pateamine a

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

Description

pateamine A: a 19-membered macrolide; structure in first source; inhibits eukaryotic translation initiation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pateamine : A marine macrodiolide that is isolated from the sponge Mycale hentscheli and exhibits anticancer and antiviral properties [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]

Cross-References

ID Source	ID
PubMed CID	10053416
CHEMBL ID	1221966
CHEBI ID	134184
SCHEMBL ID	16103926
MeSH ID	M0380312

Synonyms (11)

Synonym
CHEMBL1221966
pateamine a
(3s,6z,8e,11s,15r,17s)-15-amino-3-[(1e,3e,5e)-7-(dimethylamino)-2,5-dimethylhepta-1,3,5-trien-1-yl]-9,11,17-trimethyl-4,12-dioxa-20-thia-21-azabicyclo[16.2.1]henicosa-1(21),6,8,18-tetraene-5,13-dione
CHEBI:134184
139220-18-1
(-)-pateamine
pateamine
C19917
SCHEMBL16103926
DTXSID801098385
(3s,6z,8e,11s,15r,17s)-15-amino-3-[(1e,3e,5e)-7-(dimethylamino)-2,5-dimethyl-1,3,5-heptatrien-1-yl]-9,11,17-trimethyl-4,12-dioxa-20-thia-21-azabicyclo[16.2.1]heneicosa-1(21),6,8,18-tetraene-5,13-dione

Research Excerpts

Overview

Pateamine A is a naturally occurring metabolite extracted from the marine sponge Mycale hentscheli. It interacts specifically with the translation initiation factor eIF4A leading to the disruption of the eif4F complex.

Excerpt	Reference	Relevance
"Pateamine A (Pat A) is a natural marine product that interacts specifically with the translation initiation factor eIF4A leading to the disruption of the eIF4F complex. "	( Differential action of pateamine A on translation of genomic and subgenomic mRNAs from Sindbis virus. Carrasco, L; García-Moreno, M; González-Almela, E; Northcote, P; Pelletier, J; Sanz, MA, 2015)	2.17
"Pateamine A is a naturally occurring metabolite extracted from the marine sponge Mycale hentscheli. "	( Synthesis of a simplified triazole analogue of pateamine A. Brown, SL; Cuyamendous, C; Field, JJ; Harvey, JE; Hemi Cumming, A; Miller, JH; Tao, X; Teesdale-Spittle, PH, 2016)	2.13

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

Roles (4)

Role	Description
marine metabolite	Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
antiviral agent	A substance that destroys or inhibits replication of viruses.
antineoplastic agent	A substance that inhibits or prevents the proliferation of neoplasms.
eukaryotic initiation factor 4F inhibitor	Any compound that inihibits the mammalian protein, eukaryotic initiation factor 4F.
[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 (5)

Class	Description
1,3-thiazoles
tertiary amino compound	A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
primary amino compound	A compound formally derived from ammonia by replacing one hydrogen atom by an organyl group.
olefinic compound	Any organic molecular entity that contains at least one C=C bond.
macrodiolide	A macropolylide which contains two ester linkages in one macrocyclic ring.
[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 (8)

Assay ID	Title	Year	Journal	Article
AID501254	Inhibition of elF4A-mediated renilla luciferase translational activity at 100 to 200 nM in presence of HCV IRES element	2010	Nature chemical biology, Mar, Volume: 6, Issue:3	Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.
AID1073652	Antiproliferative activity against human Jurkat T cells assessed as DNA synthesis level after 24 hrs by thymidine incorporation assay	2014	Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1	Second-generation derivatives of the eukaryotic translation initiation inhibitor pateamine A targeting eIF4A as potential anticancer agents.
AID1073655	Antiproliferative activity against human HeLa cells assessed as DNA synthesis level after 24 hrs by thymidine incorporation assay	2014	Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1	Second-generation derivatives of the eukaryotic translation initiation inhibitor pateamine A targeting eIF4A as potential anticancer agents.
AID1073651	Antiproliferative activity against BAEC assessed as DNA synthesis level after 24 hrs by thymidine incorporation assay	2014	Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1	Second-generation derivatives of the eukaryotic translation initiation inhibitor pateamine A targeting eIF4A as potential anticancer agents.
AID501373	Inhibition of elF4A-mediated renilla luciferase translational activity at 200 to 2000 nM in presence of HCV IRES element	2010	Nature chemical biology, Mar, Volume: 6, Issue:3	Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.
AID1073653	Antiproliferative activity against human HaCaT cells assessed as DNA synthesis level after 24 hrs by thymidine incorporation assay	2014	Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1	Second-generation derivatives of the eukaryotic translation initiation inhibitor pateamine A targeting eIF4A as potential anticancer agents.
AID1073650	Immunosuppressive activity in human Jurkat T cells assessed as inhibition of IL-2 transcription	2014	Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1	Second-generation derivatives of the eukaryotic translation initiation inhibitor pateamine A targeting eIF4A as potential anticancer agents.
AID1073654	Antiproliferative activity against human RKO cells assessed as DNA synthesis level after 24 hrs by thymidine incorporation assay	2014	Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1	Second-generation derivatives of the eukaryotic translation initiation inhibitor pateamine A targeting eIF4A as potential anticancer agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (38)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	15 (39.47)	29.6817
2010's	19 (50.00)	24.3611
2020's	4 (10.53)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.48

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.

Metric	This Compound (vs All)
Research Demand Index	25.48 (24.57)
Research Supply Index	3.69 (2.92)
Research Growth Index	5.83 (4.65)
Search Engine Demand Index	26.67 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (25.48)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	7 (17.95%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	32 (82.05%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
hypericin [no description available]	2.07	1
nocodazole [no description available]	2.06	1	aromatic ketone; benzimidazoles; carbamate ester; thiophenes	antimitotic; antineoplastic agent; microtubule-destabilising agent; tubulin modulator
cycloheximide Cycloheximide: Antibiotic substance isolated from streptomycin-producing strains of Streptomyces griseus. It acts by inhibiting elongation during protein synthesis.. cycloheximide : A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.	2.95	4	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor
cytarabine [no description available]	2	1	beta-D-arabinoside; monosaccharide derivative; pyrimidine nucleoside	antimetabolite; antineoplastic agent; antiviral agent; immunosuppressive agent
perylene Perylene: A 20-carbon dibenz(de,kl)anthracene that can be viewed as a naphthalene fused to a phenalene or as dinaphthalene. It is used as fluorescent lipid probe in the cytochemistry of membranes and is a polycyclic hydrocarbon pollutant in soil and water. Derivatives may be carcinogenic.. perylene : An ortho- and peri-fused polycyclic arene comprising of five benzene rings that is anthracene in which the d,e and k,l sides are fused to benzene rings.	2.07	1	ortho- and peri-fused polycyclic arene; perylenes
thiazoles [no description available]	7.72	37	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
azides Azides: Organic or inorganic compounds that contain the -N3 group.. azide : Any nitrogen molecular entity containing the group -N3.	2.13	1	pseudohalide anion	mitochondrial respiratory-chain inhibitor
ribavirin Rebetron: Rebetron is tradename	3.23	1	1-ribosyltriazole; aromatic amide; monocarboxylic acid amide; primary carboxamide	anticoronaviral agent; antiinfective agent; antimetabolite; antiviral agent; EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
thiazolyl blue thiazolyl blue: RN & II refers to bromide. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide : The bromide salt of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium.	2	1	organic bromide salt	colorimetric reagent; dye
kasugamycin kasugamycin: experimental antimicrobial agent from Streptomyces kausugaensis; used in pseudomonas infections; interfers with protein synthesis in susceptible Escherichia coli. kasugamycin : An amino cyclitol glycoside that is isolated from Streptomyces kasugaensis and exhibits antibiotic and fungicidal properties.	2.05	1
triazoles Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.	2.13	1	1,2,3-triazole
biotin vitamin B7 : Any member of a group of vitamers that belong to the chemical structural class called biotins that exhibit biological activity against vitamin B7 deficiency. Vitamin B7 deficiency is very rare in individuals who take a normal balanced diet. Foods rich in biotin are egg yolk, liver, cereals, vegetables (spinach, mushrooms) and rice. Symptoms associated with vitamin B7 deficiency include thinning hair, scaly skin rashes around eyes, nose and mouth, and brittle nails. The vitamers include biotin and its ionized and salt forms.	3.13	1	biotins; vitamin B7	coenzyme; cofactor; Escherichia coli metabolite; fundamental metabolite; human metabolite; mouse metabolite; nutraceutical; prosthetic group; Saccharomyces cerevisiae metabolite
anisomycin Anisomycin: An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.. (-)-anisomycin : An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.	2.05	1	monohydroxypyrrolidine; organonitrogen heterocyclic antibiotic	anticoronaviral agent; antimicrobial agent; antineoplastic agent; antiparasitic agent; bacterial metabolite; DNA synthesis inhibitor; protein synthesis inhibitor
benzofurans Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.	2.53	2
rocaglamide rocaglamide: RN refers to (1alpha,2alpha,3beta,3abeta,8bbeta)-isomer; isolated from stems of Aglaia elliptifolia; structure given in first source. rocaglamide : An organic heterotricyclic compound that is 2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan substituted by hydroxy groups at positions 1 and 8b, methoxy groups at positions 6 and 8, a 4-methoxyphenyl group at position 3a, a phenyl group at position 3 and a N,N-dimethylcarbamoyl group at position 1. Isolated from Aglaia odorata and Aglaia duperreana, it exhibits antineoplastic activity.	2.07	1	monocarboxylic acid amide; monomethoxybenzene; organic heterotricyclic compound	antileishmanial agent; antineoplastic agent; metabolite
puromycin [no description available]	2.74	3	puromycins	antiinfective agent; antimicrobial agent; antineoplastic agent; EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor; EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor; nucleoside antibiotic; protein synthesis inhibitor
sodium arsenite sodium arsenite : An inoganic sodium salt with formula with formula NaAsO2.	2.06	1	arsenic molecular entity; inorganic sodium salt	antibacterial agent; antifungal agent; antineoplastic agent; carcinogenic agent; herbicide; insecticide; rodenticide
dactinomycin Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)	2.05	1	actinomycin	mutagen
sesquiterpenes [no description available]	3.1	1
sirolimus Sirolimus: A macrolide compound obtained from Streptomyces hygroscopicus that acts by selectively blocking the transcriptional activation of cytokines thereby inhibiting cytokine production. It is bioactive only when bound to IMMUNOPHILINS. Sirolimus is a potent immunosuppressant and possesses both antifungal and antineoplastic properties.. sirolimus : A macrolide lactam isolated from Streptomyces hygroscopicus consisting of a 29-membered ring containing 4 trans double bonds, three of which are conjugated. It is an antibiotic, immunosupressive and antineoplastic agent.	3.23	1	antibiotic antifungal drug; cyclic acetal; cyclic ketone; ether; macrolide lactam; organic heterotricyclic compound; secondary alcohol	antibacterial drug; anticoronaviral agent; antineoplastic agent; bacterial metabolite; geroprotector; immunosuppressive agent; mTOR inhibitor
hippuristanol hippuristanol: from the gorgonian Isis hippuris	5.32	6
rocagloic acid rocagloic acid: from leaves of Aglaia elliptifolia: structure in first source	2.25	1
migrastatin migrastatin: inhibits tumor cell migration; isolated from Streptomyces; structure in first source. migrastatin : A 14-membered macrolide which is isolated from Streptomyces sp.MK929-43F1 and inhibits cell migration of human esophageal cancer EC17 cells and mouse melanona B16 cells.	2.05	1	ether; macrolide antibiotic; piperidones; secondary alcohol	antineoplastic agent; metabolite
peloruside a peloruside A: Antibiotics, Antineoplastic from the sponge Mycale; structure in first source. peloruside A : A macrolide that is a novel secondary metabolite isolated from a New Zealand marine sponge, Mycale hentscheli.	3.15	1
zampanolide zampanolide: structure in first source	3.15	1
lactimidomycin lactimidomycin: a glutarimide antibiotic isolated from Streptomyces amphibiosporus	2.05	1	macrolide
silvestrol silvestrol: isolated from the fruit and twig of Aglaia silvestris. silvestrol : An organic heterotricyclic compound that consists of a 2,3,3a,8b-tetrahydro-H-benzo[b]cyclopenta[d]furan framework substituted by hydroxy groups at positions C-1 and C-8b, a methoxycarbonyl group at C-2, a phenyl group at C-3, a 4-methoxyphenyl group at C-3a, a methoxy group at C-8 and a 1,4-dioxan-2-yloxy group at position C-6 which in turn is substituted by a methoxy group at position 3 and a 1,2-dihydroxyethyl group at position 6. Isolated from Aglaia silvestris, it exhibits antineoplastic activity.	4.96	4	dioxanes; ether; methyl ester; organic heterotricyclic compound	antineoplastic agent; metabolite
sepharose agarose : A linear polysaccharide made up from alternating D-galactose and 3,6-anhydro-alpha-L-galactopyranose residues joined by alpha-(1->3)- and beta-(1->4)-linkages.	3.13	1
isomigrastatin isomigrastatin: isolated from Streptomyces platensis; structure in first source	2.05	1	macrolide
dorrigocin b dorrigocin B: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source	2.05	1
dorrigocin a dorrigocin A: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source	2.05	1
mycalamide a mycalamide A: structure given in first source; RN given refers to (2R-(2alpha,2(S(S)),5beta,6beta))-isomer; isolated from marine sponges	3.53	2	disaccharide
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.	3.23	1
gymnodimine gymnodimine: a spiro-imine algal toxin; a neurotoxic shellfish poison produced by Karenia selliformis (formerly Gymnodinium selliforme) and related species	3.1	1
angiogenin angiogenin: human tumor protein which stimulates growth of blood vessels; contains 123 amino acids; member of the pancreatic ribonuclease superfamily; MW 14,400	2.05	1
trypan blue Trypan Blue: A diazo-naphthalene sulfonate that is widely used as a stain.. trypan blue : An organosulfonate salt that is the tetrasodium salt of 3,3'-[(3,3'-dimethylbiphenyl-4,4'-diyl)didiazene-2,1-diyl]bis(5-amino-4-hydroxynaphthalene-2,7-disulfonic acid).	2	1

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	5.75	8
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.	5.75	8
Atrophy, Muscle [description not available]	2.52	2
Muscular Atrophy Derangement in size and number of muscle fibers occurring with aging, reduction in blood supply, or following immobilization, prolonged weightlessness, malnutrition, and particularly in denervation.	2.52	2
Entamoeba histolytica Infection [description not available]	2.1	1
Amebiasis, Intestinal [description not available]	2.1	1
Dysentery, Shiga bacillus [description not available]	2.13	1
Dysentery, Bacillary DYSENTERY caused by gram-negative rod-shaped enteric bacteria (ENTEROBACTERIACEAE), most often by the genus SHIGELLA. Shigella dysentery, Shigellosis, is classified into subgroups according to syndrome severity and the infectious species. Group A: SHIGELLA DYSENTERIAE (severest); Group B: SHIGELLA FLEXNERI; Group C: SHIGELLA BOYDII; and Group D: SHIGELLA SONNEI (mildest).	2.13	1
Bone Cancer [description not available]	2.05	1
Osteogenic Sarcoma [description not available]	2.44	2
Bone Neoplasms Tumors or cancer located in bone tissue or specific BONES.	2.05	1
Osteosarcoma A sarcoma originating in bone-forming cells, affecting the ends of long bones. It is the most common and most malignant of sarcomas of the bones, and occurs chiefly among 10- to 25-year-old youths. (From Stedman, 25th ed)	2.44	2
Genital Herpes [description not available]	2.07	1
Herpes Genitalis Infection of the genitals (GENITALIA) with HERPES SIMPLEX VIRUS in either the males or the females.	2.07	1
Cachexia General ill health, malnutrition, and weight loss, usually associated with chronic disease.	7.07	1

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