journal of natural products.
1991 Jan; 54(1):218-24. doi:
10.1021/np50073a022
. [PMID: 2045817] - K Habelt, F Pittner. A rapid method for the determination of naringin, prunin, and naringenin applied to the assay of naringinase.
Analytical biochemistry.
1983 Oct; 134(2):393-7. doi:
10.1016/0003-2697(83)90314-7
. [PMID: 6418025]