Compounds > marchantin a
Page last updated: 2024-12-08

marchantin a

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

Description

marchantin A: 16 carbon macrocyclic bis-ether bis-bibenzyl similar to riccardin A; from liverwort Marchantia polymorpha; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
MarchantiagenusA liverwort plant genus of the family Marchantiaceae, order Marchantiales, subclass MARCHANTIAE. Members contain brassinosteroids and DITERPENES.[MeSH]Marchantiaceae[no description available]

Cross-References

ID SourceID
PubMed CID442710
CHEMBL ID2040589
CHEBI ID6693
MeSH IDM0252974

Synonyms (6)

Synonym
marchantin a
chebi:6693 ,
CHEMBL2040589
Q27107299
2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,5,17-triol
DTXSID101317897

Research Excerpts

Overview

Marchantin A is a cyclic bisbibenzyl that has previously been isolated from Marchantia polymorpha and other liverwort species. It has been shown to exert cytotoxic effects.

ExcerptReferenceRelevance
"Marchantin A is a cyclic bisbibenzyl that has previously been isolated from Marchantia polymorpha and other liverwort species and has been shown to exert cytotoxic effects."( Synergistic cytotoxic effect of the microtubule inhibitor marchantin A from Marchantia polymorpha and the Aurora kinase inhibitor MLN8237 on breast cancer cells in vitro.
Jensen, JS; Ogmundsdottir, HM; Olafsdottir, ES; Omarsdottir, S; Thorsteinsdottir, JB, 2012)		1.34
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
phenylpropanoidAny organic aromatic compound with a structure based on a phenylpropane skeleton. The class includes naturally occurring phenylpropanoid esters, flavonoids, anthocyanins, coumarins and many small phenolic molecules as well as their semi-synthetic and synthetic analogues. Phenylpropanoids are also precursors of lignin.
[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
AID602897Vasorelaxant activity in Wistar rat endothelium-intact aortic rings assessed as inhibition of phenylephrine-induced contractions at 30 uM after 10 to 30 mins2011Bioorganic & medicinal chemistry, Jul-01, Volume: 19, Issue:13
Vasorelaxant effects of macrocyclic bis(bibenzyls) from liverworts.
AID404053Inhibition of LPS-induced iNOS mRNA expression in mouse RAW264.7 cells treated for 24 hrs by RT-PCR analysis2005Journal of natural products, Dec, Volume: 68, Issue:12
Bis(bibenzyls) from liverworts inhibit lipopolysaccharide-induced inducible NOS in RAW 264.7 cells: a study of structure-activity relationships and molecular mechanism.
AID666156Inhibition of Influenza Viral Focus Formation at 13 uM relative to control2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
AID666155Inhibition of Influenza Viral Focus Formation at 50 uM relative to control2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
AID404052Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells pretreated 1 hr before LPS challenge after 24 hrs by Griess reagent method2005Journal of natural products, Dec, Volume: 68, Issue:12
Bis(bibenzyls) from liverworts inhibit lipopolysaccharide-induced inducible NOS in RAW 264.7 cells: a study of structure-activity relationships and molecular mechanism.
AID1865939Bactericidal activity against Listeria monocytogenes2022Journal of natural products, 03-25, Volume: 85, Issue:3
Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity.
AID1865941Bactericidal activity against Saccharomyces cerevisiae2022Journal of natural products, 03-25, Volume: 85, Issue:3
Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity.
AID1865938Antibacterial activity against Listeria monocytogenes2022Journal of natural products, 03-25, Volume: 85, Issue:3
Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity.
AID404051Inhibition of iNOS mRNA expression in mouse RAW264.7 cells treated for 24 hrs by RT-PCR analysis2005Journal of natural products, Dec, Volume: 68, Issue:12
Bis(bibenzyls) from liverworts inhibit lipopolysaccharide-induced inducible NOS in RAW 264.7 cells: a study of structure-activity relationships and molecular mechanism.
AID1865940Antibacterial activity against Saccharomyces cerevisiae2022Journal of natural products, 03-25, Volume: 85, Issue:3
Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity.
AID666150Inhibition of PA endonuclease at 10 uM2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
AID666151Inhibition of PA endonuclease at 1 uM2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
AID666154Inhibition of Influenza Replication2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (16.67)18.2507
2000's2 (16.67)29.6817
2010's6 (50.00)24.3611
2020's2 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.38

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

MetricThis Compound (vs All)
Research Demand Index17.38 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.84 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.38)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (7.69%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (92.31%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
5-methoxypsoralen
5-Methoxypsoralen: A linear furanocoumarin that has phototoxic and anti-inflammatory properties, with effects similar to METHOXSALEN. It is used in PUVA THERAPY for the treatment of PSORIASIS.. 5-methoxypsoralen : A 5-methoxyfurocoumarin that is psoralen substituted by a methoxy group at position 5.		2.06105-methoxyfurocoumarin;
organic heterotricyclic compound;
psoralens		hepatoprotective agent;
plant metabolite
methoxsalen
Methoxsalen: A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA ADDUCTS in the presence of ultraviolet A irradiation.. methoxsalen : A member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis.		2.0610aromatic ether;
psoralens		antineoplastic agent;
cross-linking reagent;
dermatologic drug;
photosensitizing agent;
plant metabolite
cepharanthine
cepharanthine: isoquinoline alkaloid from tubers of STEPHANIA; stimulates recovery of immunologic function in lymphatic system after administration of antineoplastic agents or x-irradiation. cepharanthine : A bisbenzylisoquinoline alkaloid from tubers of Stephania; stimulates recovery of immunologic function in lymphatic system after administration of antineoplastic agents or x-irradiation.		1.9810bisbenzylisoquinoline alkaloid;
isoquinolines
imperatorin
imperatorin: tumor necrosis factor antagonist; furanocoumarin from West African medicinal plant Clausena anisata; structure in Negwer, 5th ed, #3005. imperatorin : A member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 8. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor.		2.0610psoralensEC 3.1.1.7 (acetylcholinesterase) inhibitor;
metabolite
osthol
osthol: from Cnidium monnieri and Angelica pubescens (both Apiaceae); structure given in first source		2.0610botanical anti-fungal agent;
coumarins		metabolite
isopimpinellin
isopimpinellin: from Ruta graveolens & Heracleum lanatum; structure		2.0610psoralens
isoimperatorin
isoimperatorin: tumor necrosis factor antagonist isolated from Glehniae root. isoimperatorin : A member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 5. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor.		2.0610psoralensEC 3.1.1.7 (acetylcholinesterase) inhibitor;
metabolite
magnolol
[no description available]		2.0610biphenyls
honokiol
[no description available]		2.0610biphenyls
phellopterin
phellopterin: a naturally occurring furanocoumarin found in roots of Angelica dahurica; structure in first source		2.0610psoralens
sesquiterpenes
[no description available]		7.1310
5,6-dehydrokawain
5,6-dehydrokawain: from Alpinia speciosa rhizoma; RN given for cpd without isomeric designation; structure given in first source		2.06102-pyranones;
aromatic ether
kavain
[no description available]		2.06102-pyranones;
aromatic ether
methysticin
[no description available]		2.06102-pyranones;
aromatic ether
yangonin
yangonin: structure in first source		2.06102-pyranones;
aromatic ether
marchantin c
marchantin C: Antineoplastic Agents, Phytogenic from liverwort Marchantia paleacea; structure in first source		2.7430
riccardin c
riccardin C: isolated from liverworts; functions as a liver X receptor (LXR)alpha agonist and an LXRbeta antagonist; structure in first source		2.4420
dihydrokavain
dihydrokavain: inhibits binding of batrachotoxinin-A 20-alpha-benzoate to receptor site 2 of voltage-gated sodium channels		2.06102-pyranones;
aromatic ether
riccardin f
riccardin F: from Plagiochasm intermedium; structure in first source		2.4420
riccardin a
riccardin A: an 18 carbon macrocyclic ether; structure given in first source		2.7430
dihydroptychantol a
dihydroptychantol A: an antineoplastic agent isolated from liverworts; structure in first source		2.0610
mln 8237
MLN 8237: an aurora kinase A inhibitor		2.0710benzazepine
cyclin d1
Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Orthomyxoviridae
[description not available]		02.0610
Orthomyxoviridae Infections
Virus diseases caused by the ORTHOMYXOVIRIDAE.		02.0610
Breast Cancer
[description not available]		07.0510
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0510