Page last updated: 2024-12-10

cleistanthin

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

Description

cleistanthin: lignan lactone toxic glycoside from Cleistanthus collinus (Roxb); structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

cleistanthin A : A member of the class of cleistanthins that is the 4-O-3,4-di-O-methyl-beta-D-xylopyranoside of 1,3-dihydronaphtho[2,3-c]furan-4-ol which is substituted by an oxo group at position 1, methoxy groups at positions 6 and 7, and a 1,3-benzodioxol-5-yl group at position 9. It is one of the toxic principles in Cleistanthus collinus. [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]

FloraRankFlora DefinitionFamilyFamily Definition
Cleistanthusgenus[no description available]Phyllanthaceae[no description available]
Cleistanthus collinusspecies[no description available]Phyllanthaceae[no description available]

Cross-References

ID SourceID
PubMed CID44563408
CHEMBL ID514923
CHEBI ID3737
SCHEMBL ID515786
MeSH IDM0055350

Synonyms (8)

Synonym
ciba go. 4350
cleistanthin
cleistanthin a
CHEMBL514923
chebi:3737 ,
SCHEMBL515786
9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 3,4-di-o-methyl-beta-d-xylopyranoside
Q27106179

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" LD50 was found to be 1690 mg/kg."( Effect of potassium channel modulators on toxicity of Cleistanthus collinus.
Anand, KN; Ernest, K; Jeyaseelan, L; Jose, VM; Kuruvilla, A, 2004
)
0.32
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
antihypertensive agentAny drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
alpha-adrenergic antagonistAn agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
diureticAn agent that promotes the excretion of urine through its effects on kidney function.
[role 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]

Drug Classes (2)

ClassDescription
xylose derivativeAn aldopentose derivative that is formally obtained from a xylose.
cleistanthinsAny of the lignans with a 9-aryl-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl glycoside skeleton originally isolated from Cleistanthus collinus, a toxic deciduous shrub. While all parts of the plant are poisonous, the leaves in particular are used as a suicide poison by young women in rural parts of southern India. Cleistanthins A and B have been particularly associated with the toxicity of the plant, with cleistanthin A being more potent than cleistanthin B.
[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 (13)

Assay IDTitleYearJournalArticle
AID1237462Cytotoxicity against human A549 cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Synthesis and bioevaluation of heterocyclic derivatives of Cleistanthin-A.
AID1158933Cytotoxicity against human U251 cells assessed as growth inhibition after 72 hrs by MTT assay2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID1237465Cytotoxicity against human HepG2 cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Synthesis and bioevaluation of heterocyclic derivatives of Cleistanthin-A.
AID1158935Inhibition of vacuolar H+-ATPase in human HepG2 cells assessed as neutralization of lysosomal pH at 10 to 100 nM after 48 hrs by LysoTracker Red dye-based confocal microscopic analysis2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID1158934Inhibition of vacuolar H+-ATPase in human HepG2 cells assessed as release of phosphate after 72 hrs by malachite green dye-based spectrophotometric analysis2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID409956Inhibition of mouse brain MAOB2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID1158929Cytotoxicity against human MCF7 cells assessed as growth inhibition after 72 hrs by MTT assay2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID1237468Cytotoxicity against human HeLa cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Synthesis and bioevaluation of heterocyclic derivatives of Cleistanthin-A.
AID1237466Cytotoxicity against human HCT116 cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Synthesis and bioevaluation of heterocyclic derivatives of Cleistanthin-A.
AID1158932Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by MTT assay2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID1158931Cytotoxicity against human HepG2 cells assessed as growth inhibition after 72 hrs by MTT assay2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID1158930Cytotoxicity against human HeLa cells assessed as growth inhibition after 72 hrs by MTT assay2014European journal of medicinal chemistry, Jul-23, Volume: 82Synthesis and identification of cytotoxic diphyllin glycosides as vacuolar H(+)-ATPase inhibitors.
AID1237461Cytotoxicity against human WRL68 cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Synthesis and bioevaluation of heterocyclic derivatives of Cleistanthin-A.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (14.29)18.2507
2000's7 (33.33)29.6817
2010's7 (33.33)24.3611
2020's4 (19.05)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%
Reviews2 (8.70%)6.00%
Case Studies3 (13.04%)4.05%
Observational0 (0.00%)0.25%
Other18 (78.26%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]