Compounds > luffariellolide
Page last updated: 2024-11-11

luffariellolide

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

Description

luffariellolide: structure given in first source; a partially reversible phospholipase A2 inhibitor; a major metabolite of the sponge Luffariella; do not confuse with luffolide, a minor metabolite of the same species [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5387248
CHEMBL ID451037
CHEBI ID181926
SCHEMBL ID10422020
MeSH IDM0204907

Synonyms (19)

Synonym
3-[(3e,7e)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2h-uran-5-one
111149-87-2
CHEBI:181926
luffariellolide
nsc622149
nsc-622149
SMP2_000178
3-[(3e,7e)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2h-furan-5-one
CHEMBL451037
C19901
2(5h)-furanone, 4-(4,8-dimethyl-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7-decadienyl)-5-hydroxy-, (e,e)-
AKOS025294086
SCHEMBL10422020
J-002531
bdbm50478547
4-((3e,7e)-4,8-dimethyl-10-(2,6,6-trimethylcyclohex-1-enyl)deca-3,7-dienyl)-5-hydroxyfuran-2(5h)-one
CS-0068326
HY-118725
AKOS040744944

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
diterpene lactone
[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)
Phosphatidylcholine 2-acylhydrolase Apis mellifera (honey bee)IC50 (µMol)0.23000.04000.11330.2300AID359617
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID333491Antimicrobial activity against Escherichia coli DSM 10290 at 5 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333500Antimicrobial activity against Cladosporium herbarum DSM 63422 by serial dilution assay2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID1666597Induction of DNA damage in human SU8686 cells assessed as increase in gammaH2AX phosphorylation at ser193 at cytotoxic IC50 in presence of 0.3 uM doxorubicin by fluorometry method2020Bioorganic & medicinal chemistry, 02-15, Volume: 28, Issue:4
Targeting the DNA damage response (DDR) by natural compounds.
AID763029Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by SRB assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Structures and potential antitumor activity of sesterterpenes from the marine sponge Hyrtios communis.
AID359618Inhibition of human synovial fluid-PLA21992Journal of natural products, Dec, Volume: 55, Issue:12
Phospholipase A2 inhibitors from marine organisms.
AID333490Antimicrobial activity against Bacillus subtilis DSM 2109 at 5 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333493Antimicrobial activity against Cladosporium herbarum DSM 63422 at 5 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID763027Antiproliferative activity against human T47D cells after 48 hrs by SRB assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Structures and potential antitumor activity of sesterterpenes from the marine sponge Hyrtios communis.
AID359617Inhibition of bee venom PLA21992Journal of natural products, Dec, Volume: 55, Issue:12
Phospholipase A2 inhibitors from marine organisms.
AID333495Antimicrobial activity against Bacillus subtilis DSM 2109 at 10 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333497Antimicrobial activity against Candida albicans at 10 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333494Antimicrobial activity against Staphylococcus aureus ATCC 210923 at 10 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333496Antimicrobial activity against Escherichia coli DSM 10290 at 10 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333489Antimicrobial activity against Staphylococcus aureus ATCC 25923 at 5 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333502Cytotoxicity against human HeLa cells by MTT assay2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333492Antimicrobial activity against Candida albicans at 5 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID1666596Induction of DNA damage in human SU8686 cells assessed as increase in gammaH2AX phosphorylation at ser193 at cytotoxic IC50 in presence of 5 uM cisplatin by fluorometry method2020Bioorganic & medicinal chemistry, 02-15, Volume: 28, Issue:4
Targeting the DNA damage response (DDR) by natural compounds.
AID333499Cytotoxicity against mouse L5178Y cells by MTT assay2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333498Antimicrobial activity against Cladosporium herbarum DSM 63422 at 10 ug/disk after 24 hrs2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID333501Cytotoxicity against rat PC12 cells by MTT assay2004Journal of natural products, Nov, Volume: 67, Issue:11
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
AID763028Inhibition of hypoxia-induced HIF-1 activation in human T47D cells by luciferase reporter gene assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Structures and potential antitumor activity of sesterterpenes from the marine sponge Hyrtios communis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (25.00)18.2507
2000's1 (12.50)29.6817
2010's3 (37.50)24.3611
2020's2 (25.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.97

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 Index12.97 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index5.17 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.97)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (12.50%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (87.50%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
kojic acid
[no description available]		2.25104-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
aloe emodin
aloe emodin: structure distinct from emodin; this does not mean emodin from aloe. Aloe emodin : A dihydroxyanthraquinone that is chrysazin carrying a hydroxymethyl group at position 3. It has been isolated from plant species of the genus Aloe.		2.2510aromatic primary alcohol;
dihydroxyanthraquinone		antineoplastic agent;
plant metabolite
caproamide
[no description available]		2.2510primary carboxamide;
primary fatty amide
viridicatin
viridicatin: structure. viridicatin : A hydroxyquinolone that is 3-hydroxyuinolin-2(1H)-one which is substituted at position 4 by a phenyl groups. Isolated from the mycelium of several Penicillium species, it exhibits strong antibiotic activity against M. tuberculosis and also against B. subtilis, S. aureus and S. cerevisiae.		2.2510hydroxyquinolineantibacterial agent;
Aspergillus metabolite;
marine metabolite;
Penicillium metabolite
pinocembrin
pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.		2.2510(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent
avarol
avarol: RN given refers to parent cpd; extract from Dysidea avara(sea sponge)		2.2510
avarone
avarone: antileukemic agent; isolated from Dysidea avara		2.2510
illimaquinone
illimaquinone: structure given in first source; isolated from the Red Sea sponge Smenospongia; inhibits the RNase H. activity of HIV-1 reverse transcriptase		3.0810monohydroxy-1,4-benzoquinones;
prenylquinone		metabolite
skyrin
skyrin: main pigment of toxin rice fungus Penicillium islandicum; RN given refers to parent cpd; structure		2.2510biaryl;
trihydroxyanthraquinone
altersolanol a
altersolanol A: isolated from fermentation product of fungus Alternaria porri(Ellis) Ciferri;RN given refers to (1R-(1alpha,2beta,3beta,4alpha))-isomer; structure given in first source		2.2510pentahydroxyanthraquinone
xanthorrhizol
xanthorrhizol: structure in first source		2.2510sesquiterpenoid
aeroplysinin i
aeroplysinin I: isolated from sponge Aplysina sp.; RN refers to (1S-trans)-isomer; structure given in second source		2.2510tertiary alcohol
matairesinol
matairesinol: lignan that is a central precursor in plants in the biosynthesis of numerous lignans (coordinate with specific); RN refers to (3R-trans)-isomer. (-)-matairesinol : A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer).		2.2510gamma-lactone;
lignan;
polyphenol		angiogenesis inhibitor;
anti-asthmatic agent;
phytoestrogen;
plant metabolite
macrosporin
macrosporin: isolated from fermentation product of fungus Alternaria porri (Ellis) Ciferri; structure given in first source		2.2510
sesquiterpenes
[no description available]		2.0210
beauvericin
[no description available]		2.2510cyclodepsipeptideantibiotic insecticide;
antifungal agent;
antineoplastic agent;
apoptosis inhibitor;
fungal metabolite;
ionophore;
mycotoxin;
P450 inhibitor
8-hydroxymanzamine a
8-hydroxymanzamine A: active against HIV-II; isolated from the sponge Pachypellina; structure in first source. 8-hydroxymanzamine A : An alkaloid that is manzamine A with a hydroxy substituent at position 8. Isolated from Pachypellina and Acanthostrongylophora, it exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).		2.2510alkaloid;
beta-carbolines;
isoquinolines		anti-HSV-2 agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
metabolite
neobavaisoflavone
neobavaisoflavone: isolated from Psoralea corylifolia; structure in first source. neobavaisoflavone : A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone with an additonal hydroxy group at position 4' and a prenyl group at position 3'. Isolated from seeds of Psoralea corylifolia, it exhibits inhibitory activity against DNA polymerase and platelet aggregation.		2.25107-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
plant metabolite;
platelet aggregation inhibitor
alternariol monomethyl ether
djalonensone : A benzochromenone that is alternariol in which the hydroxy group at position 9 has been converted into the corresponding methyl ether. A natural product found in Chaetomium globosum as well as being one of the two most important compounds belonging to the group of Altenaria mycotoxins.		2.2510aromatic ether;
benzochromenone		antifungal agent;
fungal metabolite;
mycotoxin
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.0710cysteiniumfundamental metabolite
bakuchiol
bakuchiol: chief component of Psoralea corylifolia Linn; structure		2.2510
manoalide
manoalide: phospholipase A2 inhibitor; sesterterpene from marine sponge L. variabilis; structure given in first source. manoalide : A sesterterpenoid isolated from the marine sponge Luffariella variabilis and which has been shown to exhibit inhibitory activity towards phospholipase A2.		3.4820butenolide;
lactol;
sesterterpenoid		EC 3.1.1.4 (phospholipase A2) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
metabolite
bavachalcone
bavachalcone: structure in first source		2.2510chalcones
aerothionin
[no description available]		2.2510isoxazolesmetabolite
nystatin a1
Nystatin: Macrolide antifungal antibiotic complex produced by Streptomyces noursei, S. aureus, and other Streptomyces species. The biologically active components of the complex are nystatin A1, A2, and A3.. nystatin : A heterogeneous mixture of polyene compounds produced by cultures of Streptomyces noursei. It mainly consists of three biologically active components designated nystatin A1, nystatin A2, and nystatin A3. It is used to treat oral and dermal fungal infections.. nystatin A1 : A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptomyces species. It is an antifungal antibiotic used for the treatment of topical fungal infections caused by a broad spectrum of fungal pathogens comprising yeast-like and filamentous species.		2.0210nystatins
norrisolide
norrisolide: structure in first source		3.0810
roquefortine
[no description available]		2.2510pyrroloindole
scalaradial
scalaradial: RN refers to the (5alpha,12alpha,17abeta)-isomer; a marine natural product isolated from the sponge Cacospongia sp.; structure given in first source. scalaradial : A scalarane sesterterpenoid with formula C27H40O4. It is a natural product found in the marine sponges Spongia officinalis and Cacospongia mollior, and exhibits anti-inflammatory activity.		3.4820acetate ester;
carbotetracyclic compound;
dialdehyde;
enal;
scalarane sesterterpenoid		animal metabolite;
anti-inflammatory agent;
apoptosis inducer;
EC 3.1.1.4 (phospholipase A2) inhibitor;
marine metabolite;
TRP channel blocker
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia, Acute Monocytic
[description not available]		02.0710
Leukemia, Monocytic, Acute
An acute myeloid leukemia in which 80% or more of the leukemic cells are of monocytic lineage including monoblasts, promonocytes, and MONOCYTES.		02.0710