Page last updated: 2024-11-07

isodiospyrin

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

Description

Isodiospyrin is a naturally occurring naphthoquinone isolated from the heartwood of the Diospyros species. It has shown significant biological activity including anti-inflammatory, antioxidant, and cytotoxic effects. Isodiospyrin has been the focus of research due to its potential as a lead compound for the development of new drugs. Notably, isodiospyrin has exhibited potent anti-cancer activity against various cancer cell lines, including leukemia, breast, and lung cancer cells. The compound has also shown promising results in treating inflammatory diseases and neurological disorders. Research on isodiospyrin aims to understand its mechanisms of action, optimize its pharmacological properties, and explore its potential applications in medicine.'

isodiospyrin: RN refers to (-)-isomer; from the root of Diospyros piscatoria; has antibacterial activity [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
DiospyrosgenusA plant genus of the family EBENACEAE, order Ebenales, subclass Dilleniidae, class Magnoliopsida best known for the edible fruit and the antibacterial activity and compounds of the wood.[MeSH]EbenaceaeA small plant family of the order Ebenales, subclass Dilleniidae, class Magnoliopsida. Members contain NAPHTHOQUINONES.[MeSH]

Cross-References

ID SourceID
PubMed CID99298
CHEMBL ID1992900
CHEBI ID6002
MeSH IDM0364616

Synonyms (27)

Synonym
NCI60_001744
5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxo-1-naphthyl)-7-methyl-naphthalene-1,4-dione
nsc-208731
[1,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
NSC208731 ,
isoldiospyrin
20175-84-2
isodiospyrin
5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-7-methylnaphthalene-1,4-dione
(1,2'-binaphthalene)-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
1',4-dihydroxy-2,3'-dimethyl-(1,2'-binaphthalene)-5,5',8,8'-tetrone
nsc 208731
bdbm93040
89475-33-2
CHEBI:6002 ,
CHEMBL1992900
[1,2'-binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
OEEOHKZVBKYMBA-UHFFFAOYSA-N
DTXSID90174007
AKOS030533948
FS-9529
Q27106975
[1,2'-binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (r)- (8ci); (1r)-1',4-dihydroxy-2,3'-dimethyl[1,2'-binaphthalene]-5,5',8,8'-tetrone; (-)-isodiospyrin
rac-isodiospyrin
CS-0024366
HY-N3488
[1,2'-binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (1r)-

Research Excerpts

Overview

Isodiospyrin is a natural product from the plant Diospyros morrisiana. It consists of an asymmetrical 1,2-binaphthoquinone chromophore.

ExcerptReferenceRelevance
"Isodiospyrin is a natural product from the plant Diospyros morrisiana, which consists of an asymmetrical 1,2-binaphthoquinone chromophore. "( Isodiospyrin as a novel human DNA topoisomerase I inhibitor.
Chen, TY; Hsu, CT; Hsu, HT; Hwang, J; Kuo, YH; Liu, LF; Su, JS; Tarn, WY; Ting, CY; Whang-Peng, J, 2003
)
3.2
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
biphenylsBenzenoid aromatic compounds containing two phenyl or substituted-phenyl groups which are joined together by a single bond.
[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 (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA gyrase subunit BMycobacterium tuberculosis H37RvIC50 (µMol)100.00000.01502.467610.0000AID1335289
DNA gyrase subunit AMycobacterium tuberculosis H37RvIC50 (µMol)100.00000.01503.477310.0000AID1335289; AID1799875
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1799875Enzyme Assay from Article 10.1074/jbc.M112.419069: \\The naphthoquinone diospyrin is an inhibitor of DNA gyrase with a novel mechanism of action.\\2013The Journal of biological chemistry, Feb-15, Volume: 288, Issue:7
The naphthoquinone diospyrin is an inhibitor of DNA gyrase with a novel mechanism of action.
AID1335289Inhibition of Mycobacterium tuberculosis DNA gyrase assessed as inhibition of DNA supercoiling activity using relaxed pBR322 as substrate incubated for 30 mins in presence of ATP by ethidium bromide staining based agarose gel electrophoresis2016European journal of medicinal chemistry, Nov-29, Volume: 124Mycobacterium Tuberculosis (MTB) GyrB inhibitors: An attractive approach for developing novel drugs against TB.
AID1718901Inhibition of Mycobacterium tuberculosis DNA gyrase assessed as reduction in DNA supercoiled DNA formation incubated for 30 mins by SDS-PAGE analysis2020Journal of natural products, 12-24, Volume: 83, Issue:12
Total Synthesis of the Antitumor-Antitubercular 2,6'-Bijuglone Natural Product Diospyrin and Its 3,6'-Isomer.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (42.86)29.6817
2010's3 (42.86)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.78

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 Index12.78 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]