Page last updated: 2024-11-12

bolinaquinone

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

Description

bolinaquinone: a marine sesquiterpenoid from sponge Dysidea sp. with anti-inflammatory activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10066979
SCHEMBL ID1231059
MeSH IDM0485546

Synonyms (7)

Synonym
bolinaquinone
SCHEMBL1231059
3-[[(1r,2r,4as,8as)-1,2,4a,5-tetramethyl-1,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione
hq9rw9s9s5 ,
216498-95-2
Q4939451
rel-(-)-2-hydroxy-5-methoxy-3-(((1r,2r,4as,8as)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-2-naphthalenyl)methyl)-2,5-cyclohexadiene-1,4-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Phospholipase A2, major isoenzymeSus scrofa (pig)IC50 (µMol)0.40000.04804.12088.0000AID360340
Phospholipase A2Apis mellifera (honey bee)IC50 (µMol)0.10000.07003.85707.5000AID360344
Phospholipase A2, membrane associatedHomo sapiens (human)IC50 (µMol)0.20000.00301.08118.0000AID360342
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
phospholipid metabolic processPhospholipase A2, membrane associatedHomo sapiens (human)
inflammatory responsePhospholipase A2, membrane associatedHomo sapiens (human)
positive regulation of macrophage derived foam cell differentiationPhospholipase A2, membrane associatedHomo sapiens (human)
lipid catabolic processPhospholipase A2, membrane associatedHomo sapiens (human)
killing of cells of another organismPhospholipase A2, membrane associatedHomo sapiens (human)
low-density lipoprotein particle remodelingPhospholipase A2, membrane associatedHomo sapiens (human)
intestinal stem cell homeostasisPhospholipase A2, membrane associatedHomo sapiens (human)
phosphatidylethanolamine metabolic processPhospholipase A2, membrane associatedHomo sapiens (human)
phosphatidylcholine metabolic processPhospholipase A2, membrane associatedHomo sapiens (human)
phosphatidic acid metabolic processPhospholipase A2, membrane associatedHomo sapiens (human)
arachidonic acid secretionPhospholipase A2, membrane associatedHomo sapiens (human)
positive regulation of inflammatory responsePhospholipase A2, membrane associatedHomo sapiens (human)
defense response to Gram-positive bacteriumPhospholipase A2, membrane associatedHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadePhospholipase A2, membrane associatedHomo sapiens (human)
regulation of neutrophil activationPhospholipase A2, membrane associatedHomo sapiens (human)
negative regulation of T cell proliferationPhospholipase A2, membrane associatedHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
phospholipase A2 activityPhospholipase A2, membrane associatedHomo sapiens (human)
phospholipid bindingPhospholipase A2, membrane associatedHomo sapiens (human)
calcium-dependent phospholipase A2 activityPhospholipase A2, membrane associatedHomo sapiens (human)
calcium ion bindingPhospholipase A2, membrane associatedHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
extracellular regionPhospholipase A2, membrane associatedHomo sapiens (human)
extracellular spacePhospholipase A2, membrane associatedHomo sapiens (human)
mitochondrial outer membranePhospholipase A2, membrane associatedHomo sapiens (human)
endoplasmic reticulumPhospholipase A2, membrane associatedHomo sapiens (human)
endoplasmic reticulum membranePhospholipase A2, membrane associatedHomo sapiens (human)
plasma membranePhospholipase A2, membrane associatedHomo sapiens (human)
secretory granulePhospholipase A2, membrane associatedHomo sapiens (human)
perinuclear region of cytoplasmPhospholipase A2, membrane associatedHomo sapiens (human)
extracellular exosomePhospholipase A2, membrane associatedHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID360349Inhibition of TPA-induced chemiluminescence response in human neutrophils at 10 uM after 7 mins2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID360338Inhibition of Naja naja venom group 1 secretory phospholipase A2 at 10 uM by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID392420Antiviral activity against HIV12009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
A novel sesquiterpene quinone from Hainan sponge Dysidea villosa.
AID360344Inhibition of bee venom group 3 secretory phospholipase A2 by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID425216Neuroprotective activity against iodoacetic acid-induced cell death in mouse HT22 cells assessed as survival at 10 uM treated 2 hrs after iodoacetic acid challenge measured after 20 hrs by MTT colorimetric assay2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Dysideamine, a new sesquiterpene aminoquinone, protects hippocampal neuronal cells against iodoacetic acid-induced cell death.
AID360339Inhibition of pig pancreatic group 1 secretory phospholipase A2 at 10 uM by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID360343Inhibition of bee venom group 3 secretory phospholipase A2 at 10 uM by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID360341Inhibition of human synovial recombinant group 2 secretory phospholipase A2 at 10 uM by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID360351Inhibition of cytochalasin B and fMLP-stimulated human neutrophil degranulation assessed as inhibition of elastase release preincubated for 5 mins before cytochalasin B and fMLP challenge measured after 20 mins by microtiter plate assay2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID360348Cytotoxicity against human neutrophils assessed as inhibition of cell viability at 10 uM after 16 to 40 hrs by MTT assay2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID360342Inhibition of human synovial recombinant group 2 secretory phospholipase A2 by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID392419Cytotoxicity against human HeLa cells2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
A novel sesquiterpene quinone from Hainan sponge Dysidea villosa.
AID360350Inhibition of cytochalasin B and fMLP-stimulated human neutrophil degranulation assessed as inhibition of elastase release at 10 uM preincubated for 5 mins before cytochalasin B and fMLP challenge measured after 20 mins by microtiter plate assay2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID569046Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced PGE2 production treated 30 mins before LPS challenge measured after 24 hrs by emzyme immunoassay2011European journal of medicinal chemistry, Feb, Volume: 46, Issue:2
Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues.
AID360340Inhibition of pig pancreatic group 1 secretory phospholipase A2 by liquid scintillation counting2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
AID1178613Antiproliferative activity against human DU145 cells assessed as growth inhibition under hypoxic condition at 1 to 30 uM after 24 hrs by MTT assay2014Bioorganic & medicinal chemistry letters, Jul-15, Volume: 24, Issue:14
Marine spongian sesquiterpene phenols, dictyoceratin-C and smenospondiol, display hypoxia-selective growth inhibition against cancer cells.
AID360345Inhibition of group 4 cytosolic phospholipase A2 in mouse RAW264.7 cells2001Journal of natural products, May, Volume: 64, Issue:5
New sesquiterpene derivatives from the sponge Dysidea species with a selective inhibitor profile against human phospholipase A2 and other leukocyte functions.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's6 (54.55)29.6817
2010's5 (45.45)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.90

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.90 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.46 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.90)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]