Page last updated: 2024-11-11

lupiwighteone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

lupiwighteone: has antineoplastic activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5317480
CHEMBL ID3616491
CHEBI ID185842
SCHEMBL ID757741
MeSH IDM000610886

Synonyms (30)

Synonym
MEGXP0_000421
lupiwighteone
5,7,4'-trihydroxy-8-prenylisoflavone
LMPK12050196
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
CHEBI:185842
SCHEMBL757741
4h-1-benzopyran-4-one,5,7-dihydroxy-3- (4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-
104691-86-3
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one
5,7,4'-trihydroxy-8-(3,3-dimethylallyl)isoflavone
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4h-chromen-4-one #
YGCCASGFIOIXIN-UHFFFAOYSA-N
CHEMBL3616491
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one; 8-prenylgenistein
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one, 9ci
8-prenylgenistein
AKOS032950070
BCP06418
HY-N3354
CS-0023972
MS-25142
E80612
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one
DTXSID601132953
8-isopentenylgenistein
4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
S5W46B3BUM
4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-
3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-5,7-bis(oxidanyl)chromen-4-one

Research Excerpts

Overview

Lupiwighteone (Lup) is a kind of natural isoflavone. Its pharmacological effect and active mechanism are rarely reported.

ExcerptReferenceRelevance
"Lupiwighteone (Lup) is a kind of natural isoflavone, but its pharmacological effect and active mechanism are rarely reported. "( Lupiwighteone induces cell cycle arrest and apoptosis and activates the Nrf2/ARE pathway in human neuroblastoma cells.
Hu, K; Huang, Q; Ren, J; Xu, Y; Yang, J; Yang, M, 2015
)
3.3
"Lupiwighteone (Lup) is an isoflavone-type compound."( Isoflavone lupiwighteone induces cytotoxic, apoptotic, and antiangiogenic activities in DU-145 prostate cancer cells.
Hu, K; Huang, Q; Ren, J; Xu, Y; Yang, J; Yang, M, 2015
)
1.53

Effects

ExcerptReferenceRelevance
"Lupiwighteone has anticancer effects in prostate cancer cells and neuroblastoma cells."( Lupiwighteone induces caspase-dependent and -independent apoptosis on human breast cancer cells via inhibiting PI3K/Akt/mTOR pathway.
Seo, KI; Won, YS, 2020
)
2.72

Treatment

ExcerptReferenceRelevance
"Lupiwighteone treatment decreased the viability of MCF-7 and MDA-MB-231 cells."( Lupiwighteone induces caspase-dependent and -independent apoptosis on human breast cancer cells via inhibiting PI3K/Akt/mTOR pathway.
Seo, KI; Won, YS, 2020
)
2.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
isoflavonesAny isoflavonoid with a 3-aryl-1-benzopyran-4-one (3-aryl-4H-chromen-4-one) skeleton and its substituted derivatives.
[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]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID1700386Antibacterial activity against Listeria monocytogenes assessed as reduction in microbial growth measured every 5 mins for 24 hrs2020Journal of natural products, 11-25, Volume: 83, Issue:11
Total Syntheses of Prenylated Isoflavones from
AID1453623Inhibition of recombinant human PTP1B using p-nitrophenyl phosphate as substrate at 10 uM after 30 mins relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1484046Antiproliferative activity against human A549 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1453614Growth inhibition of human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453616Growth inhibition of human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1484042Inhibition of LPS-induced NF-kappaB (unknown origin) transactivation expressed in human SW480 cells at 10 uM administered 1 hr after LPS stimulation measured after 6 hrs by luciferase reporter gene assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1890494Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay2022Journal of natural products, 04-22, Volume: 85, Issue:4
Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant
AID1484048Antiproliferative activity against human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484037Inhibition of recombinant human PTP1B using pNPP as substrate at 10 uM after 30 mins relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1453615Growth inhibition of human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1890498Selectivity index, ratio of IC50 for human HaCaT cells to IC50 for human HCT-116 cells2022Journal of natural products, 04-22, Volume: 85, Issue:4
Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant
AID1484039Activation of Nrf2 (unknown origin) expressed in human HepG2 cells at 10 uM after 6 hrs by ARE-driven luciferase reporter gene assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484047Antiproliferative activity against human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1890497Selectivity index, ratio of IC50 for human HaCaT cells to IC50 for human A-375 cells2022Journal of natural products, 04-22, Volume: 85, Issue:4
Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant
AID1484045Antiproliferative activity against human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484034Inhibition of tyrosinase (unknown origin) using L-tyrosine as substrate at 10 uM preincubated for 15 mins followed by substrate addition relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1890493Cytotoxicity against human A-375 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay2022Journal of natural products, 04-22, Volume: 85, Issue:4
Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant
AID1453621Inhibition of LPS-induced NF-kappaB transcription (unknown origin) expressed in human SW480 cells at 10 uM by luciferase reporter gene assay2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1248069Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate after 30 mins by spectrophotometric analysis2015Bioorganic & medicinal chemistry letters, Oct-15, Volume: 25, Issue:20
Synthesis, α-glucosidase inhibitory and molecular docking studies of prenylated and geranylated flavones, isoflavones and chalcones.
AID1453619Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production at 10 uM after 24 hrs by Griess reagent based assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1890496Cytotoxicity against human HaCaT cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay2022Journal of natural products, 04-22, Volume: 85, Issue:4
Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant
AID1453625Inhibition of mushroom tyrosinase at 10 uM using L-tyrosine as substrate incubated for 15 mins followed by substrate addition relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1484040Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 10 uM after 24 hrs by Griess assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (10.00)29.6817
2010's6 (60.00)24.3611
2020's3 (30.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]