Research progress on chemical constituents of Anhua dark tea and their activities

中草药 Chinese Traditional and Herbal Drugs 48 7 2017 4 1449 1, 刘建宇 2 1,, 刘丹 3 1,, 张辉 2 1,, 任旭红 2*, 许永男 1. 110016 2. 110016 3. 110016 1, 2 R282.71 A 0253-2670(2017)07-1449 - 09 DOI: 10.7501/j.issn.0253-2670.2017.07.031 Research progress on chemical constituents of Anhua dark tea and their activities LIU Jian-yu 1, 2, LIU Dan 1, 3, ZHANG Hui 1, 2, REN Xu-hong 1, 2, XU Yong-nan 1, 2 1. Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang 110016, China 2. School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, China 3. School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China Abstract: As one of the typical representative of dark tea, Anhua dark tea have been received more attention due to its significant hypolipidemic effects in recent years, and more investigation has been performed on the components and activities of Anhua dark tea especially on Fuzhuan brick tea. In this paper, the recent study on chemical constituents and pharmacological activities of Anhua dark tea was summarized, so as to provide reference for its further investigation and development of relative production. Key words: Anhua dark tea; post fermented tea; Fuzhuan tea; hypolipidemic effects; hypoglycemic effect; antibacterial activity; antioxidant activity 6 [1] [2] [3] [4-5] [6-7] [8] [9-10] [11] 1 Camellia sinensis (L.) O. Ktze. var. sinensis L. dark tea black tea 2 black tea 18 black tea dark tea [12] 20 2016-09-13 1982 E-mail: burningice@126.com 1973 E-mail: renxuhong2008@163.com

1450 中草药 Chinese Traditional and Herbal Drugs 48 7 2017 4 40 [12] [13] 2 2.1 2.2 [14] [15] [16] [17] 18 18 15 8 Eurotium cristatum 3 E. chevalieri 2 E. costiforme 1 E. amstelodami 1 E. herbariorum Aspergillus niger Blastobotrys adeninivoran [18] 3 [19] 78 0.968 2 3.1 2.84 0.09 mg/g 0.95 0.31 mg/g 0.67 0.06 mg/g 2.18 0.05 mg/g 4.22 0.16 mg/g [20] 3.2 - GC-MS (E)-2- (E)-2-1- -3- (E,E)-2,4- (E,Z)-2,4- [21] HS-SPME GC-MS 2 32.66% 11.70% [22] SPME GC-MS 3 25.63% 17.87% [23] 3 10.40% 7.06% 9.67% β- 5.33%

中草药 Chinese Traditional and Herbal Drugs 48 7 2017 4 1451 3.48% 2,6,10,14- - 2.79% 2.79% 2.60% 2.50% 2.27% 2.12% [23] 3.3 70% 80% [24] [20] [25] [24] [26] 89.16 mg/g [20] 20% CG [27] ( )- EC -3-O- ECG EGC ( )- -3-O- EGCG [28] B (R)-6-oxo-4-((2R,3R)-3,5,7-trihydroxychroman-2- yl)-3,6-dihydro-2h-pyran-2-carboxylic acid [29] fuzhuanin A F [30-31] xanthocerin [31] planchol A [31] A N- -2- [32] 1 1 Table 1 Main active constituents isolated from Anhua dark tea 1 A fuzhuanin A 30 2 (R)-6- -4-[(2R,3R)-3,5,7- -2- ]-3,6- -2H- -2- [(R)-6-oxo-4-[(2R,3R)- 29 3,5,7-trihydroxychroman-2-yl]-3,6-dihydro-2H-pyran-2-carboxylic acid] 3 B fuzhuanin B 30 4 xanthocerin 30 5 E fuzhuanin E 31 6 F fuzhuanin F 31 7 planchol A 30 8 D fuzhuanin D 31 9 C fuzhuanin C 31 10 ( )- 8-C-β-D- [( )-epicatechin-8-c-β-d-glucopyranoside] 30 11 (+)- [(+)-catechin] 33 12 ( )- [( )-epicatechin] 33 13 ( )- -3-O- [( )-epicatechin-3-o-gallate] 33 14 (+)- [(+)-gallocatechin] 33 15 ( )- [( )-epigallocatechin] 33 16 ( )- -3-O- [( )-epigallocatechin-3-o-gallate] 33 17-2 -α-l- vitexin-2 -α-l-rhamnopyranoside 30 18-2 -α-l- -7- vitexin-2 -α-l-rhamnopyranoside-7-oxygen anion 30 19 isovitexin 33

1452 中草药 Chinese Traditional and Herbal Drugs 48 7 2017 4 1 20 astragalin 33 21 quercetin 31 22 myricetin 31 23 biorobin 30 24 3-O- quercetin 3-O-robinobioside 30 25 3-O-β-D- -(1 3)-O-α-L- -(1 6)-O-β-D- 30 [kaempferol 3-O-β-D-glucopyranosyl-(1 3)-O-α-L-rhamnopyranosyl-(1 6)-O-β-D-galactopyranoside] 26 nicotiflorin 30 27 rutin 30-31 28 3-O- myricetin 3-O-rutinoside 30 29 3-O-β-D- -(1 3)-O-α-L- -(1 6)-O-β-D- 30 [kaempferol 3-O-β-D-glucopyranosyl-(1 3)-O-α-L-rhamnopyranosyl-(1 6)-O-β-D-glucopyranoside] 30 3-O-β-D- -(1 3)-O-α-L- -(1 6)-O-β-D- [quercetin 3-O-β-D-glucopyranosyl-(1 3)-O-α-L-rhamnopyranosyl-(1 6)-O-β-D-glucopyranoside] 30 31 3-O-β-D- -(1 3)-O-α-L- -(1 6)-O-β-D- -7-30 [quercetin 3-O-β-D-glucopyranosyl-(1 3)-O-α-L-rhamnopyranosyl-(1 6)-O-β-D-glucopyranoside- 7-oxygen anion] 32 A camellikaempferoside A 34 33 B camellikaempferoside B 35 34 camelliquercetiside C 34 35 A chafuroside A 30 36 B chafuroside B 30 37 (7R,8S)- -9-O-β-D- [(7R,8S)-dihdrodehydrodiconiferyl alcohol 30 9-O-β-D-glucopyranoside] 38 (+)- [(+)-matairesinol] 36 39 ( )- [( )-pinoresinol] 36 40 salicifoliol 36 41 2,3- -1-(4- -3- ) -1- [2,3-dihdroxy-1-(4-hydroxy-3-methoxyphenyl) 30 propan-1-one] 42 p-coumaric acid 30 43 p-hydroxy ethyl cinnamate 36 44 strinctin 33 45 pyrogallol 31 46 2-2-methylphenol 31 47 3-3-ethylphenol 31 48 2,5-2,5-dimethylphenol 31 49 4-4-ethylguaiacol 31 50 gentisic acid 31 51 2-methoxy-4-propylphenol 31 52 1-(2- -5- ) [1-(2-hydroxy-5-methoxyphenyl) ethanone] 31 53 3,4,5-3,4,5-trimethoxybenzaldehyde 31

中草药 Chinese Traditional and Herbal Drugs 48 7 2017 4 1453 1 54 gallic acid 31 55 2- -6- benzyl 2-neohesperidosyloxy-6-hydroxybenzoate 30 56 5,7-5,7-dihydroxycoumarin 30 57 roseoside 30 58 B5 icariside B5 30 59 dihdrophaseic acid 30 60 5-(3,8- -1,5- -6- [3.2.1] -8- )3- -2(E),4(E)- 30 {5-(3,8-dihdroxy-1,5-dimethyl-6-oxabicyclo [3.2.1] oct-8-yl) 3-methyl-2(E),4(E)-pentadienoic acid} 61 3R,9R- -5-3R,9R-oxido-5-megastigmene 33 62 3β,6α,13β- -7-3β,6α,13β-trihydroxy olean-7-one 37 63 3β- -6α,13β- -7-3β-acetoxy-6α,13β-dihydroxy olean-7-one 37 64 friedelin 31 65 canophyllol 31 66 β- β-amyrone 37 67 3β-O-(8- )-12- [3β-O-(8-hydroxyoctanoyl)-12-oleanene] 37 68 2-2-hydroxydiplopterol 31 69 α- α-spinasterol 31 70 emodin 38 71 physcion 38 72 α- α-linolenic acid 39 73 4- [ethyl 4-(sulfooxy) benzoate] 36 74 theobromine 30 75 N-(2- )-2- [N-(2-hydroxyphenyl)-2-pyrrolidinone] 36 4 4.1 TG TC [3] IC 50 0.81 mg/ml [40] 1 SREBP-1c TG SREBP-1c TG [41] FAS FAS FAS [42] SREBP-1c FAS [3] PPARs PPAR-γ T [43] [44] 6 PPAR-γ PPAR-δ 2 PPAR PPAR PPAR-γ PPAR PPAR-δ [45]

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