Page last updated: 2024-11-12

peloruside a

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

Description

peloruside A: Antibiotics, Antineoplastic from the sponge Mycale; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

peloruside A : A macrolide that is a novel secondary metabolite isolated from a New Zealand marine sponge, Mycale hentscheli. [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 CID11353344
CHEMBL ID4218957
SCHEMBL ID15381218
MeSH IDM0370837

Synonyms (5)

Synonym
peloruside a
SCHEMBL15381218
(1r,3r,4s,7s,9s,11s,13r,14r,15r)-4,11,13,14-tetrahydroxy-7-[(2z,4r)-4-(hydroxymethyl)hex-2-en-2-yl]-3,9,15-trimethoxy-12,12-dimethyl-6,17-dioxabicyclo[11.3.1]heptadecan-5-one
CHEMBL4218957
(1r,3r,4s,7s,9s,11s,13r,14r,15r)-4,11,13,14-tetrahydroxy-7-[(z,4r)-4-(hydroxymethyl)hex-2-en-2-yl]-3,9,15-trimethoxy-12,12-dimethyl-6,17-dioxabicyclo[11.3.1]heptadecan-5-one

Research Excerpts

Overview

Peloruside A is a microtubule-stabilizing macrolide that binds to beta tubulin at a site distinct from the taxol site. It is a novel secondary metabolite isolated from a New Zealand marine sponge, Mycale hentscheli, that has potent paclitaxel-like microtubules stabilizer activity.

ExcerptReferenceRelevance
"Peloruside A is a macrocyclic natural product from a New Zealand marine sponge Mycale hentscheli. "( Synthetic, semisynthetic and natural analogues of peloruside A.
Brackovic, A; Harvey, JE, 2015
)
2.11
"Peloruside A is a microtubule-stabilizing agent that is currently under investigation as a potential anticancer agent. "( Inhibition of human vascular endothelial cell migration and capillary-like tube formation by the microtubule-stabilizing agent peloruside A.
Chan, A; Miller, JH; Northcote, PT; Singh, AJ, 2015
)
2.07
"Peloruside A is a microtubule-stabilizing agent isolated from a New Zealand marine sponge. "( Peloruside A Inhibits Growth of Human Lung and Breast Tumor Xenografts in an Athymic nu/nu Mouse Model.
De Brabander, JK; Gellert, G; Krauth, M; Meyer, CJ; Miller, JH; Northcote, PT; Shay, JW; Wick, MJ, 2015
)
3.3
"Peloruside A is a microtubule-stabilizing macrolide that binds to beta tubulin at a site distinct from the taxol site. "( Mutations in the β-tubulin binding site for peloruside A confer resistance by targeting a cleft significant in side chain binding.
Begaye, A; Sackett, DL; Schriemer, DC; Taylor, RE; Trostel, S; Zhao, Z, 2011
)
2.07
"Peloruside A (peloruside) is a naturally occurring compound isolated from a New Zealand marine sponge that, like the anticancer drug paclitaxel, stabilizes microtubules and inhibits mitosis. "( Peloruside A, an antimitotic agent, specifically decreases tumor necrosis factor-alpha production by lipopolysaccharide-stimulated murine macrophages.
Crume, KP; La Flamme, AC; Miller, JH, 2007
)
3.23
"Peloruside A (1) is a potent microtubule stabilizer with significant clinical potential."( Enantioselective total synthesis of peloruside A: a potent microtubule stabilizer.
Ghosh, AK; Kim, JH; Xu, CX; Xu, X, 2008
)
1.34
"Peloruside A is a novel secondary metabolite isolated from a New Zealand marine sponge, Mycale hentscheli, that has potent paclitaxel-like microtubule-stabilizing activity and is cytotoxic at nanomolar concentrations. "( Peloruside A, a novel antimitotic agent with paclitaxel-like microtubule- stabilizing activity.
Berridge, MV; Hood, KA; Miller, JH; Northcote, PT; Rouwé, B; Wakefield, SJ; West, LM, 2002
)
3.2
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1386671Cell cycle arrest in human HL60 cells assessed as accumulation at G1 phase at 100 nM after 18 hrs by propidium iodide staining based flow cytometry (Rvb = 62%)2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386676Cell cycle arrest in human HL60 cells assessed as accumulation at G2/M phase at 100 nM after 18 hrs by propidium iodide staining based flow cytometry (Rvb = 19%)2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386669Inhibition of porcine brain tubulin polymerization at 2.8 uM measured at 1 min interval over 100 mins by fluorescence assay2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386672Cell cycle arrest in human HL60 cells assessed as accumulation at G1 phase at 500 nM after 18 hrs by propidium iodide staining based flow cytometry (Rvb = 62%)2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386668Growth inhibition of human HL60 cells after 48 hrs by MTT assay2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386666Cell cycle arrest in human HL60 cells assessed as accumulation at S phase at 100 nM after 18 hrs by propidium iodide staining based flow cytometry (Rvb = 20%)2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386677Cell cycle arrest in human HL60 cells assessed as accumulation at G2/M phase at 500 nM after 18 hrs by propidium iodide staining based flow cytometry (Rvb = 19%)2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1386665Cell cycle arrest in human HL60 cells assessed as accumulation at S phase at 500 nM after 18 hrs by propidium iodide staining based flow cytometry (Rvb = 20%)2018Journal of natural products, 09-28, Volume: 81, Issue:9
Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties.
AID1714653Binding affinity to stabilized microtubule (unknown origin) at 25 degreeC incubated for 30 mins followed by GTP addition and measured after 30 mins by HPLC analysis2018Journal of natural products, 03-23, Volume: 81, Issue:3
Zampanolide Binding to Tubulin Indicates Cross-Talk of Taxane Site with Colchicine and Nucleotide Sites.
AID1423556Cytotoxicity against human HL60 cells after 48 hrs by MTT assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Halogenated Meroditerpenoids from a South Pacific Collection of the Red Alga Callophycus serratus.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (79)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's24 (30.38)29.6817
2010's54 (68.35)24.3611
2020's1 (1.27)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.57

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 Index23.57 (24.57)
Research Supply Index4.41 (2.92)
Research Growth Index6.34 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.57)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews6 (7.41%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other75 (92.59%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]