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murrayaquinone a

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Description

murrayaquinone A: a carbazole alkaloid from Murraya (Rutaceae); structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
MurrayagenusA plant genus of the family RUTACEAE. Members contain murrayanine, koenine, isomahanine, kwangsine, siamenol, murrayafoline A, murrayaquinone A and other cytotoxic carbazolequinones.[MeSH]RutaceaeA plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers.[MeSH]

Cross-References

ID SourceID
PubMed CID127481
CHEMBL ID396171
SCHEMBL ID5396418
MeSH IDM0172241

Synonyms (14)

Synonym
murrayachinon a
NCI60_018838
nsc654274
nsc-654274
murrayaquinone a
CHEMBL396171
3-methyl-9h-carbazole-1,4-dione
100108-66-5
murrayaquinone-a
1h-carbazole-1,4(9h)-dione, 3-methyl-
SCHEMBL5396418
3-methyl-1h-carbazole-1,4(9h)-dione #
XJTABSPWPMYLQX-UHFFFAOYSA-N
DTXSID10142945
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (71)

Assay IDTitleYearJournalArticle
AID376186Growth inhibition of human DMS144 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376193Growth inhibition of human HOP92 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376173Growth inhibition of human SF539 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376148Growth inhibition of human SN12C cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376176Growth inhibition of human SW620 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376195Growth inhibition of human HOP18 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376151Growth inhibition of human ACHN cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376209Growth inhibition of human KB cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376184Growth inhibition of human COLO205 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1591763Potency index, ratio of 5-fluorouracil IC50 to test compound IC50 for human HL60 cells2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376203Growth inhibition of human CCRF-CEM cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376190Growth inhibition of human NCI-H322M cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376149Growth inhibition of human RFX393 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376163Growth inhibition of human SK-MEL-28 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376180Growth inhibition of human HCT15 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1713093Cytotoxicity against human HL-60 cells assessed as reduction in cell viability incubated for 48 hrs by WST-1 assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Concise synthesis of carbazole-1,4-quinones and evaluation of their antiproliferative activity against HCT-116 and HL-60 cells.
AID1591765Induction of reactive oxygen species generation in human HL60 cells assessed as increase in extracellular ROS level at 1 uM measured after 2 hrs by NBT dye-based assay2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376161Growth inhibition of human UACC257 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376162Growth inhibition of human SK-MEL-5 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376201Growth inhibition of human K562 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376154Growth inhibition of human SK-OV-3 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1591761Cytotoxicity against human HL60 cells assessed as cell viability at 10 uM measured after 48 hrs by CCK8 assay relative to control2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376198Growth inhibition of human SR cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376200Growth inhibition of human MOLT4 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376187Growth inhibition of human LXFL529 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376158Growth inhibition of human OVACR3 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1591766Induction of apoptosis in human HL60 cells assessed as chromatin crenation at 1 uM measured after 24 hrs by Hoechst 33342 staining based fluorescence microscopic method2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376147Growth inhibition of human TK10 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376172Growth inhibition of human SNB19 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376194Growth inhibition of human HOP62 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376202Growth inhibition of human HL60(TB) cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376199Growth inhibition of human RPMI8266 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376155Growth inhibition of human OVACR8 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376178Growth inhibition of human KM12 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID292938Cytotoxicity against mouse P388 cells by MTT assay2007Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1
Structure-activity delineation of quinones related to the biologically active Calothrixin B.
AID1591767Induction of apoptosis in human HL60 cells assessed as chromatin condensation at 1 uM measured after 24 hrs by Hoechst 33342 staining based fluorescence microscopic method2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376165Growth inhibition of human M19-MEL cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376196Growth inhibition of human EKVX cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376181Growth inhibition of human HCT116 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376157Growth inhibition of human OVACR4 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376210Growth inhibition of human HCT8 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376189Growth inhibition of human NCI-H460 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376177Growth inhibition of human KM20L2 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376156Growth inhibition of human OVACR5 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID292937Cytotoxicity against human HeLa cells by MTT assay2007Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1
Structure-activity delineation of quinones related to the biologically active Calothrixin B.
AID376160Growth inhibition of human UACC62 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376179Growth inhibition of human HT29 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376188Growth inhibition of human NCI-H522 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1591764Induction of reactive oxygen species generation in human HL60 cells assessed as increase in intracellular ROS level at 1 uM measured after 2 hrs by NBT dye-based assay relative to control2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376192Growth inhibition of human NCI-H226 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID292939Cytotoxicity against CV1 cells by MTT assay2007Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1
Structure-activity delineation of quinones related to the biologically active Calothrixin B.
AID376175Growth inhibition of human SF268 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376170Growth inhibition of human U251 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376166Growth inhibition of human M14 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376174Growth inhibition of human SF295 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376153Growth inhibition of human 786-0 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1713092Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Concise synthesis of carbazole-1,4-quinones and evaluation of their antiproliferative activity against HCT-116 and HL-60 cells.
AID376159Growth inhibition of human IGROV1 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID1591762Cytotoxicity against human HL60 cells assessed as reduction in cell viability measured after 48 hrs by CCK8 assay2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID1591768Induction of apoptosis in human HL60 cells assessed as chromatin fragmentation at 1 uM measured after 24 hrs by Hoechst 33342 staining based fluorescence microscopic method2019Bioorganic & medicinal chemistry letters, 08-15, Volume: 29, Issue:16
Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
AID376171Growth inhibition of human SNB75 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376150Growth inhibition of human CAKI1 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376167Growth inhibition of human MALME-3M cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376185Growth inhibition of human DMS273 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376146Growth inhibition of human UO31 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376164Growth inhibition of human SK-MEL-2 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376197Growth inhibition of human A549 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376183Growth inhibition of human DLD1 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376169Growth inhibition of human XF498 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376191Growth inhibition of human NCI-H23 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
AID376182Growth inhibition of human HCC2998 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
[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-19901 (10.00)18.7374
1990's1 (10.00)18.2507
2000's3 (30.00)29.6817
2010's4 (40.00)24.3611
2020's1 (10.00)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 Index2.48 (2.92)
Research Growth Index4.92 (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%
Reviews1 (9.09%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]