Isoacteoside
Isoacteoside Basic information
- Product Name:
- Isoacteoside
- Synonyms:
-
- Isokusaginin
- Isoacteoside, >=98%
- β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-, 6-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]
- ISOVERBASCOSIDE
- ISOACTEOSIDE
- Isoacteosid
- [(2R,3R,4S,5R,6R)-5-(3,4-Dihydroxyphenyl)-6-ethoxy-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
- 2-(3,4-Dihydroxyphenyl)ethyl 3-O-(α-L-rhamnopyranosyl)-6-O-[(E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]-β-D-glucopyranoside
- CAS:
- 61303-13-7
- MF:
- C29H36O15
- MW:
- 624.59
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Mol File:
- 61303-13-7.mol
Isoacteoside Chemical Properties
- Melting point:
- 220～230℃
- Boiling point:
- 942.9±65.0 °C(Predicted)
- Density
- 1.60±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO : ≥ 48 mg/mL (76.85 mM)
- form
- Powder
- pka
- 9.32±0.10(Predicted)
- color
- White to yellow
- biological source
- plant
- InChIKey
- FNMHEHXNBNCPCI-RRYJURSWNA-N
Isoacteoside Usage And Synthesis
Description
Isoverbascoside is a phenylethanoid glycoside that has been found in C. trichotomum and has diverse biological activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay and inhibits hydrogen peroxide-induced lipid peroxidation in V79-4 cells when used at a concentration of 10 μg/ml. Isoverbascoside (7.5-30 μM) induces apoptosis and production of reactive oxygen species (ROS) in, and reduces viability of, OVCAR-3 cells. It inhibits tumor growth in an OVCAR-3 mouse xenograft model when administered at a dose of 30 mg/kg. Isoverbascoside (2.5 and 5 mg/kg) decreases brain amyloid deposition and increases exploratory behavior in rats when infused into the cerebral ventricles with amyloid-β (1-42) (Aβ42; ). It also decreases xylene-induced ear edema in mice and increases survival in a mouse model of LPS-induced endotoxic shock.
Chemical Properties
White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Cistanche deserticola and Rehmannia glutinosa.
Uses
Isoacteoside is a possible food antioxidant.
Definition
ChEBI: Isoacteoside is a hydroxycinnamic acid.
in vivo
Isoacteoside (25-100 mg/kg, ip, single dose) exhibits anti-inflammatory efficacy in mouse xylene-induced ear edema models, LPS (HY-D1056)-induced endotoxin shock models, and LPS (HY-D1056)-induced acute kidney injury (AKI) models[2].
Isoacteoside (30 mg/kg, ip, three times a week for 5 weeks) exhibits antitumor efficacy in mouse OVCAR-3 xenograft models[3].
Isoacteoside (2.5-5 mg/kg, icv for 15 days) exhibits neuroprotective effect against Aβ 1-42-induced neurotoxicity and cognitive impairment in SD rats models[5].
| Animal Model: | Acute kidney injury (AKI) model[2] |
| Dosage: | 25-100 mg/kg |
| Administration: | ip, single dose |
| Result: | Ameliorated LPS induced acute kidney injury. |
| Animal Model: | Mouse OVCAR-3 xenograft model[3] |
| Dosage: | 30 mg/kg |
| Administration: | ip, three times a week for 5 weeks |
| Result: | Reduced the tumor weight and volume. |
| Animal Model: | Aβ 1-42 induced neurotoxicity in Sprague-Dawley rats models[5] |
| Dosage: | 2.5-5 mg/kg |
| Administration: | icv for 15 days |
| Result: | Increased the exploratory behavior, shortened the escape latency. |
References
[1] SUNGWOOK CHAE. Antioxidant activity of isoacteoside from Clerodendron trichotomum.[J]. Journal of Toxicology and Environmental Health-Part A-Current Issues, 2005, 68 5: 389-400. DOI: 10.1080/15287390590900750
[2] XILI YANG. Suppression of in vitro and in vivo human ovarian cancer growth by isoacteoside is mediated via sub-G1 cell cycle arrest, ROS generation, and modulation of AKT/PI3K/m-TOR signalling pathway.[J]. Journal of Buon, 2019, 24 1: 285-290.
[3] YOUNG-JI SHIAO. Acteoside and Isoacteoside Protect Amyloid β Peptide Induced Cytotoxicity, Cognitive Deficit and Neurochemical Disturbances In Vitro and In Vivo.[J]. International Journal of Molecular Sciences, 2017, 18 4. DOI: 10.3390/ijms18040895
[4] HONGWEI GAO. Isoacteoside, a dihydroxyphenylethyl glycoside, exhibits anti-inflammatory effects through blocking toll-like receptor 4 dimerization[J]. British Journal of Pharmacology, 2017, 174 17: 2880-2896. DOI: 10.1111/bph.13912
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