Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H18O12 |
| Molecular Weight | 474.3711 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)[C@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O
InChI
InChIKey=YDDGKXBLOXEEMN-IABMMNSOSA-N
InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted L-chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase. | 2010-11-25 |
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| The total synthesis of fukiic acid, an HIV-1 integrase inhibitor. | 2008-10 |
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| Design, synthesis, and biological evaluation of chicoric acid analogs as inhibitors of HIV-1 integrase. | 2006-07-01 |
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| Anti-HIV activities of natural antioxidant caffeic acid derivatives: toward an antiviral supplementation diet. | 2005 |
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| L-chicoric acid inhibits human immunodeficiency virus type 1 integration in vivo and is a noncompetitive but reversible inhibitor of HIV-1 integrase in vitro. | 2004-09-01 |
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| Catechol-substituted L-chicoric acid analogues as HIV integrase inhibitors. | 2003-12-15 |
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| A new anti-HIV flavonoid glucuronide from Chrysanthemum morifolium. | 2003-09 |
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| Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors. | 2003-08-15 |
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| Human immunodeficiency virus type-1 integrase containing a glycine to serine mutation at position 140 is attenuated for catalysis and resistant to integrase inhibitors. | 2003-02-01 |
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| QSAR studies of HIV-1 integrase inhibition. | 2002-12 |
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| Dicaffeoyltartaric acid analogues inhibit human immunodeficiency virus type 1 (HIV-1) integrase and HIV-1 replication at nontoxic concentrations. | 2002-08-15 |
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| New class of HIV integrase inhibitors that block viral replication in cell culture. | 2002-07-23 |
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| Diketo acid inhibitor mechanism and HIV-1 integrase: implications for metal binding in the active site of phosphotransferase enzymes. | 2002-05-14 |
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| HIV-1 integrase inhibitory phenylpropanoid glycosides from Clerodendron trichotomum. | 2001-08 |
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| Dicaffeoyl- or digalloyl pyrrolidine and furan derivatives as HIV integrase inhibitors. | 2001-06 |
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| Viral entry as the primary target for the anti-HIV activity of chicoric acid and its tetra-acetyl esters. | 2000-09 |
|
| Synthesis and HIV-1 integrase inhibitory activities of caffeoylglucosides. | 2000-08-21 |
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| Chicoric acid analogues as HIV-1 integrase inhibitors. | 1999-04-22 |
|
| Structure-activity relationships: analogues of the dicaffeoylquinic and dicaffeoyltartaric acids as potent inhibitors of human immunodeficiency virus type 1 integrase and replication. | 1999-02-11 |
|
| Resistance to the anti-human immunodeficiency virus type 1 compound L-chicoric acid results from a single mutation at amino acid 140 of integrase. | 1998-10 |
|
| Human immunodeficiency virus type 1 cDNA integration: new aromatic hydroxylated inhibitors and studies of the inhibition mechanism. | 1998-09 |
|
| L-chicoric acid, an inhibitor of human immunodeficiency virus type 1 (HIV-1) integrase, improves on the in vitro anti-HIV-1 effect of Zidovudine plus a protease inhibitor (AG1350). | 1998-08 |
|
| Dicaffeoylquinic and dicaffeoyltartaric acids are selective inhibitors of human immunodeficiency virus type 1 integrase. | 1998-01 |
|
| Dicaffeoylquinic acid inhibitors of human immunodeficiency virus integrase: inhibition of the core catalytic domain of human immunodeficiency virus integrase. | 1996-10 |
|
| Inhibitors of HIV-1 replication [corrected; erratum to be published] that inhibit HIV integrase. | 1996-06-25 |
Patents
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DSLD |
4390 (Number of products:2)
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DTXSID0033332
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5281764
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70831-56-0
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6537-80-0
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699173
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1105315
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S4YY3V8YHD
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Chicoric acid
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99173
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SUBSTANCE RECORD
