Table 2.
Known compounds found in Agrimonia species (literature data).
| Compound | Species | Found in [ref.] | |
|---|---|---|---|
| Herb | Roots | ||
| Phenolic Acids | |||
| p-Hydroxybenzoic acid | A. pilosa | [33] | |
| Protocatechuic acid | A. eupatoria | [34] | |
| A. pilosa | [33] | ||
| Isovanillic acid | A. pilosa | [33] | |
| Gallic acid | A. eupatoria | [35] | |
| A. pilosa | [33] | ||
| Ellagic acid | A. eupatoria | [36] | |
| A. pilosa | [37] | [38] | |
| Ellagic acid-4-O-Xylp | A. pilosa | [38] | |
| Resorcinols | |||
| Agrimopiloside A | A. pilosa | [39] | |
| Agrimopiloside B | A. pilosa | [39] | |
| 1-Butanoyl-3,5-dimethyl-phloroglucinyl-6-O-Glcp Phloroglucinols | A. pilosa | [40] | |
| Agrimol A | A. pilosa | [41] | |
| Agrimol B | A. pilosa | [33] | [41] |
| Agrimol C | A. pilosa | [42] | |
| Agrimol D | A. pilosa | [33] | [41] |
| Agrimol F | A. pilosa | [42] | |
| Agrimol G | A. pilosa | [42] | |
| Agrimophol | A. pilosa | [41] | |
| Agripinol A | A. pilosa | [43] | |
| Agripinol B | A. pilosa | [43] | |
| Agripinol C | A. pilosa | [43] | |
| Pseudoaspidin | A. pilosa | [43] | [44] |
| α-Cosin | A. pilosa | [43] | |
| Hydroxycinnamates | |||
| p-Coumaric acid | A. eupatoria | [34] | |
| A. pilosa | [33] | ||
| 3-O-p-Coumaroylquinic acid | A. eupatoria | [45] | |
| A. procera | [36] | ||
| 1-O-Caffeoylquinic acid | A. eupatoria | [36] | |
| A. procera | [36] | ||
| 3-O-Caffeoylquinic acid | A. eupatoria | [36] | |
| A. procera | [36] | ||
| 4-O-Caffeoylquinic acid | A. eupatoria | [36] | |
| A. procera | [36] | ||
| 5-O-Caffeoylquinic acid | A. eupatoria | [45] | |
| A. procera | [36] | ||
| Coumarins | |||
| Agrimonolide | A. pilosa | [40] | [46] |
| Agrimonolide-6-O-Glcp | A. pilosa | [47] | [48] |
| (3S)-Agrimonolide-6-O-(6′-O-Araf)-Glcp | A. pilosa | [49] | |
| Desmethylagrimonolide-6-O-Glcp | A. pilosa | [50] | |
| (3S)-Desmethylagrimonolide-4′-O-Glcp | A. pilosa | [49] | |
| (3S,4R)-4-Hydroxyagrimonolide-6-O-Glcp | A. pilosa | [49] | |
| 5,7-Dihydroxy-2-propylchromone-7-O-Glcp Chromones | A. pilosa | [50] | |
| Takanechromone C | A. pilosa | [50] | |
| Petiolin E | A. pilosa | [33] | |
| Flavones | |||
| Apigenin | A. eupatoria | [51] | |
| Apigenin-7-O-Glcp (= cosmosiin) | A. eupatoria | [51] | |
| A. pilosa | [52] | ||
| A. procera | [36] | ||
| Apigenin-7-O-GlcAp | A. eupatoria | [45] | |
| A. pilosa | [53] | ||
| A. procera | [36] | ||
| Apigenin-7-O-(6″-Me)-GlcAp | A. pilosa | [54] | |
| Apigenin-6-C-Glcp (= isovitexin) | A. eupatoria | [34] | |
| Apigenin-8-C-Glcp (= vitexin) | A. eupatoria | [45] | |
| Luteolin | A. eupatoria | [51] | |
| Luteolin-7-O-Glcp (= cynaroside) | A. eupatoria | [51] | |
| A. pilosa | [52] | ||
| A. procera | [36] | ||
| Luteolin-7-O-GlcAp | A. eupatoria | [45] | |
| A. pilosa | [53] | ||
| A. procera | [36] | ||
| Luteolin-7-O-(6″-Me)-GlcAp | A. pilosa | [37] | |
| Luteolin-7-O-(6″-But)-GlcAp | A. pilosa | [37] | |
| Luteolin-3′-O-Glcp | A. pilosa | [37] | |
| Pinocembrin | A. pilosa | [33] | |
| Flavonols | |||
| Kaempferol | A. eupatoria | [55] | |
| A. pilosa | [56] | ||
| Kaempferol-3-O-Arap | A. pilosa | [33] | |
| Kaempferol-3-O-Rhap (= afzelin) | A. eupatoria | [55] | |
| A. pilosa | [56] | ||
| Kaempferol-3-O-Glcp (= astragalin) | A. eupatoria | [55] | |
| A. pilosa | [56] | ||
| A. procera | [36] | ||
| Kaempferol-3-O-(6″-Ac)-Glcp | A. pilosa | [33] | |
| Kaempferol-3-O-[6′-O-(S)-3-hydroxy-3-methylglutaryl]-Glcp | A. pilosa | [37] | |
| Kaempferol-3-O-(6″-p-CouA)-Glcp (= tiliroside) | A. eupatoria | [34] | |
| A. pilosa | [57] | ||
| Kaempferol-7-O-Glcp | A. pilosa | [37] | |
| Kaempferol-7-O-GlcAp | A. pilosa | [37] | |
| Kaempferol-3-O-Rut (= nicotiflorin) | A. eupatoria | [55] | |
| Kaempferide | A. eupatoria | [55] | |
| Kaempferide-3-O-Rhap | A. eupatoria | [55] | |
| Quercetin | A. eupatoria | [51] | |
| A. pilosa | [58] | ||
| Quercetin-3-O-Glcp (= isoquercitrin) | A. eupatoria | [36] | |
| A. procera | [36] | ||
| Quercetin-3-O-(6″-O-Gall)-Glcp | A. eupatoria | [36] | |
| A. procera | [36] | ||
| Quercetin-3-O-Galp (= hyperoside) | A. eupatoria | [34] | |
| A. pilosa | [58] | ||
| A. procera | [36] | ||
| Quercetin-3-O-Rhap (= quercitrin) | A. eupatoria | [36] | |
| A. pilosa | [58] | ||
| A. procera | [36] | ||
| Quercetin-3-O-Rut (= rutin) | A. eupatoria | [36] | |
| A. pilosa | [58] | ||
| A. procera | [36] | ||
| Quercetin-3′-O-Glcp | A. pilosa | [37] | |
| Catechins | |||
| Catechin | A. eupatoria | [34] | |
| A. pilosa | [58] | ||
| Catechin-(5, 6-bc)-4-β-(4″-hydroxyphenyl)-dihydro-2(H)-pyranone | A. pilosa | [33] | |
| Pilosanol A | A. pilosa | [49] | [59] |
| Pilosanol B | A. pilosa | [49] | [59] |
| Pilosanol C | A. pilosa | [49] | [59] |
| Pilosanol N | A. pilosa | [60] | |
| Isopilosanol A | A. pilosa | [49] | |
| Isopilosanol B | A. pilosa | [49] | |
| Isopilosanol C | A. pilosa | [49] | |
| Pilosandin A | A. pilosa | [49] | |
| Pilosandin B | A. pilosa | [49] | |
| Dehydrodicatechin A | A. pilosa | [33] | |
| Proanthocyanidins | |||
| Proanthocyanidin B1 | A. eupatoria | [34] | |
| Proanthocyanidin B2 | A. eupatoria | [34] | |
| Proanthocyanidin B3 | A. eupatoria | [34] | |
| Proanthocyanidin B6 | A. eupatoria | [34] | |
| Proanthocyanidin B7 | A. eupatoria | [34] | |
| Proanthocyanidin C1 | A. eupatoria | [34] | |
| Proanthocyanidin C2 | A. eupatoria | [34] | |
| Flavanonols | |||
| Dihydrokaempferol | A. pilosa | [47] | |
| Dihydrokaempferol-3-O-Glcp | A. pilosa | [47] | |
| (2R,3R)-Dihydrokaempferol-3-O-Glcp | A. pilosa | [61] | |
| (2S,3S)-Dihydrokaempferol-3-O-Glcp | A. pilosa | [61] | |
| (2R,3S)-Dihydrokaempferol-3-O-Glcp | A. pilosa | [61] | |
| (2S,3R)-Dihydrokaempferol-3-O-Glcp | A. pilosa | [61] | |
| Dihydroquercetin-3-O-Glcp (= glucodistylin) | A. pilosa | [39] | [62] |
| (2R,3S)-Dihydroquercetin-3-O-Glcp | A. pilosa | [61] | |
| (2R,3R)-Dihydroquercetin-3-O-Glcp | A. pilosa | [61] | |
| (2S,3R)-Dihydroquercetin-3-O-Glcp | A. pilosa | [61] | |
| (2S,3S)-Dihydroquercetin-3-O-Glcp | A. pilosa | [61] | |
| (2R,3R)-Dihydroquercetin-7-O-Glcp | A. pilosa | [61] | |
| (2R,3R)-Dihydroquercetin-4′-O-Glcp | A. pilosa | [61] | |
| Ellagitannins | |||
| Agritannin (= 1-O-Gall-2,3-HHDP-Glcp) | A. eupatoria | [35] | |
| A. pilosa | [37] | ||
| Pedunculagin (= 2,3:4,6-Bis-O-HHDP-Glcp) | A. pilosa | [63] | |
| Agrimoniin [= 1-O-{(2″,3′:4′,6′-bis-O-HHDP-Glcp)-DHDG}-2,3:4,6-bis-O-HHDP-Glcp] | A. eupatoria | [45] | |
| A. pilosa | [63] | [63] | |
| A. procera | [36] | ||
| Potentillin (= 1-O-Gall-2,3:4,6-bis-O-HHDP-Glcp) | A. pilosa | [63] | [64] |
| Agrimonic acid A (= 1-O-DHDG-2,3:4,6-bis-O-HHDP-Glcp) | A. pilosa | [64] | |
| Agrimonic acid B (= 1-O-DHDG-2,3:4,6-bis-O-HHDP-Glcp) | A. pilosa | [64] | |
| Sterols | |||
| β-Sitosterol | A. pilosa | [44] | |
| Daucosterol | A. pilosa | [62] | |
| Triterpenoids | |||
| Oleanolic acid | A. pilosa | [65] | |
| 18α-Oleanolic acid | A. pilosa | [65] | |
| Ursolic acid | A. asiatica | [32] | |
| A. pilosa | [66] | ||
| 19α-Hydroxyursolic acid | A. pilosa | [65] | |
| Pomolic acid | A. pilosa | [66] | |
| 1β-Hydroxy-2-oxopomolic acid | A. pilosa | [67] | |
| 2β-Hydroxypomolic acid | A. pilosa | [65] | |
| 3-O-Acetylpomolic acid | A. pilosa | [65] | |
| Tormentic acid | A. pilosa | [66] | [38] |
| Epitormentic acid | A. pilosa | [68] | |
| Corosolic acid | A. pilosa | [66] | |
| (1S,3R,17R,18R,19R,20R,22R)-1,3,19,22-Tetrahydroxy-28-norurs-12-en-2-one | A. pilosa | [68] | |
| 1β,2α,3β,19α-Tetrahydroxyurs-12-en-28-oic acid | A. pilosa | [41] | |
| 1β,2β,3β,19α-Tetrahydroxyurs-12-en-28-oic acid | A. pilosa | [68] | [41] |
| 1β,3α,19α-Trihydroxy-2-oxours-12-en-28-oic acid | A. pilosa | [65] | |
| 1β,2α,19α-Trihydroxy-3-oxours-12-en-28-oic acid | A. pilosa | [65] | |
| Maslinic acid | A. pilosa | [65] | |
| Rosamultin (= 2α,19α-dihydroxyursolic acid-28-O-Glcp) | A. pilosa | [65] | [41] |
| Ziyu-glucoside II (= 19α-hydroxyurs-12-enoic acid-3-O-Arap) | A. pilosa | [65] | |
| Various groups | |||
| Loliolide | A. pilosa | [47] | |
| Tianshic acid | A. pilosa | [33] | |
| Dihydrodehydrodiconifeyl alcohol-9′-O-Glcp | A. pilosa | [37] | |
Abbreviation used: Ac—acetyl; Araf—arabinofuranose; Arap—arabinopyranose; Bu—butyl; DHDG—dehydrodigalloyl; Gall—galloyl; Galp—galactopyranose; Glcp—glucopyranose; GlcAp—glucuronopyranose; HHDP—hexahydroxydiphenoyl; Me—methyl; p-CouA—p-coumaroyl; Rhap—rhamnopyranose; Rut—rutinose (6-O-rhamnopyranosyl-glucopyranose); Xylp—xylopyranose.