eudistomin u

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

Description

eudistomin U: an alkaloid from the Carribean ascidian Lissoclinum fragile; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	10334023
CHEMBL ID	3309924
SCHEMBL ID	3400592
MeSH ID	M0233227

Synonyms (5)

Synonym
eudistomin u
inchi=1/c19h13n3/c1-3-7-16-13(6-1)15(11-21-16)18-19-14(9-10-20-18)12-5-2-4-8-17(12)22-19/h1-11,21-22
SCHEMBL3400592
CHEMBL3309924
1-(1h-indol-3-yl)-9h-pyrido[3,4-b]indole

Research Excerpts

Overview

Eudistomin U is a member of the β-carboline class of heterocyclic amine-containing molecules that are capable of binding to DNA.

Excerpt	Reference	Relevance
"Eudistomin U is a member of a subclass of naturally occurring indole alkaloids known as β-carbolines. "	( Efficient synthesis of eudistomin U and evaluation of its cytotoxicity. Giulietti, JM; Mulcahy, SP; Roggero, CM, 2014)	2.16
"Eudistomin U is a member of the β-carboline class of heterocyclic amine-containing molecules that are capable of binding to DNA. "	( DNA-binding studies of the natural β-carboline eudistomin U. Cai, A; Cho, B; Giulietti, JM; Mulcahy, SP; Tate, PM, 2016)	2.13

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

Bioassays (33)

Assay ID	Title	Year	Journal	Article
AID1632784	Binding affinity to calf thymus duplex DNA assessed as induction of hyperchromic shift at 257 nanometer at 50 uM in pH 5.4 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1179876	Antibacterial activity against Mycobacterium smegmatis measured every 2.5 hrs by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1632793	Binding affinity to calf thymus duplex DNA assessed as induction of ellipticity at 25 to 200 uM in pH 5.4 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1846883	Antimalarial activity against chloroquine-resistant Plasmodium falciparum	2021	European journal of medicinal chemistry, Oct-05, Volume: 221	Structure activity relationship in β-carboline derived anti-malarial agents.
AID1632779	Binding affinity to calf thymus duplex DNA assessed as red shift in soret peak at 50 uM in pH 7 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632792	Binding affinity to calf thymus duplex DNA assessed as induction of hyperchromicity at 280 nanometer at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632798	Binding affinity to calf thymus duplex DNA assessed as induction of ellipticity at 25 to 200 uM in pH 8.9 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632803	Binding affinity to calf thymus duplex DNA assessed as melting temperature at 5 mM by differential scanning calorimetry (Rvb = 51 degC)	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632795	Binding affinity to calf thymus AT-rich duplex DNA assessed as induction of ellipticity at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1894524	Cytotoxicity against mouse C19 cells assessed as cell growth inhibition by MTT assay	2021	European journal of medicinal chemistry, Apr-15, Volume: 216	β-Carbolines as potential anticancer agents.
AID1632794	Binding affinity to calf thymus GC-rich duplex DNA assessed as induction of ellipticity at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1179875	Antibacterial activity against Staphylococcus aureus measured after overnight incubation by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1632789	Binding affinity to calf thymus GC-rich duplex DNA assessed as induction of hyperchromicity at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632805	Binding affinity to calf thymus duplex DNA assessed as increase in melting temperature by differential scanning calorimetry	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632801	Binding affinity to calf thymus duplex DNA assessed as induction of ellipticity at 349 nanometer at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1179874	Antibacterial activity against Streptococcus pyogenes measured after overnight incubation by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1179872	Cytotoxicity against human Caov3 cells after 24 hrs by MTT assay	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1179878	Antibacterial activity against Candida albicans measured every 2.5 hrs by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1179881	Growth inhibition of mouse P388 cells at 10 uM	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1179877	Antibacterial activity against Pseudomonas aeruginosa measured after overnight incubation by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1632790	Binding affinity to calf thymus AT-rich duplex DNA assessed as induction of hyperchromicity at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1179880	Antibacterial activity against Escherichia coli measured after overnight incubation by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1632786	Binding affinity to calf thymus duplex DNA assessed as induction of red shift in soret peak at 50 uM in pH 5.4 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632783	Binding affinity to calf thymus duplex DNA assessed as induction of hyperchromic shift at 257 nanometer at 50 uM in pH 8.9 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632791	Binding affinity to calf thymus duplex DNA assessed as induction of red shift at 280 nanometer at 25 to 200 uM in pH 7 phosphate buffer by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632787	Binding affinity to calf thymus duplex DNA assessed as change in melting temperature at 50 uM in pH 7 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632797	Binding affinity to calf thymus duplex DNA assessed as induction of ellipticity at 25 to 200 uM in pH 7 phosphate buffer in presence of 0.1 M NaCl by circular dichroism method	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1179879	Antibacterial activity against Saccharomyces cerevisiae measured every 2.5 hrs by spectrophotometry	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1632781	Binding affinity to calf thymus duplex DNA assessed as induction of hyperchromic shift at 257 nanometer at 50 uM in pH 7 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1632802	Binding affinity to calf thymus duplex DNA assessed as melting temperature at 1 mM by differential scanning calorimetry (Rvb = 51 degC)	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
AID1179871	Cytotoxicity against human C19 cells after 24 hrs by MTT assay	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1179873	Cytotoxicity against human WM266.4 cells after 24 hrs by MTT assay	2014	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15	Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
AID1632785	Binding affinity to calf thymus duplex DNA assessed as induction of red shift in soret peak at 50 uM in pH 8.9 phosphate buffer by UV-vis spectrophotometric analysis	2016	Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19	DNA-binding studies of the natural β-carboline eudistomin U.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (10.00)	18.2507
2000's	1 (10.00)	29.6817
2010's	6 (60.00)	24.3611
2020's	2 (20.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	2 (20.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (80.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
formic acid formic acid: RN given refers to parent cpd. formic acid : The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects.	2.06	1	monocarboxylic acid	antibacterial agent; astringent; metabolite; protic solvent; solvent
tryptamine [no description available]	2.02	1	aminoalkylindole; aralkylamino compound; indole alkaloid; tryptamines	human metabolite; mouse metabolite; plant metabolite
yohimbine Yohimbine: A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION.. yohimbine : An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina.	3.41	1	methyl 17-hydroxy-20xi-yohimban-16-carboxylate	alpha-adrenergic antagonist; dopamine receptor D2 antagonist; serotonergic antagonist
indole-3-carbaldehyde indole-3-carbaldehyde: metabolite of tryptophan; structure. indole-3-carbaldehyde : A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group.	2.02	1	heteroarenecarbaldehyde; indole alkaloid; indoles	bacterial metabolite; human xenobiotic metabolite; marine metabolite; plant metabolite
ethidium bromide [no description available]	2.13	1	organic bromide salt	geroprotector; intercalator; trypanocidal drug
rhodium Rhodium: A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh.. rhodium atom : A cobalt group element atom of atomic number 45.	2.06	1	cobalt group element atom
ruthenium Ruthenium: A hard, brittle, grayish-white rare earth metal with an atomic symbol Ru, atomic number 44, and atomic weight 101.07. It is used as a catalyst and hardener for PLATINUM and PALLADIUM.	2.06	1	iron group element atom; platinum group metal atom
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2.11	1	benzenes; phenyl acetates
norharman norharman: RN given refers to parent cpd. beta-carboline : The parent compound of the beta-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring.	8.95	3	beta-carbolines; mancude organic heterotricyclic parent	fungal metabolite; marine metabolite
phenyliodosodiacetate phenyliodosodiacetate: glycol-cleaving reagent used with amino alcohols in ring opening & Mannich base reactions; structure	2.11	1
tetrahydroharmane [no description available]	3.41	1
tryptoline tryptoline: neurotoxic factor that may be involved in development of Parkinson's disease; enzymatic prep from human brain converts tryptamine to tryptoline; RN given refers to parent cpd; structure	2.11	1	beta-carbolines
gamma-carboline gamma-carboline: RN given refers to parent cpd; structure given in first source	2.06	1	pyridoindole
aricine heterophylline: from the leaves of Heterophyllaea pustulata; structure in first source	3.41	1	methyl ester; yohimban alkaloid
o-iodoxybenzoic acid o-iodoxybenzoic acid: structure in first source. 1-hydroxy-1,3-dioxobenziodoxole : A benziodoxole compound having hydroxy and oxo substituents at the 1-position and an oxo substituent at the 3-position. It is a mild and efficient hypervalent iodine synthetic reagent used to carry out several selective oxidation reactions.	2.05	1	benziodoxole	EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor; oxidising agent
doxorubicin hydrochloride [no description available]	3.41	1	anthracycline
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).	3.41	1	alkaloid; beta-carbolines; isoquinolines	anti-HSV-2 agent; EC 2.7.11.26 (tau-protein kinase) inhibitor; metabolite
harmine Harmine: Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920's.. harmine : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.	2.11	1	harmala alkaloid	anti-HIV agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; metabolite
harman harman: a beta-carboline; RN given refers to parent cpd; structure. harman : An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.	8.95	3	harmala alkaloid; indole alkaloid fundamental parent; indole alkaloid	anti-HIV agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; plant metabolite
manzamine a manzamine A: RN given refers to (1R-(1R,9Z,13S,13aR,20aR,21aR*)-isomer; RN for cpd without isomeric designation not avail 12/92. manzamine A : An alkaloid of the class of beta-carbolines isolated from Haliclona and Acanthostrongylophora. It exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).	3.41	1	alkaloid; beta-carbolines; isoquinolines	animal metabolite; anti-HSV-1 agent; antimalarial; antineoplastic agent; EC 2.7.11.26 (tau-protein kinase) inhibitor; marine metabolite

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	3.23	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	3.23	1
Infections, Plasmodium [description not available]	3.23	1
Malaria A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.	3.23	1
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	2.02	1

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