Page last updated: 2024-11-13

6-methoxyspirotryprostatin b

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

Description

6-methoxyspirotryprostatin B: cytotoxic compound from the marine-derived fungus Aspergillus sydowi; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

6-methoxyspirotryprostatin B : An indole alkaloid isolated from a marine-derived fungal strain Aspergillus sydowii PFW1-13 and has been shown to exhibit cytotoxic 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 CID24900164
CHEMBL ID488302
CHEBI ID66707
MeSH IDM0524630

Synonyms (10)

Synonym
chebi:66707 ,
CHEMBL488302
6-methoxyspirotryprostatin b
(2s,3s,5as)-6'-methoxy-3-(2-methylprop-1-en-1-yl)-5a,6,7,8-tetrahydro-5h,10h-spiro[dipyrrolo[1,2-a:1',2'-d]pyrazine-2,3'-indole]-2',5,10(1'h)-trione
(2s,3s,5as)-5a,6,7,8-tetrahydro-6'-methoxy-3-(2-methyl-1-propen-1-yl)spiro[5h,10h-dipyrrolo[1,2-a:1',2'-d]pyrazine-2(3h),3'-[3h]indole]-2',5,10(1'h)-trione
Q27135329
1031727-28-2
(5s,6s,9s)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodec-3-ene-5,3'-1h-indole]-2,2',8-trione
AKOS040763147
F92763
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
Aspergillus metaboliteAny fungal metabolite produced during a metabolic reaction in the mould, Aspergillus.
[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 (4)

ClassDescription
azaspiro compoundAn azaspiro compound is a spiro compound in which at least one of the cyclic components is a nitrogen heterocyle.
indole alkaloidAn alkaloid containing an indole skeleton.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
indolones
[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]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cysteine protease Trypanosoma brucei rhodesienseIC50 (µMol)50.00000.00313.87667.7500AID475976
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID423397Cytotoxicity against human K562 cells after 48 hrs by MTT assay2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive alkaloids from endophytic Aspergillus fumigatus.
AID475977Inhibition of Trypanosoma brucei brucei recombinant cathepsin B assessed after 5 mins by spectrofluorimetry2010Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7
Assessing the trypanocidal potential of natural and semi-synthetic diketopiperazines from two deep water marine-derived fungi.
AID475981Selectivity index, ratio of IC50 for human Jurkat cells to IC50 for Trypanosoma brucei brucei2010Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7
Assessing the trypanocidal potential of natural and semi-synthetic diketopiperazines from two deep water marine-derived fungi.
AID405953Cytotoxicity against human A549 cells after 72 hrs by MTT assay2008Journal of natural products, Jun, Volume: 71, Issue:6
Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine-derived fungus Aspergillus sydowi.
AID1082823Toxicity in Artemia salina (brine shrimp) at 28 degC after 48 hr2012Journal of agricultural and food chemistry, Apr-04, Volume: 60, Issue:13
Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities.
AID423399Induction of neurite outgrowth in rat PC12 cells at 10 uM after 2 days by phase-contrast microscope2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive alkaloids from endophytic Aspergillus fumigatus.
AID475978Cytotoxicity against human Jurkat cells after 40 hrs bioluminescence assay2010Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7
Assessing the trypanocidal potential of natural and semi-synthetic diketopiperazines from two deep water marine-derived fungi.
AID423396Cytotoxicity against human KB cells after 48 hrs by MTT assay2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive alkaloids from endophytic Aspergillus fumigatus.
AID405954Cytotoxicity against human HL60 cells after 72 hrs by MTT assay2008Journal of natural products, Jun, Volume: 71, Issue:6
Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine-derived fungus Aspergillus sydowi.
AID485402Cell cycle arrest in mouse tsFT210 cells assessed as accumulation of cells at G2/M phase2010Bioorganic & medicinal chemistry, Jun-15, Volume: 18, Issue:12
Design and synthesis of spirotryprostatin-inspired diketopiperazine systems from prolyl spirooxoindolethiazolidine derivatives.
AID475975Antitrypanosomal activity against Trypanosoma brucei brucei 427-221a after 40 hrs by bioluminescence assay2010Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7
Assessing the trypanocidal potential of natural and semi-synthetic diketopiperazines from two deep water marine-derived fungi.
AID475976Inhibition of Trypanosoma brucei brucei recombinant rhodesain after 5 mins by spectrofluorimetry2010Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7
Assessing the trypanocidal potential of natural and semi-synthetic diketopiperazines from two deep water marine-derived fungi.
AID423398Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive alkaloids from endophytic Aspergillus fumigatus.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's4 (66.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.43

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.43 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.43)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]