Compounds > brartemicin
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brartemicin

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

Description

brartemicin: an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

brartemicin : A glycosyl glycoside derivative that consists of alpha,alpha-trehalose substituted at positions 6 and 6' by O-2,4-dihydroxy-6-methylbenzoyl groups. It is isolated from the culture broth of actinomycete, Nonomuraea, and has antitumor activity. [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 SourceID
PubMed CID44139747
CHEMBL ID558549
CHEBI ID65512
MeSH IDM0548263

Synonyms (5)

Synonym
CHEMBL558549
brartemicin
chebi:65512 ,
6-o-(2,4-dihydroxy-6-methylbenzoyl)-alpha-d-glucopyranosyl 6-o-(2,4-dihydroxy-6-methylbenzoyl)-alpha-d-glucopyranoside
Q27133957

Research Excerpts

Overview

Brartemicin is a trehalose-based inhibitor of tumor cell invasion. It is produced by the actinomycete of the genus Nonomuraea.

ExcerptReferenceRelevance
"Brartemicin is a trehalose-based inhibitor of tumor cell invasion produced by the actinomycete of the genus Nonomuraea. "( Synthesis and evaluation of trehalose-based compounds as anti-invasive agents.
Igarashi, Y; Jiang, YL; Liu, ZP; Miyanaga, S; Saiki, I; Tang, LQ, 2011)		1.81
"Brartemicin is a trehalose-based inhibitor of tumor cell invasion produced by the actinomycete of the genus Nonomuraea. "( Synthesis and structure-activity relationships studies of brartemicin analogs as anti-invasive agents.
Han, XZ; Igarashi, Y; Jiang, YL; Liu, ZP; Miyanaga, S; Saiki, I; Tang, LQ, 2013)		2.08
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agentA substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
[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 (3)

ClassDescription
resorcinolsAny benzenediol in which the two hydroxy groups are meta to one another.
glycosyl glycoside derivativeA disaccharide derivative that is formally obtained from a glycosyl glycoside.
benzoate esterEsters of benzoic acid or substituted benzoic acids.
[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 (22)

Assay IDTitleYearJournalArticle
AID1263308Displacement of radioiodinated Man31-bovine serum albumin from biotin-tagged bovine mincle CRD after 2 hr by scintillation counting analysis relative to alpha,alpha-trehalose2015MedChemComm, Apr-10, Volume: 6, Issue:4
The natural product brartemicin is a high affinity ligand for the carbohydrate-recognition domain of the macrophage receptor mincle.
AID1263307Displacement of radioiodinated Man31-bovine serum albumin from biotin-tagged bovine mincle CRD after 2 hr by scintillation counting analysis2015MedChemComm, Apr-10, Volume: 6, Issue:4
The natural product brartemicin is a high affinity ligand for the carbohydrate-recognition domain of the macrophage receptor mincle.
AID1454991Immunostimulatory activity in mincle-/- C57BL/6 mouse GM-CSF derived BMDM assessed as increase in IL-6 release at 0.1 to 1 nM after 24 hrs by sandwich ELISA method2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID1454992Immunostimulatory activity in mincle-/- C57BL/6 mouse GM-CSF derived BMDM assessed as increase in IL-1beta release at 0.1 to 1 nM after 24 hrs by sandwich ELISA method2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID568283Cytotoxicity against mouse 26-L5 cells upto 10 ug/ml2011Bioorganic & medicinal chemistry letters, Feb-15, Volume: 21, Issue:4
Synthesis and evaluation of trehalose-based compounds as anti-invasive agents.
AID1454990Immunostimulatory activity in mincle-/- C57BL/6 mouse GM-CSF derived BMDM assessed as increase in MIP2 release at 0.1 to 1 nM after 24 hrs by sandwich ELISA method2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID425007Antiinvasive activity against mouse 26-L5 cells2009Journal of natural products, May-22, Volume: 72, Issue:5
Brartemicin, an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.
AID1454982Binding affinity to recombinant mouse mincle extracellular domain fused with human IgG Fc expressed in HEK293T cells at 0.1 nmol by ELISA2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID1454980Agonist activity at mincle in wild type C57BL/6 mouse GM-CSF derived BMDM assessed as increase in TNF release at 0.1 to 1 nmol after 24 hrs by sandwich ELISA2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID425009Inhibition of MMP22009Journal of natural products, May-22, Volume: 72, Issue:5
Brartemicin, an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.
AID425011Antiinvasive activity against mouse 26-L5 cells assessed as inhibition of cell migration2009Journal of natural products, May-22, Volume: 72, Issue:5
Brartemicin, an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.
AID425010Inhibition of MMP92009Journal of natural products, May-22, Volume: 72, Issue:5
Brartemicin, an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.
AID1454989Immunostimulatory activity in mincle-/- C57BL/6 mouse GM-CSF derived BMDM assessed as increase in TNF release at 0.1 to 1 nM after 24 hrs by sandwich ELISA method2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID1454996Toxicity in Atlantic horseshoe crab blood limulus amebocyte lysate by chromogenic endotoxin test2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID568281Antiinvasive activity against mouse 26-L5 cells by transwell migration assay2011Bioorganic & medicinal chemistry letters, Feb-15, Volume: 21, Issue:4
Synthesis and evaluation of trehalose-based compounds as anti-invasive agents.
AID425008Cytotoxicity against mouse 26-L5 cells at 10 ug/ml2009Journal of natural products, May-22, Volume: 72, Issue:5
Brartemicin, an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.
AID1454983Binding affinity to recombinant human mincle extracellular domain fused with human IgG Fc expressed in HEK293T cells at 0.1 nmol by ELISA2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID1454978Agonist activity at mincle in wild type C57BL/6 mouse GM-CSF derived BMDM assessed as increase in IL-1beta release at 0.1 to 1 nmol after 24 hrs by sandwich ELISA2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID1454997Agonist activity at mouse mincle coupled with FcRgamma expressed in 2B4-NFAT-GFP reporter cells up to 1 nmol after 18 hrs by flow cytometric analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID1454979Agonist activity at mincle in wild type C57BL/6 mouse GM-CSF derived BMDM assessed as increase in MIP2 release at 0.1 to 1 nmol after 24 hrs by sandwich ELISA2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
AID425012Antiinvasive activity against mouse 26-L5 cells at 1 ug/ml2009Journal of natural products, May-22, Volume: 72, Issue:5
Brartemicin, an inhibitor of tumor cell invasion from the actinomycete Nonomuraea sp.
AID1454977Agonist activity at mincle in wild type C57BL/6 mouse GM-CSF derived BMDM assessed as increase in IL-6 release at 0.1 to 1 nmol after 24 hrs by sandwich ELISA2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (10.00)29.6817
2010's6 (60.00)24.3611
2020's3 (30.00)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%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
trehalose
alpha,alpha-trehalose : A trehalose in which both glucose residues have alpha-configuration at the anomeric carbon.		3.82100trehaloseEscherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
trehalose 6,6'-dibehenate
trehalose 6,6'-dibehenate: an analog of cord factor		2.1710fatty acid derivative;
O-acyl carbohydrate
glycolipids
[no description available]		7.6620
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Colon
[description not available]		02.0510
Colonic Neoplasms
Tumors or cancer of the COLON.		02.0510
Koch's Disease
[description not available]		02.2510
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		02.2510
Angiogenesis, Pathologic
[description not available]		02.0810