Page last updated: 2024-12-11

diacetylcurcumin

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

Description

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

Cross-References

ID SourceID
PubMed CID6441419
CHEMBL ID261297
SCHEMBL ID14418061
MeSH IDM0477075

Synonyms (23)

Synonym
[4-[(1e,6e)-7-(4-acetoxy-3-methoxy-phenyl)-3,5-dioxo-hepta-1,6-dienyl]-2-methoxy-phenyl] acetate
acetic acid, 4-[7-(4-acetoxy-3-methoxy-phenyl)-3,5-dioxo-hepta-1,6-dienyl]-2-methoxy-phenyl ester
curcumin bis-acetate
CHEMBL261297
di-o-acetylcurcumin
diacetylcurcumin
[4-[(1e,6e)-7-(4-acetyloxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] acetate
unii-5puq5907yx
curcumin 4,4'-diacetate
1,6-heptadiene-3,5-dione, 1,7-bis(4-(acetyloxy)-3-methoxyphenyl)-
5puq5907yx ,
4,4'-diacetylcurcumin
19697-86-0
curcumin diacetate
1,6-heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, diacetate
1,6-heptadiene-3,5-dione, 1,7-bis(4-(acetyloxy)-3-methoxyphenyl)-, (e,e)-
diacetyl curcumin
diacetylcurcumin [inci]
SCHEMBL14418061
((1e,6e)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-4,1-phenylene) diacetate
Q27262709
D93392
AS-77165

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" Unfortunately, most curcuminoids poorly reach their site of action because of low bioavailability issues, (partly) associated with the labile β-diketo structure."( Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
D'hooghe, M; D'hoore, S; De Vreese, R; Grootaert, C; Theppawong, A; Van Bogaert, M; Van Camp, J; Van Damme, S, 2016
)
0.43
"The present study aims to evaluate the antiarthritic activity of diacetylcurcumin (DAC), a synthetic derivative where the free phenolic groups of curcumin are derivatized by acetylation, thereby conferring greater lipophilicity to the parent molecule and partially overcoming the limited systemic bioavailability of curcumin."( Diacetylcurcumin: Its Potential Antiarthritic Effect on a Freund's Complete Adjuvant-Induced Murine Model.
Carrillo-López, MI; Deveze-Álvarez, MA; Enríquez, RG; Escobedo-Martínez, C; Guzmán-Gutiérrez, SL; Meza-Morales, W; Trujillo-Valdivia, A, 2019
)
2.19
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID466919Antitrypanosomal activity against multidrug-resistant Trypanosoma brucei brucei B48 after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID466922Cytotoxicity against HEK293 cells after 16 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID1333302Growth inhibition of human HT-29 cells measured after 72 hrs by SRB assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333310Effect on oxidative stress in human EAhy926 cells assessed as intracellular ROS level at 1 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID323181Antimalarial activity against chloroquine-resistant Plasmodium falciparum MP142008Bioorganic & medicinal chemistry, Mar-15, Volume: 16, Issue:6
Synthesis and exploration of novel curcumin analogues as anti-malarial agents.
AID323180Antimalarial activity against chloroquine-sensitive Plasmodium falciparum FCK22008Bioorganic & medicinal chemistry, Mar-15, Volume: 16, Issue:6
Synthesis and exploration of novel curcumin analogues as anti-malarial agents.
AID1333307Growth inhibition of human HT-29 cells assessed as mitochondrial activity measured after 72 hrs by MTT assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333311Effect on oxidative stress in CHO cells assessed as intracellular ROS level at 1 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID466921Antileishmanial activity against Leishmania mexicana MNYC/BZ/62/M379 amastigotes after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID466917Antitrypanosomal activity against Trypanosoma brucei brucei 427 after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID1333304Growth inhibition of undifferentiated human Caco2 cells measured after 72 hrs by SRB assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333297Solubility of the compound in serum-free DMEM assessed as compound concentration required for crystal formation measured after 1 day by microscopic analysis2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333315Effect on oxidative stress in human HT-29 cells assessed as intracellular ROS level at 1 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333312Effect on oxidative stress in CHO cells assessed as intracellular ROS level at 10 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333317Effect on oxidative stress in human EAhy926 cells assessed as intracellular ROS level at 10 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333316Effect on oxidative stress in human HT-29 cells assessed as intracellular ROS level at 10 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333301Growth inhibition of CHOK1 cells measured after 72 hrs by SRB assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333305Growth inhibition of differentiated human Caco2 cells assessed as mitochondrial activity measured after 72 hrs by MTT assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333309Growth inhibition of human EAhy926 cells measured after 72 hrs by SRB assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333303Growth inhibition of undifferentiated human Caco2 cells assessed as mitochondrial activity measured after 72 hrs by MTT assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333314Effect on oxidative stress in undifferentiated human Caco2 cells assessed as intracellular ROS level at 10 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333313Effect on oxidative stress in undifferentiated human Caco2 cells assessed as intracellular ROS level at 1 uM after overnight incubation by DCFH-DA staining based fluorescence assay relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333300Antioxidant activity assessed as trolox equivalent of ferric ion reducing activity using Fe3+-TPTZ by measuring Fe2+-TPTZ formation after 4 mins by UV-vis spectrophotometry based FRAP assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID515080Antimycobacterial activity against Mycobacterium tuberculosis H37Ra after 24 hrs by microtiter alamar blue assay2010European journal of medicinal chemistry, Oct, Volume: 45, Issue:10
Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity.
AID466918Antitrypanosomal activity against diminazene-resistant Trypanosoma brucei brucei deltaTbat1-KO after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID1333299Growth inhibition of CHOK1 cells assessed as mitochondrial activity measured after 72 hrs by MTT assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333308Growth inhibition of human EAhy926 cells assessed as mitochondrial activity measured after 72 hrs by MTT assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID466920Antileishmanial activity against Leishmania major Friedlin promastigotes after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID617276Inhibition of goat brain tubulin polymerization assessed as turbidity by UV spectrophotometry2011Journal of medicinal chemistry, Sep-22, Volume: 54, Issue:18
Curcumin recognizes a unique binding site of tubulin.
AID1333298Antioxidant activity assessed as inhibition of DPPH radical activity at 1 uM measured after 30 mins under dark conditions by spectrophotometric analysis relative to control2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
AID1333306Growth inhibition of differentiated human Caco2 cells measured after 72 hrs by SRB assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (4.35)18.2507
2000's9 (39.13)29.6817
2010's13 (56.52)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: 12.32

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 Index12.32 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index5.50 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.32)

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%
Other23 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]