Protein Information

Name protein kinase C (protein family or complex)
Synonyms Protein kinase C; PKC

Compound Information

Name anthraquinone
CAS 9,10-anthracenedione

Reference List

PubMed Abstract RScore(About this table)
10083837 Yim H, Lee YH, Lee CH, Lee SK: Emodin, an anthraquinone derivative isolated from the rhizomes of Rheum palmatum, selectively inhibits the activity of casein kinase II as a competitive inhibitor. Planta Med. 1999 Feb;65(1):9-13.

We measured IC50 values for emodin on the activities of several Ser/Thr protein kinases, including cAMP-dependent protein kinase (PKA), protein kinase C (PKC), cdc2, casein kinases I (CKI) and CKII.
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7582818 Zhao WQ, Polya GM, Wang BH, Gibbs ME, Sedman GL, Ng KT: Inhibitors of cAMP-dependent protein kinase impair long-term memory formation in day-old chicks. Neurobiol Learn Mem. 1995 Sep;64(2):106-18.

The earlier effects of these inhibitors may be due to the additional inhibitory action of these compounds on protein kinase C activity, which has been demonstrated in previous studies to be implicated, possibly through phosphorylation of the GAP43 phosphoprotein, in memory processing in the stage of memory immediately preceding the protein synthesis-dependent long-term stage.
Neither anthraquinone nor the anthraquinone derivative anthraflavic acid, which have little effect on protein kinase A activity, affected memory retention.
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17022020 Huang Q, Lu G, Shen HM, Chung MC, Ong CN: Anti-cancer properties of anthraquinones from rhubarb. Med Res Rev. 2007 Sep;27(5):609-30.

The most abundant anthraquinone of rhubarb, emodin, was capable of inhibiting cellular proliferation, induction of apoptosis, and prevention of metastasis.
These capabilities are reported to act through tyrosine kinases, phosphoinositol 3-kinase (PI3K), protein kinase C (PKC), NF-kappa B (NF-kappaB), and mitogen-activated protein kinase (MAPK) signaling cascades.
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15638760 Kubin A, Wierrani F, Burner U, Alth G, Grunberger W: Hypericin--the facts about a controversial agent. Curr Pharm Des. 2005;11(2):233-53.

John's Wort (Hypericum species) and can also be synthesized from the anthraquinone derivative emodin.
In other contemporary studies, screening hypericin for inhibitory effects on various pharmaceutically important enzymes such as MAO (monoaminoxidase), PKC (protein kinase C), dopamine-beta-hydroxylase, reverse transcriptase, telomerase and CYP (cytochrome P450), has yielded results supporting therapeutic potential.
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12440735 Shiono Y, Shiono N, Seo S, Oka S, Yamazaki Y: Effects of polyphenolic anthrone derivatives, resistomycin and hypercin, on apoptosis in human megakaryoblastic leukemia CMK-7 cell line. Z Naturforsch C. 2002 Sep-Oct;57(9-10):923-9.


Emodin, corresponding to 1 of 2 anthraquinone units in hypericin, did not show any effect on this apoptotic system.
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1295884 Takeuchi N, Nakamura T, Takeuchi F, Hashimoto E, Yamamura H: Inhibitory effect of mitoxantrone on activity of protein kinase C and growth of HL60 cells. J Biochem. 1992 Dec;112(6):762-7.

Mitoxantrone, a new anthraquinone, showed inhibitory an effect on protein kinase C (PKC) activity.
82(1,1,1,2) Details
1466788 Jinsart W, Ternai B, Polya GM: Inhibition of myosin light chain kinase, cAMP-dependent protein kinase, protein kinase C and of plant Ca (2+)-dependent protein kinase by anthraquinones. Biol Chem Hoppe Seyler. 1992 Sep;373(9):903-10.

A variety of anthraquinone (anthracene-9,10-dione) derivatives inhibits rat brain Ca (2+)- and phospholipid-activated protein kinase C (PKC) of which the most potent inhibitors are mitoxantrone (1,4-dihydroxy-5,8-bis [2-(hydroxyethylamino)-ethylamino]-9,10- anthracenedione) (IC50 4 microM) and quinalizarin (1,2,5,8-tetrahydroxy-anthraquinone (IC50 4 microM).
82(1,1,1,2) Details
19409890 Xu L, Ting-Lou, Lv N, Zhu X, Chen Y, Yang J: Emodin augments calcium activated chloride channel in colonic smooth muscle cells by Gi/Go protein. Eur J Pharmacol. 2009 Aug 1;615(1-3):171-6. Epub 2009 May 3.

Gi/Go protein inhibits protein kinase A (PKA) and protein kinase C (PKC), and PKA and PKC reduced ClCA currents.
Emodin is a natural anthraquinone in rhubarb.
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12794753 Yeh FT, Wu CH, Lee HZ: Signaling pathway for aloe-emodin-induced apoptosis in human H460 lung nonsmall carcinoma cell. Int J Cancer. 2003 Aug 10;106(1):26-33.

Aloe-emodin (1,8-dihydroxy-3-(hydroxymethyl)-anthraquinone) is an active component from the root and rhizome of Rheum palmatum that has been reported to exhibit antitumor effects through an unknown mechanism.
Aloe-emodin (40 microM)-induced apoptosis of H460 cells involves modulation of cAMP-dependent protein kinase, protein kinase C, Bcl-2, caspase-3 and p38 protein expression.
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7547985 Faltynek CR, Schroeder J, Mauvais P, Miller D, Wang S, Murphy D, Lehr R, Kelley M, Maycock A, Michne W, et al.: Damnacanthal is a highly potent, selective inhibitor of p56lck tyrosine kinase activity. Biochemistry. 1995 Sep 26;34(38):12404-10.

Damnacanthal, an anthraquinone isolated from a plant extract, was found to be a potent, selective inhibitor of p56lck tyrosine kinase activity.
Damnacanthal had > 100-fold selectivity for p56lck over the serine/threonine kinases, protein kinase A and protein kinase C, and > 40-fold selectivity for p56lck over four receptor tyrosine kinases.
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3680022 Matsuda Y, Kase H: KS-619-1, a new inhibitor of Ca2+ and calmodulin-dependent cyclic nucleotide phosphodiesterase from Streptomyces californicus. J Antibiot. 1987 Aug;40(8):1104-10.

KS-619-1 has an anthraquinone moiety.
On the other hand, basal activity (the activity in the presence of ethylene bis (oxyethylenenitrilo) tetraacetic acid (EGTA) instead of Ca2+/calmodulin) of the bovine brain enzyme, calmodulin-independent cyclic nucleotide phosphodiesterase from bovine heart, and protein kinase C from rat brain were inhibited by KS-619-1 to a lesser extent with IC50 values; 12.3, 25.9 and 151 microM, respectively.
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3680020 Matsuda Y, Asano K, Kawamoto I, Kase H: K-259-2, a new inhibitor of Ca2+ and calmodulin-dependent cyclic nucleotide phosphodiesterase from Micromonospora olivasterospora. J Antibiot. 1987 Aug;40(8):1092-100.

K-259-2 has an anthraquinone moiety in its structure.
On the other hand, basal activity (the activity in the presence of ethylene bis (oxyethylenenitrilo) tetraacetic acid (EGTA) instead of Ca2+/calmodulin) of the bovine brain enzyme, calmodulin-independent cyclic nucleotide phosphodiesterase from bovine heart, and protein kinase C from rat brain were inhibited by K-259-2 to a lesser extent with IC50 values of 27.4, 40.7 and 45.8 microM, respectively.
1(0,0,0,1) Details