Page last updated: 2024-12-10

forsythiaside

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Description

forsythiaside: RN given refers to (E)-isomer; structure given in first source; from the unripe fruit of Forsythia suspensa (qinglianquiao) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ForsythiagenusA plant genus of the family OLEACEAE. Members contain suspensaside.[MeSH]OleaceaeA plant family of the order Lamiales. The leaves are usually opposite and the flowers usually have four sepals, four petals, two stamens, and two fused carpels that form a single superior ovary.[MeSH]
Forsythia suspensaspecies[no description available]OleaceaeA plant family of the order Lamiales. The leaves are usually opposite and the flowers usually have four sepals, four petals, two stamens, and two fused carpels that form a single superior ovary.[MeSH]

Cross-References

ID SourceID
PubMed CID5281773
CHEMBL ID504363
CHEBI ID5160
SCHEMBL ID3318896
MeSH IDM0162091

Synonyms (37)

Synonym
beta-d-glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-o-(6-deoxy-alpha-l-mannopyranosyl)-, 4-(3-(3,4-dihydroxyphenyl)-2-propenoate), (e)-
nsc 729638
unii-ouh5bq893p
ouh5bq893p ,
NCGC00180544-01
MEGXP0_001187 ,
forsythoside a
79916-77-1
forsythiaside
ACON1_001402
nsc-729638
nsc729638
BRD-K62073009-001-01-6
bdbm50269517
CHEMBL504363 ,
chebi:5160 ,
AC1NQZ1W ,
[(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate
S9317
AKOS015897128
SCHEMBL3318896
.beta.-d-glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-, 4-(3-(3,4-dihydroxyphenyl)-2-propenoate), (e)-
.beta.-d-glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-, 4-((2e)-3-(3,4-dihydroxyphenyl)-2-propenoate)
[(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Q-100834
forsythoside-a
surecn3318896
HY-N0028
forsythiaside a
(e)-(2r,3s,4r,5r,6r)-6-(3,4-dihydroxyphenethoxy)-4,5-dihydroxy-2-((((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-3-yl 3-(3,4-dihydroxyphenyl)acrylate
mfcd08460220
Q27106670
CCG-270267
CS-0007097
(2r,3s,4r,5r,6r)-6-(3,4-dihydroxyphenethoxy)-4,5-dihydroxy-2-((((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-3-yl (e)-3-(3,4-dihydroxyphenyl)acrylate
A854587
DTXSID801317212

Research Excerpts

Overview

Forsythiaside A (FA) is an active ingredient extracted from traditional Chinese medicine Forsythiae Fructus. FA has prominent hepatoprotective activities.

ExcerptReferenceRelevance
"Forsythiaside A is an effective ingredient isolated from the Chinese herbal medicine forsythia."( Forsythiaside A improves Influenza A virus infection through TLR7 signaling pathway in the lungs of mice.
Chen, Z; Hou, G; Jiang, L; Jiang, Z; Shi, S; Wang, H; Yan, H; Zheng, X; Zhou, J, 2022
)
2.89
"Forsythiaside A (FA) is an active ingredient extracted from traditional Chinese medicine Forsythiae Fructus and has prominent hepatoprotective activities."( CD44-Targeting Drug Delivery System of Exosomes Loading Forsythiaside A Combats Liver Fibrosis via Regulating NLRP3-Mediated Pyroptosis.
Fu, K; Gong, L; Li, Y; Ma, C; Peng, C; Wang, C; Zhang, S; Zhang, Y; Zhou, H, 2023
)
1.88
"Forsythiaside A (FTA) is a natural phytochemical component isolated from the medicinal plant Forsythia suspensa (Thunb.) Vahl, which has a significant hepatoprotective effect."( The protective effect of forsythiaside A on 3,5-diethoxycarbonyl-1,4-dihydrocollidine-induced cholestatic liver injury in mice: Based on targeted metabolomics and molecular biology technology.
Dai, S; Fu, K; Li, Y; Ma, C; Wang, C; Xue, X; Zhang, S; Zhang, Y; Zhou, H, 2023
)
1.93

Effects

ExcerptReferenceRelevance
"Forsythiaside A (FA) has been reported to have anti‑inflammatory and antioxidant activities."( Forsythiaside A protects against focal cerebral ischemic injury by mediating the activation of the Nrf2 and endoplasmic reticulum stress pathways.
Ma, T; Shi, YL; Wang, YL, 2019
)
2.68

Pharmacokinetics

The main pharmacokinetic parameters of unbound forsythiaside in rat blood and bile were obtained, Furthermore, the bile-to-blood distribution ratio (AUC(bile) / AUC(blood) was 0. The result showed that the compound was poorly absorbed with an absolute bioavailability being approximately 0.

ExcerptReferenceRelevance
" The analytical sensitivity and accuracy of this assay were adequate for characterization of the pharmacokinetics of intravenous administration of forsythiaside to rats and the assay has been successfully applied to provide pharmacokinetic data."( Determination of forsythiaside in rat plasma by high-performance liquid chromatography and its application to pharmacokinetic studies.
Jiang, XH; Li, X; Li, YX; Liang, HY, 2008
)
0.89
" The validated method was applied to a comparative pharmacokinetic study in rats after administration of Shuang-huang-lian solutions via intravenous, peroral or intratracheal routes."( An LC-MS/MS method for the simultaneous determination of chlorogenic acid, forsythiaside A and baicalin in rat plasma and its application to pharmacokinetic study of shuang-huang-lian in rats.
Chang, Q; Liao, YH; Liu, CY; Quan, LH; Wei, W; Ye, JX, 2010
)
0.59
" This study aimed to evaluate the pharmacokinetic interaction of shuanghuanglian (SHL) and azithromycin in rats, and to provide experimental support for rational drug use in clinics."( Pharmacokinetic interaction between shuanghuanglian and azithromycin injection: a nonlinear mixed-effects model analysis in rats.
Li, X; Sun, S; Tian, J; Zhao, Z, 2019
)
0.51
" We aimed to investigate the pharmacokinetic interaction of Forsythia suspensa extract and azithromycin after single and co-intravenous administration in rats."( Pharmacokinetic interaction of Forsythia suspensa extract and azithromycin injection after single and co-intravenous administration in rats.
Li, XG; Ni, J; Shen, S; Tian, JC; Wang, XP, 2020
)
0.56
" In addition, the toxicity and pharmacokinetic properties of Forsythiaside A are also discussed in this review, thus providing a solid foundation and evidence for further studies to explore novel effective drugs from Chinese medicine monomers."( A review of pharmacological and pharmacokinetic properties of Forsythiaside A.
Gong, L; Li, Y; Ma, C; Peng, C; Wang, C; Zhang, Y; Zhou, H, 2021
)
1.1
" This study aimed to explore the pharmacokinetic interaction between forsythiaside and azithromycin."( Impact of Azithromycin on Forsythiaside Pharmacokinetics in Rats: A Population Modeling Method.
Cui, JR; Li, XG; Tian, JC; Zhang, XL, 2022
)
1.26
" Non-compartmental analysis and population pharmacokinetic methods were used to investigate the forsythiaside pharmacokinetic difference between the experimental and control group."( Impact of Azithromycin on Forsythiaside Pharmacokinetics in Rats: A Population Modeling Method.
Cui, JR; Li, XG; Tian, JC; Zhang, XL, 2022
)
1.24
"Compared with a single administration, the area under the curve and half-life of forsythiaside increased, and forsythiaside clearance decreased significantly after co-administration with azithromycin."( Impact of Azithromycin on Forsythiaside Pharmacokinetics in Rats: A Population Modeling Method.
Cui, JR; Li, XG; Tian, JC; Zhang, XL, 2022
)
1.25

Bioavailability

ExcerptReferenceRelevance
" The results indicated that the different compositions of SHL decreased absorption but increased bioavailability of forsythoside A, which may be related to its metabolism inhibited in intestine or liver."( Intestinal absorption of forsythoside A in different compositions of Shuang-Huang-Lian.
Bi, XL; Chen, LT; Di, LQ; Shan, JJ; Wang, LC; Zhou, W, 2011
)
0.37
" The absorption rate constant K(a) and the hourly absorption percentages A were essentially unchanged."( [Study on in situ intestinal absorption of active ingredients in Shuanghuanglian oral liquid in rats].
Bi, X; Chen, L; Di, L; Du, Q; Zhou, W, 2011
)
0.37
"Phenylethanoid glycosides, the main active ingredients in Fructus Forsythiae extract possesses strong antibacterial, antioxidant and antiviral effects, and their contents were higher largely than that of other ingredients such as lignans and flavones, but their absolute bioavailability orally was significantly low, which influenced clinical efficacies of its oral preparations seriously."( Effect of chito-oligosaccharide on the intestinal absorptions of phenylethanoid glycosides in Fructus Forsythiae extract.
Cai, B; Di, L; Liu, T; Shan, J; Tan, X; Zhou, W, 2014
)
0.4

Dosage Studied

ExcerptRelevanceReference
"08 microg x min/ml after the three dosage administrated."( Pharmacokinetics of phillyrin and forsythiaside following iv administration to Beagle dog.
Jiang, XH; Li, X; Li, YX; Peng, C; Zhang, RQ,
)
0.41
" In pharmacokinetics study, water-soluble chitosan at dosage of 50mg/kg improved the bioavailability of FTA in weeping forsythia extract to the greatest extent, and was safe for gastrointestine from morphological observation."( Improvement of intestinal absorption of forsythoside A in weeping forsythia extract by various absorption enhancers based on tight junctions.
Cai, BC; Di, LQ; Ju, WZ; Liu, SJ; Qin, KM; Shan, JJ; Zhou, W, 2012
)
0.38
" Results from both in vitro, in situ as well as in vivo studies consistently indicated that Chito-oligosaccharide (COS) at dosage of 25 mg/kg could enhance intestinal permeabilities significantly as well as the in vivo bioavailabilities of both FTA and CHA than CMCs in Flos Lonicerae-Fructus Forsythiae herb couple preparations, and was safe for gastrointestine from morphological observation."( Improvement of intestinal absorption of forsythoside A and chlorogenic acid by different carboxymethyl chitosan and chito-oligosaccharide, application to Flos Lonicerae-Fructus Forsythiae herb couple preparations.
Cai, B; Di, L; Shan, J; Wang, H; Yin, A; Zhou, W; Zhu, X, 2013
)
0.39
" In pharmacokinetics study, COS at dosage of 25mg/kg improved the bioavailability of phenylethanoid glycosides in Fructus Forsythiae extract to the greatest extent, and was safe for gastrointestine from morphological observation."( Effect of chito-oligosaccharide on the intestinal absorptions of phenylethanoid glycosides in Fructus Forsythiae extract.
Cai, B; Di, L; Liu, T; Shan, J; Tan, X; Zhou, W, 2014
)
0.4
"In the present study, male BALB/c mice received an oral dosage of sodium carboxymethylcellulose (CMC-Na) (0."( Synergistic anti-inflammatory effects of peimine, peiminine, and forsythoside a combination on LPS-induced acute lung injury by inhibition of the IL-17-NF-κB/MAPK pathway activation.
Du, H; Gong, G; Liu, C; Ma, Q; Quan, ZS; Wu, Y; Zhen, D, 2022
)
0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
hydroxycinnamic acidAny member of the class of cinnamic acids carrying one or more hydroxy substituents.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Protein kinase C alpha typeHomo sapiens (human)IC50 (µMol)1.90000.00010.972010.0000AID403148
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (31)

Processvia Protein(s)Taxonomy
angiogenesisProtein kinase C alpha typeHomo sapiens (human)
positive regulation of endothelial cell proliferationProtein kinase C alpha typeHomo sapiens (human)
desmosome assemblyProtein kinase C alpha typeHomo sapiens (human)
chromatin remodelingProtein kinase C alpha typeHomo sapiens (human)
protein phosphorylationProtein kinase C alpha typeHomo sapiens (human)
mitotic nuclear membrane disassemblyProtein kinase C alpha typeHomo sapiens (human)
cell adhesionProtein kinase C alpha typeHomo sapiens (human)
positive regulation of endothelial cell migrationProtein kinase C alpha typeHomo sapiens (human)
positive regulation of cardiac muscle hypertrophyProtein kinase C alpha typeHomo sapiens (human)
peptidyl-serine phosphorylationProtein kinase C alpha typeHomo sapiens (human)
peptidyl-threonine phosphorylationProtein kinase C alpha typeHomo sapiens (human)
positive regulation of cell migrationProtein kinase C alpha typeHomo sapiens (human)
positive regulation of lipopolysaccharide-mediated signaling pathwayProtein kinase C alpha typeHomo sapiens (human)
negative regulation of glial cell apoptotic processProtein kinase C alpha typeHomo sapiens (human)
regulation of mRNA stabilityProtein kinase C alpha typeHomo sapiens (human)
positive regulation of blood vessel endothelial cell migrationProtein kinase C alpha typeHomo sapiens (human)
post-translational protein modificationProtein kinase C alpha typeHomo sapiens (human)
positive regulation of macrophage differentiationProtein kinase C alpha typeHomo sapiens (human)
positive regulation of angiogenesisProtein kinase C alpha typeHomo sapiens (human)
positive regulation of bone resorptionProtein kinase C alpha typeHomo sapiens (human)
positive regulation of cell adhesionProtein kinase C alpha typeHomo sapiens (human)
positive regulation of mitotic cell cycleProtein kinase C alpha typeHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeProtein kinase C alpha typeHomo sapiens (human)
response to interleukin-1Protein kinase C alpha typeHomo sapiens (human)
regulation of platelet aggregationProtein kinase C alpha typeHomo sapiens (human)
apoptotic signaling pathwayProtein kinase C alpha typeHomo sapiens (human)
positive regulation of adenylate cyclase-activating G protein-coupled receptor signaling pathwayProtein kinase C alpha typeHomo sapiens (human)
positive regulation of angiotensin-activated signaling pathwayProtein kinase C alpha typeHomo sapiens (human)
positive regulation of dense core granule biogenesisProtein kinase C alpha typeHomo sapiens (human)
intracellular signal transductionProtein kinase C alpha typeHomo sapiens (human)
positive regulation of insulin secretionProtein kinase C alpha typeHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
protein kinase activityProtein kinase C alpha typeHomo sapiens (human)
diacylglycerol-dependent serine/threonine kinase activityProtein kinase C alpha typeHomo sapiens (human)
calcium,diacylglycerol-dependent serine/threonine kinase activityProtein kinase C alpha typeHomo sapiens (human)
integrin bindingProtein kinase C alpha typeHomo sapiens (human)
protein bindingProtein kinase C alpha typeHomo sapiens (human)
ATP bindingProtein kinase C alpha typeHomo sapiens (human)
zinc ion bindingProtein kinase C alpha typeHomo sapiens (human)
enzyme bindingProtein kinase C alpha typeHomo sapiens (human)
histone H3T6 kinase activityProtein kinase C alpha typeHomo sapiens (human)
protein serine kinase activityProtein kinase C alpha typeHomo sapiens (human)
protein serine/threonine kinase activityProtein kinase C alpha typeHomo sapiens (human)
diacylglycerol bindingProtein kinase C alpha typeHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
ciliary basal bodyProtein kinase C alpha typeHomo sapiens (human)
nucleoplasmProtein kinase C alpha typeHomo sapiens (human)
cytoplasmProtein kinase C alpha typeHomo sapiens (human)
mitochondrionProtein kinase C alpha typeHomo sapiens (human)
endoplasmic reticulumProtein kinase C alpha typeHomo sapiens (human)
cytosolProtein kinase C alpha typeHomo sapiens (human)
plasma membraneProtein kinase C alpha typeHomo sapiens (human)
mitochondrial membraneProtein kinase C alpha typeHomo sapiens (human)
perinuclear region of cytoplasmProtein kinase C alpha typeHomo sapiens (human)
extracellular exosomeProtein kinase C alpha typeHomo sapiens (human)
alphav-beta3 integrin-PKCalpha complexProtein kinase C alpha typeHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID1371010Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced superoxide anion generation by measuring superoxide dismutase SOD-inhibitable ferricytochrome c reduction incubated for 5 mins before fMLP/CB stimulation for 3 mins 2017Journal of natural products, 04-28, Volume: 80, Issue:4
Chemical Constituents and Anti-inflammatory Principles from the Fruits of Forsythia suspensa.
AID1625184Hemolytic activity in human RBC at MIC after 1 hr by spectrophotometric method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID1625179Antimicrobial activity against Candida albicans ATCC 10231 after 48 hrs by microbroth dilution method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID403148Inhibition of human recombinant PKCalpha1998Journal of natural products, Nov, Volume: 61, Issue:11
Phenylethanoid glycosides from Digitalis purpurea and Penstemon linarioides with PKCalpha-inhibitory activity.
AID1625182Antifungal activity against Cryptococcus neoformans ATCC 24067 after 48 hrs by micro broth dilution method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID403737Antioxidant activity assessed as DPPH free radical scavenging activity after 30 mins by TLC autographic assay2005Journal of natural products, Aug, Volume: 68, Issue:8
Antioxidant constituents of the aerial parts of Globularia alypum growing in Morocco.
AID1625181Antifungal activity against Cryptococcus neoformans isolate T1444 after 48 hrs by micro broth dilution method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID1255828Neuroprotective activity against rotenone-induced cell damage in rat PC12 cells assessed as cell viability at 10 uM after 48 hrs by MTT assay (Rvb = 53.9 +/- 7.1%)2015Journal of natural products, Oct-23, Volume: 78, Issue:10
Forsythoneosides A-D, Neuroprotective Phenethanoid and Flavone Glycoside Heterodimers from the Fruits of Forsythia suspensa.
AID1625180Antifungal activity against Candida parapsilosis ATCC 22019 after 24 hrs by micro broth dilution method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID1625185Hemolytic activity in human RBC after 1 hr by spectrophotometric method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID1625183Antifungal activity against Cryptococcus neoformans isolate T1444 assessed as FIC index after 48 hrs in presence of amphotericin B by micro broth dilution method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Antifungal Phenylpropanoid Glycosides from Lippia rubella.
AID1371011Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced elastase release pre-incubated for 5 mins before fMLP/CB stimulation using MeO-Suc-Ala-Ala-Pro-Val-pnitroanilide as substrate2017Journal of natural products, 04-28, Volume: 80, Issue:4
Chemical Constituents and Anti-inflammatory Principles from the Fruits of Forsythia suspensa.
AID1371012Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced superoxide anion generation by measuring superoxide dismutase SOD-inhibitable ferricytochrome c reduction at 10 ug/ml incubated for 5 mins before fMLP/CB stimulation2017Journal of natural products, 04-28, Volume: 80, Issue:4
Chemical Constituents and Anti-inflammatory Principles from the Fruits of Forsythia suspensa.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (116)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (0.86)18.7374
1990's4 (3.45)18.2507
2000's18 (15.52)29.6817
2010's61 (52.59)24.3611
2020's32 (27.59)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 31.04

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index31.04 (24.57)
Research Supply Index4.80 (2.92)
Research Growth Index5.57 (4.65)
Search Engine Demand Index25.55 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (31.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.84%)5.53%
Reviews1 (0.84%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other117 (98.32%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]