Table 4.
7-O-Chromone glycosides with their sources and biological activities.
| No. | Compound | Source | Biological Activity |
|---|---|---|---|
| 12 | 7-O-β-d-glucopyranosyl-6-methoxychromone |
Salicornia europaea leaves and stems [25] |
No reported biological activity |
| 13 | 5,7-dihydroxychromone 7-O-β-d-glucopyranoside |
Ilex hainanensis leaves [26] Calluna vulgaris flowers [27] |
No reported biological activity |
| 14 | 5,7-dihydroxychromone 7-O-β-d-glucuronide methyl ester |
Davallia mariesii rhizomes [28] | No reported biological activity |
| 15 | 7-O-(6′-galloyl)-β-d-glucopyranosyl-5-hydroxychromone | Polygonum capitatum aerial parts [29] | No reported biological activity |
| 16 | 5-hydroxy-7-O-(6-O-p-cis-coumaroyl-β-d-glucopyranosyl)-chromone | Dasiphora parvifolia aerial parts [30] | No reported biological activity |
| 17 | 5-hydroxy-7-O-(6-O-p-trans-coumaroyl-β-d-glucopyranosyl)-chromone | Dasiphora parvifolia aerial parts [30] | No reported biological activity |
| 18 | Officinaliside A | Scindapsus officinalis stems [31] | No reported biological activity |
| 19 | 7-O-α-l-rhamnosyl-nereugenin | Scindapsus officinalis stems [31] | No reported biological activity |
| 20 | Undulatoside A (2-methyl-5,7-dihydroxychromone 7-O-β-d-glucopyranoside) |
Scindapsus officinalis stems [31] Ammi visnaga fruits [32] Knoxia corymbosa [33] Pancratium biflorum roots [34] Panacratium biflorum flowering bulbs [35] Pancratium maritimum L. fresh bulbs [36] Peucedanum austriacum [37] Tecomella undulata bark [38] Adina rubescens leaves [39] Dryopteris fragrans [40] Staphylea bumalda leaves [20] |
Immunomodulatory activity inhibited the proliferation of murine B lymphocytes in vitro at 10−5 M [33] Inhibition of nitric oxide production in lipopolysaccharide induced RAW 264.7 macrophages with an IC50 value of 49.8 μM [40] Weak antimigratory activity against human metastatic prostate cancer cells (PC-3M) at 50 µM [36] |
| 21 | Frachromone C (5-hydroxy-2-ethylchromone-7-O-β-d-glucopyranoside) |
Dryopteris fragrans whole plant [40] | Inhibition of nitric oxide production in lipopolysaccharide induced RAW 264.7 macrophages with an IC50 value of 45.8 μM [40] |
| 22 | Urachromone A (5-hydroxy-2-isopropylchromone-7-O-β-d-glucopyranoside) |
Hypericum henryi aerial parts [41] Hypericum erectum [42] |
No reported biological activity |
| Hyperimone A | |||
| 23 | Urachromone B | Hypericum henryi aerial parts [41] | No reported biological activity |
| 24 | Corymbosin K2
(7-O-β-d-6- acetylglucopyranosyl-5-hydroxy-2-methylchromone) |
Knoxia corymbosa [33] | Immunomodulatory activity inhibited the proliferation of murine B lymphocytes in vitro at 10−5 M [33] |
| 25 | Schumanniofioside B | Schumanniophyton magnificum root bark [16] | No reported biological activity |
| 26 | 5-hydroxy-2-methylchromone-7-O-β-d-apiofuranosyl-(1→6)- β-d-glucopyranoside |
Neonauclea sessilifolia roots [43] Scorodocarpus borneensis leaves [44] Staphylea bumalda leaves [20] |
No reported biological activity |
| 27 | Undulatoside B | Tecomella undulata [45] | No reported biological activity |
| 28 | 2-methyl-chromone-5,7-diol 7-O-α-l-rhamnopyranosyl-(1-6)-β-d-glucopyranoside |
Delphinium hybridum aerial parts [46] Drynaria fortunei rhizomes [22] |
No reported biological activity |
| 29 | Officinaliside C (7-O-[β-d-glucopyranosyl-(1-2)-α-l-rhamnopyranosyl]-5-hydroxy-2-methyl-4H-1-benzopyran-4-one) |
Scindapsus officinalis stems [31] | No reported biological activity |
| 30 | Drynachromoside C (5-hydroxy-2-methyl chromone-7-O-β-d-glucopyranosyl (1-3)-α-l-rhamnopyranoside) |
Drynaria fortunei rhizomes [22] | Inhibitory activity on triglyceride accumulation at 10 μM [22] |
| 31 | Officinaliside B (7-O-[6-acetyl-β-d-glucopyranosyl-(1-3)-α-l-rhamnopyranosyl]-5-hydroxy- 2-methyl-4H-1-benzopyran-4-one) |
Scindapsus officinalis stems [31] | Inhibition of NO production in LPS-stimulated RAW 264.7 cells with an IC50 value of 16.1 μM [31] |
| 32 | Drynachromoside A (5-hydroxy-2-methyl-4H-benzopyran-4-one-7-O-β-d-glucopyranosyl-(1-4)-α-l-rhamnopyranoside) |
Scindapsus officinalis stems [31] Drynaria fortunei rhizomes [47] |
Proliferative activity 10.1% on MC3T3-E1 (Mouse osteoblast) cells at 25 μg/mL [47] |
| 33 | Drynachromoside D (5-hydroxy-2-methyl chromone-7-O-α-l-arabinopyranosyl(1-2)-β-d-glucopyranosyl(1-4)-α-l-rhamnopyranoside) |
Drynaria fortunei rhizomes [22] | Inhibitory activity on triglyceride accumulation (inhibited PPARγ, C/EBPα and aP2 expression by 50%, 43% and 37% at 10 mM) [22] |
| 34 | Undulatoside A 6′-O-gallate | Myrtus communis leaves [48] | |
| 35 | Corymbosin K3 (7-O-[6-O-(4-O-trans-caffeoyl-β-d-allopyranosyl)]-β-d-glucopyranosyl-5-hydroxy-2- methylchromone) |
Knoxia corymbosa [33] | Immunomodulatory activity inhibited the proliferation of murine B lymphocytes in vitro at 10−5 M [33] |
| 36 | 7-O-[6-O-(4-O-trans-feruloyl-β-d-allopyranosyl)]- β-d-glucopyranosyl-5-hydroxy-2-methylchromone |
Knoxia corymbosa [33] | No reported biological activity |
| 37 | 5-hydroxy-6-methylchromone-7-O-β-d-glucopyranoside | Pseudotsuga sinensis [49] | No reported biological activity |
| 38 | Takanechromone A (5,7-dihydroxy-3-methylchromone- 7-O-β-d-glucopyranoside) |
Hypericum sikokumontanum aerial parts [50] Hypericum erectum [42] |
No reported biological activity |
| Hyperimone B | |||
| 39 | Takanechromone B (5,7-dihydroxy-3-ethylchromone- 7-O-β-d-glucopyranoside) |
Hypericum sikokumontanum aerial parts [50] |
No reported biological activity |
| 40 | 7-O-(4-O-Methyl-β-d-glucopyranosyl)eugenitol | The scale-insect pathogenic fungus Orbiocrella sp. [23] | No reported biological activity |
| 41 | Mollin | Lichens (Roccellaria mollis, Schismatomma accedens, Roccella galapagoensis) [51] | No reported biological activity |
| 42 | Roccellin | Lichens (Roccellaria mollis, Schismatomma accedens, Roccella galapagoensis) [51] | No reported biological activity |
| 43 | 7-O-(4-O-Methyl-β-d-glucopyranosyl)isoeugenitol | The scale-insect pathogenic fungus Orbiocrella sp. [23] | No reported biological activity |
| 44 | Lobodirin | Lobodirina cerebriformis lichen [51] | No reported biological activity |
| 45 | Galapagin | Lichens (Roccellaria mollis, Schismatomma accedens, Roccella galapagoensis) [51] | No reported biological activity |
| 46 | Uncinoside A (5-hydroxy-2,6,8- trimethylchromone 7-O-β-d-glucopyranoside) |
Selaginella uncinate Herb [24] | Antiviral activity against respiratory syncytial virus (RSV) with an IC50 value of 6.9 μg/mL, against parainfluenza type 3 virus (PIV 3) with an IC50 value of 13.8 μg/mL [24] |
| 47 | Pancrichromone | Pancratium maritimum L. fresh bulbs [36] | No reported biological activity |
| 48 | Uncinoside B (5-acetyoxyl-2,6,8-trimethylchromone 7-O-β -d-glucopyranoside) |
Selaginella uncinate herb [24] | Antiviral activity against respiratory syncytial virus (RSV) with an IC50 value of 1.3 μg/mL, against parainfluenza type 3 virus (PIV 3) with an IC50 value of 20.8 μg/mL [24] |
| 49 | Matteuinterin B | Matteuccia intermedia rhizomes [52] | |
| 50 | 2,5-dimethylchromone-7-O-β-d-glucopyranoside |
Rheum austral D. Don underground parts [53] Rumex gmelini Turcz. roots [54] |
Anti-oxidant activity (DPPH radical scavenging capacity with an IC50 value of 66.9 ± 1.3 μM) [53] |
| 51 | 5-acetonyl-7-β-d-glucopyranosyl-2-methylchromone | Cassia multijuga leaves [55,56] | No reported biological activity |
| 52 | 2-methyl-5-(2′-oxo-4′-hydroxyphenyl)-7-hydroxychromone 7-O-β-d-glucopyranoside | Chinese rhubarb (Rhei Rhizoma) [57] | No reported biological activity |
| 53 | Aloesone 7-O-β-d-glucopyranoside | Chinese rhubarb (Rhei Rhizoma) [57] | No reported biological activity |