Page last updated: 2024-11-08

agelastatin a

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

Description

agelastatin A: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID177936
CHEMBL ID1096256
SCHEMBL ID4745999
MeSH IDM0438264

Synonyms (17)

Synonym
(-)-agelastatin a
CHEMBL1096256
agelastatin a
agelastatine a
152406-28-5
imidazo(4',5':4,5)cyclopenta(1,2-e)pyrrolo(1,2-a)pyrazine-4,7-dione, 1-bromo-5,5a,5b,6,8,8a,9,9a-octahydro-8a-hydroxy-8-methyl-, (5as-(5aalpha,5bbeta,8abeta,9aalpha))-
SCHEMBL4745999
MPASKXAEPUAMBS-WJOUQXRDSA-N
7MB ,
DTXSID60934493
1-bromo-7,8a-dihydroxy-8-methyl-5a,5b,8,8a,9,9a-hexahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazin-4(5h)-one
(1r,9s,10s,14s)-3-bromo-14-hydroxy-13-methyl-2,8,11,13-tetrazatetracyclo[7.6.0.02,6.010,14]pentadeca-3,5-diene-7,12-dione
nsc-786147
nsc786147
HY-125132
CS-0089439
AKOS040747602

Research Excerpts

Overview

Agelastatin A is a naturally occurring oroidin alkaloid with powerful antitumor effects that, in many cases, are superior to cisplatin in vitro.

ExcerptReferenceRelevance
"Agelastatin A is a marine alkaloid with potent biological activity. "( The
D'Ambrosio, M, 2023
)
2.35
"(-)-Agelastatin A is a naturally occurring oroidin alkaloid with powerful antitumor effects that, in many cases, are superior to cisplatin in vitro."( Agelastatin A: a novel inhibitor of osteopontin-mediated adhesion, invasion, and colony formation.
Campbell, FC; Crowe, P; Domostoj, MM; El-Tanani, M; Erwin, PJ; Hale, KJ; Johnston, PG; Manaviazar, S; Mason, CK; McFarlane, S, 2008
)
2.27

Treatment

ExcerptReferenceRelevance
"(-)-Agelastatin A treatment also reduced beta-catenin protein expression and reduced anchorage-independent growth, adhesion, and invasion in R37 OPN pBK-CMV and C9 cell lines."( Agelastatin A: a novel inhibitor of osteopontin-mediated adhesion, invasion, and colony formation.
Campbell, FC; Crowe, P; Domostoj, MM; El-Tanani, M; Erwin, PJ; Hale, KJ; Johnston, PG; Manaviazar, S; Mason, CK; McFarlane, S, 2008
)
2.27

Pharmacokinetics

ExcerptReferenceRelevance
" A detailed in vitro structure-activity relationship of 1a in CLL compared to that of 22 synthetic analogues is described along with preliminary in vivo pharmacokinetic and metabolism studies on the most potent compounds."( Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
Castro, JE; Choi, MY; Molinski, TF; Stout, EP, 2014
)
0.73
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (50)

Assay IDTitleYearJournalArticle
AID1223770Solubility of compound in water at 25 degC2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223775Half life in BALB/c mouse plasma at 2.5 mg/kg, iv administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223795Drug recovery in BALB/c mouse serum at 50 uM after 24 hrs by LC-MS method2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223792Protein binding in BALB/c mouse serum at 50 uM after 1 to 24 hrs by LC-MS method2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223781Cmax in BALB/c mouse plasma at 5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223774Tmax in BALB/c mouse plasma at 2.5 mg/kg, iv administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223762Antitumor activity against CLL1 cells isolated from CLL patient assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290975Cytotoxicity against human OVACR3 cells after 48 hrs by crystal violet staining based assay2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223786Metabolic stability in mouse liver microsomes containing glucuronidase2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223796Drug recovery in human AB serum at 50 uM after 24 hrs by LC-MS method2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223782Tmax in BALB/c mouse plasma at 5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290978Plasma protein binding in human by liquid chromatography-mass spectrometric analysis2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223780AUC in BALB/c mouse plasma at 5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223765Antitumor activity against human HeLa cells assessed as cell viability by MTT assay2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223768Antitumor activity against CLL5 cells isolated from CLL patient assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223779Half life in BALB/c mouse plasma at 2.5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID477229Cytotoxicity against human KB cells at 30 uM2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Agelastatin E, agelastatin F, and benzosceptrin C from the marine sponge Agelas dendromorpha.
AID1290973Cytotoxicity against human A3 cells after 48 hrs by crystal violet staining based assay2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223776AUC in BALB/c mouse plasma at 2.5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223764Antitumor activity against human JVM2 cells assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223777Cmax in BALB/c mouse plasma at 2.5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290979Metabolic stability in human plasma assessed as drug recovery2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223773Cmax in BALB/c mouse plasma at 2.5 mg/kg, iv administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290982Cytotoxicity against human B cells assessed as cell viability after 24 hrs by annexin V/propidium iodide staining based flow cytometric analysis2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1290969Cytotoxicity against human HeLa cells after 24 hrs by [3H]-thymidine incorporation assay2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223788Drug excretion in BALB/c mouse urine at 2.5 mg/kg, ip administered as single dose measured after 5 mins by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223794Drug recovery in BALB/c mouse plasma at 50 uM after 24 hrs by LC-MS method2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223784Metabolic stability in human liver microsomes at 100 uM measured after 1 hr by LC/MS analysis in presence of 1 mM NADPH2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223793Protein binding in human AB serum at 50 uM after 1 to 24 hrs by LC-MS method2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223778Tmax in BALB/c mouse plasma at 2.5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290972Cytotoxicity against human SJSA1 cells after 48 hrs by crystal violet staining based assay2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223772AUC in BALB/c mouse plasma at 2.5 mg/kg, iv administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223763Antitumor activity against CLL2 cells isolated from CLL patient assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290971Cytotoxicity against human CLL cells after 24 hrs by annexin-V/PI staining based flow cytometry2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223785Metabolic stability in mouse liver microsomes at 100 uM measured after 1 hr by LC/MS analysis in presence of 1 mM NADPH2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290970Cytotoxicity against human IGROV cells after 48 hrs by crystal violet staining based assay2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223783Half life in BALB/c mouse plasma at 5 mg/kg, ip administered as single dose by LC/MS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290974Cytotoxicity against human A431 cells after 48 hrs by crystal violet staining based assay2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID477228Cytotoxicity against human KB cells at 3 uM2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Agelastatin E, agelastatin F, and benzosceptrin C from the marine sponge Agelas dendromorpha.
AID1223790Cytotoxicity against human CLL cells2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290976Cytotoxicity against human CLL cells after 24 hrs by annexin-V/PI staining based flow cytometry in presence of human plasma protein2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223766Antitumor activity against CLL3 cells isolated from CLL patient assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290977Cytotoxicity against human CLL cells after 24 hrs by annexin-V/PI staining based flow cytometry in presence of fetal bovine serum2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223769Antitumor activity against CLL6 cells isolated from CLL patient assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223767Antitumor activity against CLL4 cells isolated from CLL patient assessed as cell viability after 48 hrs by FACS analysis2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223789Cytotoxicity against human KB cells2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1290983Cytotoxicity against human T cells assessed as cell viability after 24 hrs by annexin V/propidium iodide staining based flow cytometric analysis2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.
AID1223771Lipophilicity, log P of compound at 25 degC2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223787Metabolic stability in human liver S9 fraction containing glucuronidase2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
AID1223791Protein binding in BALB/c mouse plasma at 50 uM after 1 to 24 hrs by LC-MS method2014Journal of medicinal chemistry, Jun-26, Volume: 57, Issue:12
Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (29)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's15 (51.72)29.6817
2010's12 (41.38)24.3611
2020's2 (6.90)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.73

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 Index22.73 (24.57)
Research Supply Index3.40 (2.92)
Research Growth Index4.49 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.73)

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%
Other29 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]