Compounds > marchantin c
Page last updated: 2024-11-11

marchantin c

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

Description

marchantin C: Antineoplastic Agents, Phytogenic from liverwort Marchantia paleacea; 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 CID5319272
CHEMBL ID1243029
MeSH IDM0430059

Synonyms (3)

Synonym
marchantin c
CHEMBL1243029
2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3,5,7(30),10(29),11,13,16(21),17,19,24,27-dodecaene-4,17-diol

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Marchantin C-treated xenografts showed decreased microtubules, Bcl-2 and increased cyclin B1, Bax, caspase-3, indicating that marchantin C possess the same ability to induce microtubules depolymerization and tumor cell apoptosis in tumor-bearing mice as in vitro."( Marchantin C, a novel microtubule inhibitor from liverwort with anti-tumor activity both in vivo and in vitro.
Cheng, YN; Gao, J; Li, BQ; Li, S; Li, X; Lou, HX; Qu, XJ; Shi, YQ; Sun, B; Yuan, HQ; Zhu, CJ, 2009)		2.52
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1441898Antiproliferative activity against paclitaxel-resistant human PC3 cells after 48 hrs by MTT assay2017European journal of medicinal chemistry, Mar-31, Volume: 129Design, synthesis, biological evaluation and molecular modeling study of novel macrocyclic bisbibenzyl analogues as antitubulin agents.
AID650275Growth inhibition of human KB cells at 20 uM after 24 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-01, Volume: 20, Issue:7
Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.
AID1320982Cytotoxicity against mouse P388 cells2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
AID509756Reversal of P-glycoprotein-mediated vincristine-resistance in human KB/VCR cells expressing Pgp assessed as ratio of vincristine IC50 to vincristine IC50 in presence of compound at 2 uM after 48 hrs by MTT assay2010Bioorganic & medicinal chemistry, Sep-15, Volume: 18, Issue:18
Bisbibenzyl derivatives sensitize vincristine-resistant KB/VCR cells to chemotherapeutic agents by retarding P-gp activity.
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.
AID1441897Antiproliferative activity against human HT-29 cells after 48 hrs by MTT assay2017European journal of medicinal chemistry, Mar-31, Volume: 129Design, synthesis, biological evaluation and molecular modeling study of novel macrocyclic bisbibenzyl analogues as antitubulin agents.
AID650266Cytotoxicity against human MCF7 cells after 24 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-01, Volume: 20, Issue:7
Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.
AID1320983Cytotoxicity against human HeLa cells assessed as decrease in cell viability after 48 hrs by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
AID509758Reversal of P-glycoprotein-mediated vincristine-resistance in human KB/VCR cells expressing Pgp assessed as ratio of vincristine IC50 to vincristine IC50 in presence of compound at 8 uM after 48 hrs by MTT assay2010Bioorganic & medicinal chemistry, Sep-15, Volume: 18, Issue:18
Bisbibenzyl derivatives sensitize vincristine-resistant KB/VCR cells to chemotherapeutic agents by retarding P-gp activity.
AID1320987Cytotoxicity against docetaxel-resistant human PC3 cells assessed as decrease in cell viability after 48 hrs by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
AID1441894Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay2017European journal of medicinal chemistry, Mar-31, Volume: 129Design, synthesis, biological evaluation and molecular modeling study of novel macrocyclic bisbibenzyl analogues as antitubulin agents.
AID1441896Antiproliferative activity against human HCC1428 cells after 48 hrs by MTT assay2017European journal of medicinal chemistry, Mar-31, Volume: 129Design, synthesis, biological evaluation and molecular modeling study of novel macrocyclic bisbibenzyl analogues as antitubulin agents.
AID1321004Cytotoxicity against human KB cells assessed as decrease in cell viability by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
AID650274Cytotoxicity against human PC3 cells after 24 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-01, Volume: 20, Issue:7
Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.
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.
AID650265Growth inhibition of human MCF7 cells at 20 uM after 24 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-01, Volume: 20, Issue:7
Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.
AID666150Inhibition of PA endonuclease at 10 uM2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
AID509753Cytotoxicity against human KB/VCR cells expressing Pgp after 48 hrs by MTT assay2010Bioorganic & medicinal chemistry, Sep-15, Volume: 18, Issue:18
Bisbibenzyl derivatives sensitize vincristine-resistant KB/VCR cells to chemotherapeutic agents by retarding P-gp activity.
AID1441895Antiproliferative activity against human K562 cells after 48 hrs by MTT assay2017European journal of medicinal chemistry, Mar-31, Volume: 129Design, synthesis, biological evaluation and molecular modeling study of novel macrocyclic bisbibenzyl analogues as antitubulin agents.
AID509754Cytotoxicity against human KB cells after 48 hrs by MTT assay2010Bioorganic & medicinal chemistry, Sep-15, Volume: 18, Issue:18
Bisbibenzyl derivatives sensitize vincristine-resistant KB/VCR cells to chemotherapeutic agents by retarding P-gp activity.
AID650267Cytotoxicity against human KB cells after 24 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-01, Volume: 20, Issue:7
Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.
AID666151Inhibition of PA endonuclease at 1 uM2011PloS one, , Volume: 6, Issue:5
Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.
AID1320986Cytotoxicity against human HT-29 cells assessed as decrease in cell viability after 48 hrs by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
AID509757Reversal of P-glycoprotein-mediated vincristine-resistance in human KB/VCR cells expressing Pgp assessed as ratio of vincristine IC50 to vincristine IC50 in presence of compound at 4 uM after 48 hrs by MTT assay2010Bioorganic & medicinal chemistry, Sep-15, Volume: 18, Issue:18
Bisbibenzyl derivatives sensitize vincristine-resistant KB/VCR cells to chemotherapeutic agents by retarding P-gp activity.
AID1320984Cytotoxicity against human K562 cells assessed as decrease in cell viability after 48 hrs by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
AID650264Growth inhibition of human PC3 cells at 20 uM after 24 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-01, Volume: 20, Issue:7
Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents.
AID1320985Cytotoxicity against human HCC1428 cells assessed as decrease in cell viability after 48 hrs by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Design, synthesis and biological evaluation of novel macrocyclic bisbibenzyl analogues as tubulin polymerization inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (22.22)29.6817
2010's14 (77.78)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: 11.79

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 Index11.79 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.79)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other18 (100.00%)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
verapamil
Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.		2.0510aromatic ether;
nitrile;
polyether;
tertiary amino compound
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
vincristine
[no description available]		2.7930acetate ester;
formamides;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent;
drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
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
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.5420taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
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
marchantin a
marchantin A: 16 carbon macrocyclic bis-ether bis-bibenzyl similar to riccardin A; from liverwort Marchantia polymorpha; structure in first source		2.7430phenylpropanoid
doxorubicin hydrochloride
[no description available]		2.7930anthracycline
stilbenes
Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.		2.0510stilbene
rhodamine 123
Rhodamine 123: A fluorescent probe with low toxicity which is a potent substrate for ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 and the bacterial multidrug efflux transporter. It is used to assess mitochondrial bioenergetics in living cells and to measure the efflux activity of ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 in both normal and malignant cells. (Leukemia 1997;11(7):1124-30). rhodamine 123(1+) : A cationic fluorescent dye derived from 9-phenylxanthene.		2.0510organic cation;
xanthene dye		fluorochrome
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
abscisic acid
Abscisic Acid: Abscission-accelerating plant growth substance isolated from young cotton fruit, leaves of sycamore, birch, and other plants, and from potatoes, lemons, avocados, and other fruits.. (S)-2-trans-abscisic acid : A 2-trans-abscisic acid with (S)-configuration at the chiral centre.. (+)-abscisic acid : The naturally occurring (1'S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold.		2.11102-trans-abscisic acid
riccardin c
riccardin C: isolated from liverworts; functions as a liver X receptor (LXR)alpha agonist and an LXRbeta antagonist; structure in first source		2.7430
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		2.7530
riccardin d
riccardin D: antifungal agent isolated from Dumortiera hirsute; structure in first source		2.0710
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
plagiochin e
plagiochin E: reverses multidrug resistance; structure in first source		2.0710
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		2.0110
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Orthomyxoviridae
[description not available]		02.0610
Orthomyxoviridae Infections
Virus diseases caused by the ORTHOMYXOVIRIDAE.		02.0610
Cancer of Lung
[description not available]		02.2110
Lung Neoplasms
Tumors or cancer of the LUNG.		02.2110
Cancer of Cervix
[description not available]		02.0510
Uterine Cervical Neoplasms
Tumors or cancer of the UTERINE CERVIX.		02.0510
Benign Neoplasms, Brain
[description not available]		02.0510
Glial Cell Tumors
[description not available]		02.7530
Invasiveness, Neoplasm
[description not available]		02.0510
Brain Neoplasms
Neoplasms of the intracranial components of the central nervous system, including the cerebral hemispheres, basal ganglia, hypothalamus, thalamus, brain stem, and cerebellum. Brain neoplasms are subdivided into primary (originating from brain tissue) and secondary (i.e., metastatic) forms. Primary neoplasms are subdivided into benign and malignant forms. In general, brain tumors may also be classified by age of onset, histologic type, or presenting location in the brain.		02.0510
Glioma
Benign and malignant central nervous system neoplasms derived from glial cells (i.e., astrocytes, oligodendrocytes, and ependymocytes). Astrocytes may give rise to astrocytomas (ASTROCYTOMA) or glioblastoma multiforme (see GLIOBLASTOMA). Oligodendrocytes give rise to oligodendrogliomas (OLIGODENDROGLIOMA) and ependymocytes may undergo transformation to become EPENDYMOMA; CHOROID PLEXUS NEOPLASMS; or colloid cysts of the third ventricle. (From Escourolle et al., Manual of Basic Neuropathology, 2nd ed, p21)		02.7530
Angiogenesis, Pathologic
[description not available]		02.0710