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

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1 中草药 Chinese Traditional and Herbal Drugs , 刘建宇 2 1,, 刘丹 3 1,, 张辉 2 1,, 任旭红 2*, 许永男 , 2 R A (2017) DOI: /j.issn 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 , China 2. School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang , China 3. School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang , 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] burningice@126.com renxuhong2008@163.com

2 1450 中草药 Chinese Traditional and Herbal Drugs [12] [13] [14] [15] [16] [17] Eurotium cristatum 3 E. chevalieri 2 E. costiforme 1 E. amstelodami 1 E. herbariorum Aspergillus niger Blastobotrys adeninivoran [18] 3 [19] mg/g mg/g mg/g mg/g mg/g [20] GC-MS (E)-2- (E) (E,E)-2,4- (E,Z)-2,4- [21] HS-SPME GC-MS % 11.70% [22] SPME GC-MS % 17.87% [23] % 7.06% 9.67% β- 5.33%

3 中草药 Chinese Traditional and Herbal Drugs % 2,6,10, % 2.79% 2.60% 2.50% 2.27% 2.12% [23] % 80% [24] [20] [25] [24] [26] 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) [(2R,3R)-3,5, ]-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 ( )- 8-C-β-D- [( )-epicatechin-8-c-β-d-glucopyranoside] (+)- [(+)-catechin] ( )- [( )-epicatechin] ( )- -3-O- [( )-epicatechin-3-o-gallate] (+)- [(+)-gallocatechin] ( )- [( )-epigallocatechin] ( )- -3-O- [( )-epigallocatechin-3-o-gallate] α-l- vitexin-2 -α-l-rhamnopyranoside α-l- -7- vitexin-2 -α-l-rhamnopyranoside-7-oxygen anion isovitexin 33

4 1452 中草药 Chinese Traditional and Herbal Drugs astragalin quercetin myricetin biorobin O- quercetin 3-O-robinobioside 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 rutin O- myricetin 3-O-rutinoside 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] 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- 7-oxygen anion] 32 A camellikaempferoside A B camellikaempferoside B camelliquercetiside C A chafuroside A B chafuroside B (7R,8S)- -9-O-β-D- [(7R,8S)-dihdrodehydrodiconiferyl alcohol 30 9-O-β-D-glucopyranoside] 38 (+)- [(+)-matairesinol] ( )- [( )-pinoresinol] salicifoliol ,3- -1-( ) -1- [2,3-dihdroxy-1-(4-hydroxy-3-methoxyphenyl) 30 propan-1-one] 42 p-coumaric acid p-hydroxy ethyl cinnamate strinctin pyrogallol methylphenol ethylphenol ,5-2,5-dimethylphenol ethylguaiacol gentisic acid methoxy-4-propylphenol ( ) [1-(2-hydroxy-5-methoxyphenyl) ethanone] ,4,5-3,4,5-trimethoxybenzaldehyde 31

5 中草药 Chinese Traditional and Herbal Drugs gallic acid benzyl 2-neohesperidosyloxy-6-hydroxybenzoate ,7-5,7-dihydroxycoumarin roseoside B5 icariside B dihdrophaseic acid (3,8- -1, [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 β,6α,13β- -7-3β,6α,13β-trihydroxy olean-7-one β- -6α,13β- -7-3β-acetoxy-6α,13β-dihydroxy olean-7-one friedelin canophyllol β- β-amyrone β-O-(8- )-12- [3β-O-(8-hydroxyoctanoyl)-12-oleanene] hydroxydiplopterol α- α-spinasterol emodin physcion α- α-linolenic acid [ethyl 4-(sulfooxy) benzoate] theobromine N-(2- )-2- [N-(2-hydroxyphenyl)-2-pyrrolidinone] TG TC [3] IC 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]

6 1454 中草药 Chinese Traditional and Herbal Drugs PPAR-γ PPAR-δ Li [3] PPAR-α X FXR X LXR FXR LXR [44,46] [47] TC LDL TG ADMA MDA [48] ml/d 34 d TG HDL TC LDL [49] 10 5g/L 120 d LDL TG HbA1C HDL EGCG ECG GA FXR LXR PPAR HCT-8 SGC-7901 [50] A camellikaempferoside A MCF-7 MDA-MB-231 IC μmol/l [34] FAS FAS 1 FAS [51] EGF FAS EGCG -3,3 - TF-3 mrna B Akt Sp-1 EGCG TF-3 EGF EGF / -3- PI3K /Akt/Sp-1 FAS [52] 4.3 [53] 5 g/kg [53] [54] [55-56] mg/ml [57] [58] siga -2 IL-2 ig IL-2 siga 4.4 ROS ROS SOD GSH-Px ROS SOD GSH-Px C AST ALT 1 AST ALT [59] TG TG TG [60]

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