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. 2019 Apr 9;57(1):193–225. doi: 10.1080/13880209.2019.1577466

Table 3.

Partial list of chemical compounds isolated from CR.

Classification Number Ingredient name Reference
Alkaloids 1 Berberine (Noguchi et al. 1978)
  2 Berberrubine (Li ZF et al. 2012)
  3 Coptisine (Wang et al. 2014)
  4 Palmatine
  5 Epiberberine (Mizuno et al. 1992)
  6 Columbamine (Ikuta and Itokawa 1989)
  7 Tetradehydroscoulerine (Chen et al. 2008)
  8 Jatrorrhizine (Li ZF et al. 2012)
  9 Groenlandicine
  10 Berberastine (Li ZF et al. 2012)
  11 Worenine
  12 8-Oxyberberine (Wang et al. 2014)
  13 8-Oxycoptisine
  14 3-Hydroxy-2-methoxy-9,10-methylenedioxy-8-oxyprotoberberine (Zhao et al. 2010)
  15 8-Oxyepiberberine (Yang et al. 2014)
  16 8-Oxyberberrubine
  17 (−)-5-Hydroxyl-8-oxyberberine (Wang et al. 2014)
  18 (+)-5-Hydroxyl-8-oxyberberine
  19 Tetrahydroberberine (Wang et al. 2014)
  20 8,13-Dioxocoptisine hydroxide (Yang et al. 2014)
  21 1,3-Dioxolo[4,5-g]isoquinolin-5(6H)-one (Wang et al. 2007)
  22 Noroxyhydrastinine
  23 Corydaldine (Ma et al. 2013)
  24 Thalifoline (Li ZF et al. 2012)
  25 6-([1,3]Dioxolo[4,5-g]isoquinoline-5-carbonyl)-2,3-dimethoxy benzoic acid methyl ester (Wang et al. 2014)
  26 Berbithine
  27 Coptisonine (Yang et al. 2014)
  28 Tetrandrine
  29 Obamegine
  30 Magnoflorine (Tomita and Kura 1956)
  31 Sanguinarine (Mizuno et al. 1988)
  32 Norsanguinarine
  33 Oxysanguinarine
  34 6-Acetonyl-5,6-dihydrosanguinarine
  35 Chilenine (Yang et al. 2014)
  36 Z-N-Ferulyltyramine (Li ZF et al. 2012)
  37 E-N-Feruloyltyramine (Ma H et al. 2013)
  38 3-Hydroxy-1-(4-hydroxyphenethyl) pyrrolidine-2,5-dione (Li ZF et al. 2013)
  39 4′-[Formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanoate (Ma H et al. 2013)
  40 8,9-Dihydroxy-1,5,6,10-β-tetrahydro-2H-pyrrolo[2,1-α]-isoquinolin-5-one (Li, et al. 2012)
  41 Ehyl-2-pyrrolidinone-5(S)-carboxylate
  42 Methyl-5-hydroxy-2-pyridinecarboxylate
  43 1H-indole-3-carboxaldehyde
  44 Choline (Chen L et al. 2012)
Lignans 45 Woorenogenin (Chen et al. 2016)
  46 Woorenoside I (Yoshikawa et al. 1995)
  47 Longifolroside A (Meng et al. 2013)
  48 Woorenoside II (Yoshikawa et al. 1995)
  49 Woorenoside V
  50 Woorenoside III
  51 Woorenoside IV
  52 (+)-Pinoresinol
  53 (+)-Medioresinol
  54 (+)-Pinoresinol glucoside
  55 (+)-Pinoresinol-4,4′-O-β-d-diglucopyranoside (Yoshikawa et al.1997)
  56 (+)-Syringaresinol glucoside (Meng et al. 2013)
  57 (+)-Lariciresinol (Hirano et al. 1997)
  58 (±)-5,5′-Dimethoxylariciresinol (Li XG et al. 2012)
  59 (+)-5′-Methoxylariciresinol (Chen L et al. 2012)
  60 (+)-Lariciresinol glucoside (Chen et al. 2016)
  61 7S, 8R, 8′R-(+)-Lariciresinol-4,4′-O-β-d-diglucopyranoside (Yoshikawa et al.1997)
  62 Lanicepside A (Chen et al. 2016)
  63 9-Acetyl lanicepside B
  64 (+)-Isolariciresinol
  65 Isolarisiresinol-9-O-β-d-glucopyranoside (Li XG et al. 2012)
  66 Woorenoside XI (Yoshikawa et al.1997)
  67 Cleomiscosin A (Mizuno et al. 1992)
  68 Aquillochin ( Min et al. 1987)
  69 2,3-bis[(4-Hydroxy-3,5-dimethoxyphenyl)-methyl]-1,4-butanediol
  70 secoisolariciresinol (Li XG et al. 2012)
  71 Erythro-gaiacylglycerol-8-O-4′-(coniferylalcohol) ether (Chen L et al. 2012)
  72 Threo-guaiacylglycerol-8-O-4′-(coniferyl alcohol) ether
  73 Woorenoside X (Yoshikawa et al.1997)
  74 Dihydrodehydrodiconiferyl alcohol (Li XG et al. 2012)
  75 Wooreno (Yoshikawa et al.1997)
Simple phenylpropanoids 76 Z-Octadecyl cafeate (Yang et al. 2014)
  77 E-3-Methoxycinnamic acid (Ma H et al. 2013)
  78 Ferulic acid (Li XG et al. 2012)
  79 Ethyl ferulate (Yoshikawa et al. 1995)
  80 N-Butyl ferulate (Ma H et al. 2013)
  81 p-Hydroxyphenethyl E-ferulate (Hirano et al. 1997)
  82 E-3,4-Dimethoxycinnamic acid (Ma H et al. 2013)
  83 4-O-Feruloylquinic acid (Li XG et al. 2012)
  84 Methyl 4-O-feruloylquicinate (Li XG et al. 2012)
  85 Ethyl 4-O-feruloylquicinate (Ma H et al. 2013)
  86 4-O-Feruloylquinic acid butyl ester (Li XG et al. 2012)
  87 5-O-Feruloylquinic acid (Li XG et al. 2012)
  88 Methyl 5-O-feruloylquicinate
  89 Ethyl 5-O-feruloylquicinate
  90 5-O-Feruloylquinic acid butyl ester (Ma H et al. 2013)
  91 Chlorogenic acid (Chen L et al. 2012)
  92 Methyl 3-O-feruloylquicinate (Li XG et al. 2012)
  93 N-Butyl 3-O-feruloylquicinate (Ma H et al. 2013)
  94 3-(4′-Hydroxyphenyl)-(2R)-lactic acid (Li XG et al. 2012)
  95 3-(3′,4′-Hydroxyphenyl)-(2R)-lactic acid (Yahara et al. 1985)
  96 3-(3′,4′-Dihydroxyphenyl)-(2R)-lactic acid-4′-O-β-d-glucopyranoside
  97 Methyl-3-(4′-O-β-d-glucopyranosyl-3′,4′-dihydroxyphenyl)-lactate (Yoshikawa et al.1997)
  98 Methyl-3,4-dihydroxyphenyl lactate (Li XG et al. 2012)
  99 Ethyl-3,4-dihydroxyphenyl lactate (Ma H et al. 2013)
  100 N-Butyl-3,4-dihydroxyphenyl lactate
  101 3-(2,3,4-Trihydroxyphenyl) propanoic acid (Li XG et al. 2012)
Flavonoids 102 6,8-Dimethyl-3,5,7-trihydroxyfavone (Meng et al. 2013)
  103 Rhamnetin (Chen L et al. 2012)
  104 Wogonin
  105 7,4′-Dihydroxy-5-methoxyfavanone (Min et al. 1987)
  106 2′,4,4′-Trihydroxy-6′-methoxydihydrochalcone
  107 Coptiside I (Fujiwara et al. 1976)
  108 Coptiside II
  109 Woorenoside XII (Yoshikawa et al.1997)
Other compounds 110 Limonin (Wang et al. 2007)
  111 3,4-Dihydroxyphenylethyl alcohol (Li XG et al. 2012)
  112 3′,4′-Dihydroxyphenethyl alcohol 1-O-β-d-glucopyranoside (Yahara et al. 1985)
  113 3,5-Dihydroxyphenethyl alcohol-3-O-β-d-glucopyranoside (Meng et al. 2013)
  114 Protocatechuic aldehyde (Ma H et al. 2013)
  115 Gentisic acid-5-O-β-d-glucopyranoside (Yahara et al. 1985)
  116 Apocynol (Ma H et al. 2013)
  117 1,2-Dihydroxy-benzene (Li ZF et al. 2012)
  118 Protocatechuic acid (Meng et al. 2013)
  119 Vanillic acid (Li ZF et al. 2012)
  120 Vanillic acid-4-O-β-d-glucopyranoside
  121 Protocatechuic acid methyl ester (Ma H et al. 2013)
  122 Protocatechuic acid ethyl ester (Wang et al. 2012)
  123 Woorenoside VI (Yoshikawa et al.1997)
  124 Woorenoside VII
  125 Woorenoside VIII
  126 Woorenoside IX
  127 cyclo-(Phe-Val) (Li ZF et al. 2012)
  128 cyclo-(Phe-Leu)
  129 β-Sitosterol (Yang et al. 2014)