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Chemical Compound Review:

AC1NQOOM [(2S,3S)-2-(3,4- dihydroxyphenyl)-5,7...

Synonyms: CHEMBL483083, CHEBI:76132, LMPK12020089, ZINC04534390, 25615-05-8, ...

Vankemmelbeke, M.N. et al., Hayes, C.J. et al., Salah, N. et al., Zhang, R. et al., Bunkova, R. et al., et al.

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Disease relevance of AIDS-231457

Potentiation of catechin gallate-mediated sensitization of Staphylococcus aureus to oxacillin by nongalloylated catechins [1].
Neuroprotective effects of green and black teas and their catechin gallate esters against beta-amyloid-induced toxicity [2].
From these preliminary cytotoxicity assays (MTT) we found that C8-propyl-catechin gallate was more active (IC50 = 31 microM) than catechin gallate (CG, IC50 = 53 microM) or epicatechin gallate (ECG, IC50 = 76 microM) against the colorectal adenocarcinoma cell line HCT116 [3].
Catechin gallate esters therefore provide selective inhibition of certain members of the ADAMTS group of enzymes and could constitute an important nutritional aid in the prevention of arthritis as well as being part of an effective therapy in the treatment of joint disease and other pathologies involving the action of these enzymes [4].
Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase [5].

High impact information on AIDS-231457

Selective inhibition of ADAMTS-1, -4 and -5 by catechin gallate esters [4].
We have now cloned and expressed recombinant human ADAMTS-1, -4 and -5 and report here that the catechin gallate esters found in green tea potently inhibit the aggrecan-degrading activity of these enzymes, with submicromolar IC50 values [4].
The purpose of this investigation was to establish the relative antioxidant activities in vitro of the flavanolic polyphenols, the catechins, and catechin-gallate esters [6].
We find that (-)-CG (catechin gallate) is a very potent inhibitor of FAS, with an IC50 of 1.5 microg/ml, and may contribute to the high inhibitory effect of GTE on FAS [7].
Consequently, EGCG, CG and, particularly, ECG warrant further investigation as agents to combat beta-lactam resistance in S. aureus [8].

Associations of AIDS-231457 with other chemical compounds

Amounts of (-)catechin and (-)catechin gallate in tea extracts were determined by high performance liquid chromatography on reversed phase (RP-HPLC) [9].

References

Potentiation of catechin gallate-mediated sensitization of Staphylococcus aureus to oxacillin by nongalloylated catechins. Stapleton, P.D., Shah, S., Hara, Y., Taylor, P.W. Antimicrob. Agents Chemother. (2006) [Pubmed]
Neuroprotective effects of green and black teas and their catechin gallate esters against beta-amyloid-induced toxicity. Bastianetto, S., Yao, Z.X., Papadopoulos, V., Quirion, R. Eur. J. Neurosci. (2006) [Pubmed]
Synthesis and preliminary anticancer activity studies of C4 and C8-modified derivatives of catechin gallate (CG) and epicatechin gallate (ECG). Hayes, C.J., Whittaker, B.P., Watson, S.A., Grabowska, A.M. J. Org. Chem. (2006) [Pubmed]
Selective inhibition of ADAMTS-1, -4 and -5 by catechin gallate esters. Vankemmelbeke, M.N., Jones, G.C., Fowles, C., Ilic, M.Z., Handley, C.J., Day, A.J., Knight, C.G., Mort, J.S., Buttle, D.J. Eur. J. Biochem. (2003) [Pubmed]
Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase. Tillekeratne, L.M., Sherette, A., Grossman, P., Hupe, L., Hupe, D., Hudson, R.A. Bioorg. Med. Chem. Lett. (2001) [Pubmed]
Polyphenolic flavanols as scavengers of aqueous phase radicals and as chain-breaking antioxidants. Salah, N., Miller, N.J., Paganga, G., Tijburg, L., Bolwell, G.P., Rice-Evans, C. Arch. Biochem. Biophys. (1995) [Pubmed]
Novel inhibitors of fatty-acid synthase from green tea (Camellia sinensis Xihu Longjing) with high activity and a new reacting site. Zhang, R., Xiao, W., Wang, X., Wu, X., Tian, W. Biotechnol. Appl. Biochem. (2006) [Pubmed]
Modulation of beta-lactam resistance in Staphylococcus aureus by catechins and gallates. Stapleton, P.D., Shah, S., Anderson, J.C., Hara, Y., Hamilton-Miller, J.M., Taylor, P.W. Int. J. Antimicrob. Agents (2004) [Pubmed]
Antimutagenic properties of green tea. Bunkova, R., Marova, I., Nemec, M. Plant foods for human nutrition (Dordrecht, Netherlands) (2005) [Pubmed]

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