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Quinones

The quinones are a class of organic compounds that are formally "derived from aromatic compounds [such as benzene or naphthalene] by conversion of an even number of –CH= groups into –C(=O)– groups with any necessary rearrangement of double bonds", resulting in "a fully conjugated cyclic dione structure". Natural quinones show a biological or pharmacological activity, and some of them show anti-tumoral activity.

  • Hypericin
    T6S0923548-04-9
    1. Hypericin (Cyclosan) has antineoplastic activity. 2. Hypericin has antibiotic and antiviral activities. 3. Hypericin has antidepressive activity through inhibiting monoamine oxidase enzyme. 4. Hypericin inhibits RANKL-mediated osteoclastogenesis via affecting ERK signalling in vitro and suppresses wear particle-induced osteolysis in vivo.
    • $52
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  • 2-Hydroxy-1-methoxyanthraquinone
    TN12096170-06-5
    2-Hydroxy-1-methoxyanthraquinone (Alizarin 1-methyl ether) is a natural product isolated from Morinda lucida Benth. (Rubiaceae) with antibacterial activity.
    • $113
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  • Hypocrellin A
    T577177029-83-5
    Hypocrellin A is PKC inhibitor, has light-induced antitumor,antifungal and antiviral activities, it also exerts immunomodulatory effects on MHC-restricted presentation of antigen.
    • $47
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  • Beta-Acetoxyisovalerylshikonin
    T5S235069091-17-4
    Acetoxyisovalerylshikonin, a naphthoquinone derivative extracted from Arnebia euchroma, is a chemical compound.
    • $41
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  • Aloe emodin
    T2843481-72-1
    Aloe emodin (Rhabarberone) is an interferon-inducing agent, for JEV (IC50=1 μg/mL) and EV71(IC50=0.33 μg/mL ).
    • $34
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  • Coenzyme Q10
    T2796303-98-0
    Coenzyme Q10 (CoQ10) (ubiquinone) is a naturally occurring compound, acting as the electron carrier in the mitochondrial respiratory chain.
    • $42
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  • Emodin
    T2869518-82-1
    • $45
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  • Rhein
    T2997478-43-3
    Rhein (NSC 38629) is an anthraquinone compound extracted from Polygonaceae Rheum Officinale with anti-inflammation and antitumor activities.
    • $50
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  • Danthron
    T0800117-10-2
    Danthron (Antrapurol) is a natural product, regulates glucose, and lipid metabolism by activating AMPK.
    • $35
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  • (Rac)-Arnebin 1
    T45865162-01-6
    (Rac)-Arnebin 1 (beta, beta-dimethylacrylshikonin) has anti-tumor, anti-inflammatory, anti-immune deficiency and protecting liver.
    • $65
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  • 2,5-dimethoxycyclohexa-2,5-diene-1,4-dio
    TN70873117-03-1
    2,5-dimethoxycyclohexa-2,5-diene-1,4-dio (Thermophillin) is a natural product. The redox cycle of 2,5-dimethoxybenzoquinone is a source of reducing equivalent for the regeneration of Fe2+ and H2O2 in brown rot fungal decay of wood.
    • $37
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  • Plumbagin
    T2841481-42-5
    Plumbagin (Plumbaein) is a yellow dye, formally derived from naphthoquinone. It is named after the plant genus Plumbago, from which it was originally isolated. It is also commonly found in the carnivorous plant genera Drosera and Nepenthes. It is also a component of the black walnut drupe.
    • $30
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  • Deoxyshikonin
    T5S234743043-74-9
    1. Deoxyshikonin (Arnebin 7) may be a new drug candidate for wound healing and treatment of lymphatic diseases. 2. Deoxyshikonin enhances the ability of human dermal lymphatic microvascular endothelial cells (HMVEC-dLy) to undergo time-dependent in vitro cord formation. 3. Deoxyshikonin and dodecyl gallate show significantly synergic antimicrobial activity with penicillin in vivo and in vitro, and can effectively reduce nasopharyngeal and lung colonization caused by different penicillin-resistant pneumococcal serotypes.
    • $130
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  • Vitamin K1
    T107584-80-0
    Vitamin K1 (Phylloquinone) a fat-soluble, naturally occurring vitamin with antihemorrhagic and prothrombogenic activity.
    • $37
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  • (-)-Alkannin
    T4958517-88-4
    (-)-Alkannin (Shikonin) is a natural red naphthoquinone pigment, has antimicrobial, anti-tumor, and anti-inflammatory effects; a purified shikonin preparation is widely used for the production of medicinals, cosmetics, and some food products; shikonin also enters into the antiinflammatory ointment and cream compositions used for the treatment of burns. It can suppress the cell viability, adhesion, invasion and migratory ability of MGC-803 cells through TLR2- or NF-κB-mediated pathway.
    • $60
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  • Menadione
    T044958-27-5
    Menadione (Vitamin K3) is a synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.
    • $65
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  • β,β-Dimethylacrylalkannin
    T570334539-65-6
    β,β-Dimethylacrylalkannin is a natural product isolated from Arnebia nobilis Reichb.f, increases collagen and involucrin content in skin cells.
    • $100
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  • Demeclocycline
    T1400L127-33-3
    Demeclocycline (Declostatin) is a tetracycline antibiotic produced by a strain of Streptomyces aureofaciens.Demeclocycline has antimicrobial activity and inhibits the action of vasopressin on the renal tubules, leading to diuresis. Demeclocycline can be used to induce diuresis and acute renal failure.
    • $38
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  • Lawsone methyl ether
    T30082348-82-5
    Lawsone methyl ether (2-Methoxy-1,4-naphthoquinone) induced apoptosis of A549 cells independent of cell cycle arrest, and is mediated by the JNK and p38 MAPK signaling pathways. Further analysis demonstrated that these signaling pathways were stimulated by oxidative DNA damage caused by increased ROS generation in MNQ-treated A549 cells.
    • $30
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  • Chrysophanein
    TN14924839-60-5
    Chrysophanein (Chrysophanol 1-O-glucoside) is a hydroxyquinone compound from Aloe vera with antibacterial, antifungal, and antioxidant activity.
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  • 2-Hydroxy-3-(hydroxymethyl)anthraquinone
    TN276268243-30-1
    2-Hydroxy-3-(hydroxymethyl)anthraquinone exhibits quinone reductase (QR)- inducing activity in Hepa lclc7 cells, with the concentration required to double QR activity of 0.94 microM.
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  • Ketoisophorone
    T27231125-21-9
    Ketoisophorone (2,6,6-Trimethyl-2-cyclohexene-1,4-dione) is the major ingredients of saffron spice. It is a cyclic olefin and was reported as a product of the thermal degradation of β-carotene in aqueous suspension.
    • $29
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  • Dihydrolapachenole
    TN705820213-26-7
    Dihydrolapachenole (6-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene) can be isolated from T. chrysantha.
    • $92
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  • Rhein-8-glucoside calcium
    T3827113443-70-2
    Rhein-8-O-beta-D-glucopyranoside(Rhein-8-glucoside calcium (Rhein-8-glucoside calcium salt) salt) shows moderate bioactivity against human Protein Tyrosine Phosphatase 1B (hPTP1B) in vitro.
    • $103
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  • Sennidin A
    TN1033641-12-3
    Sennidin A, has two hydroxyanthraquinone-like moieties, exerts inhibition on NS3 helicase with IC50 values of 0.8 μM.
    • $165
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  • β,β-Dimethylacrylshikonin
    T3S234424502-79-2
    1. β,β-Dimethylacrylshikonin (Dimethylacrylshikonin) is a promising agent for developing an improved strategy for radiotherapy against tumors. (a) Injection of Dimethylacrylshikonin combined with IR treatment significantly suppressed tumor growth of the HCT-116 xenograft. (b) Dimethylacrylshikonin significantly suppressed the growth of H(22) transplantable hepatoma, and induced the activation of caspase-3 . (c) Dimethylacrylshikonin inhibited growth of gastric cancer SGC-791 cells by inducing ERK signaling pathway. 2. Dimethylacrylshikonin inhibits the proliferation of MCF-7 cells in vitro by inducing apoptosis through the downregulation of Bcl-2, upregulation of Bax and partial inactivation of the NF-κB pathway.
    • $130
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  • Quinizarin
    TN213281-64-1
    Quinizarin (1,4-Dihydroxyanthraquinone) is a natural product
    • $42
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  • 2-Amino-3-carboxy-1,4-naphthoquinone
    TN1208173043-38-4
    2-Amino-3-carboxy-1,4-naphthoquinone is the electron transfer mediator, can change glucose metabolism of the homofermentative lactic acid bacteria. 2-Amino-3-carboxy-1,4-naphthoquinone is a novel growth stimulator for bifidobacteria, it affects the end-product profile of bifidobacteria through the mediated oxidation of NAD(P)H
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    • 4-Hydroxysapriparaquinone
      TN3046120278-25-3
      4-Hydroxysapriparaquinone Compound isolated from the roots of Salvia prionitis Hance. with potential anticancer activity.
      • $856
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    • Diacerein
      T127313739-02-1
      Diacerein (Fisiodar) is a prodrug which is metabolized to rhein. It is currently approved in France for the treatment of osteoarthritis although the use of diacerein is restricted due to the side effects including sevre diarrhea [L780]. Diacerein is under investigation for the treatment of Insulin Resistance, Diabetes Mellitus (Type 2), and Diabetes-Related Complications.
      • $50
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    • HYPOCRELLIN B
      T5780123940-54-5
      HYPOCRELLIN B are photosensitive pigments isolated from Hypocrella bambusae Sacc. Hypocrellin B causes DNA strand breakage, induces apoptosis in ovarian cancer cells, and inhibits proliferation of Staphylococcus by increasing ROS levels, and damaging cell
      • $64
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    • Obtusifolin
      T4S0969477-85-0
      1. Obtusifolin has antioxidant properties and improves chemically induced diabetes and its complications by modulation of oxidative stress. 2. Obtusifolin suppresses phthalate esters-mediated bone resorption, thus may be a novel anti-breast-cancer bone me
      • $64
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    • Aloe-emodin-8-O-β-D-glucopyranoside
      TN105333037-46-6
      Aloe-emodin-8-O-β-D-glucopyranoside (Aloe-emodin-8-O-beta-D-glucopyranoside) shows moderate bioactivity against human Protein Tyrosine Phosphatase 1B (hPTP1B) in vitro.
      • $156
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    • alpha-Tocopherolquinone
      T70507559-04-8
      During hypoxia in rats, levels of α-tocopherylquinon have been found to rise. alpha-Tocopherolquinone (Metarene) is reported to downregulate the respiratory activity of mitochondria. alpha-Tocopherolquinone has also displayed antioxidant activities after it is reduced to tocopherylhydroquinone.
      • $30
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    • 2,6-Dimethoxyquinone
      T3739530-55-2
      2,6-Dimethoxyquinone is a plant derived liposuction inducing factor. It has antilipemic, anticancer, antibacterial, antimalarial and anti-inflammatory properties.
      • $31
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    • Rubiadin-1-methyl ether
      T42377460-43-7
      Rubiadin-1-methyl ether (Rubiadin 1-methyl ether) is a natural product.It inhibits osteoclastic bone resorption via inhibition on the phosphorylation of NF-κB p65 and the degradation of IκBα as well as decrease in the nuclear translocation of p65.
      • $40
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    • Rhein 8-Glucoside
      TN215434298-86-7
      D-Arabitol is a polyol that can lead to neurotoxicity when accumulated in the body.
      • $56
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    • Salvisyrianone
      TN4936250691-57-7
      Salvisyrianone is a diterpene isolated from Cryptomeria taiwanensis and S. syriacus with potential antihypertensive activity and antitumor activity.
      • $2,320
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    • Tectoquinone
      TN226184-54-8
      Tectoquinone exhibits strong mosquito larvicidal activity.
      • $31
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    • Protohypericin
      TN2108548-03-8
      Protohypericin, a naphthodianthrone derivative found in the plant Hypericum perforatum, exhibits photocytotoxicity and is utilized in tumor necrosis targeted radiotherapy through its radioiodinated form.
      • $128
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    • Lapachol
      T413684-79-7
      Lapachol (CI75490) has antimicrobial properties against many pathogens. It has anti-inflammatory, analgesic and antibiotic properties. It is an inhibitor of epithelial tumors in Drosophila melanogaster heterozygote.
      • $41
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    • Acetylshikonin
      T5S234324502-78-1
      1. Acetylshikonin exhibits weak cytotoxicity against human umbilical vein endothelial cells (HUVECs) with IC5 of over 2 microM, exhibits the antiangiogenic and antitumorigenic effects by suppressing proliferation and angiogenic factors. 2. Acetylshikonin inhibits the generation of NADPH oxidase complex in the activation of respiratory burst of PMNs, but does not directly inhibit the activity of NADPH oxidase already generated. 3. Certain shikonin derivatives(such as Acetylshikonin) act as modulators of the Nur77-mediated apoptotic pathway and identify a new shikonin-based lead that targets Nur77 for apoptosis induction. 4. Acetylshikonin, shikonin, and alkannin have accelerative effect on the proliferation of granulation tissue in rats. 5. Acetylshikonin has inhibitory effect on the edematous response is due neither to the release of steroid hormones from the adrenal gland nor to the glucocorticoid activity, but probably partly to the suppression of mast cell degranulation and partly to protection of the vasculature from mediator challenge. 6. Acetylshikonin induces apoptosis of hepatitis B virus X protein-expressing human hepatocellular carcinoma cells via endoplasmic reticulum stress.
      • $35
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    • Juglone
      T4010481-39-0
      Juglone (Regianin) is a natural naphthoquinone found in the black walnut (J. nigra) and other plants in the Juglandaceae family. Juglone also irreversibly inhibits peptidyl-prolyl cis/trans isomerases of the parvulin family, including human Pin1, yeast Ess1/Ptf1, and E. coli parvulin (Ki = 55.9 nM). Juglone also blocks transcription by RNA polymerases I, II, and III (IC50s = 2-7 μM) and attenuates kidney fibrosis in rats treated with unilateral ureteral obstruction, both through Pin1-independent mechanisms.
      • $41
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    • Aurantio-obtusin
      T6S155967979-25-3
      1. Biotransformation of glucoAurantio-obtusin towards Aurantio-obtusin increased the toxicity of irinotecan through increased inhibition of SN-38 glucuronidation. 2. Aurantio-obtusin, stimulated chemotactic migration of MC3T3-E1 osteoblast cells in a conc
      • $100
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    • Physcion
      T3019521-61-9
      Physcion (Physcione) (Parietin) is an anthraquinone isolated from traditional Chinese medicine Radix et Rhizoma Rhei, acts as an inhibitor of 6-phosphogluconate dehydrogenase, with an IC50 and a Kd of 38.5 μM and 26.0 μM, respectively. Physcion (Parietin) exhibits laxative, hepatoprotective, anti-inflammatory, anti-microbial, anti-proliferative and anti-tumor effects.
      • $43
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    • Aloin B
      T5S117728371-16-6
      Aloin B (Isobarbaloin) is an isomer of aloin.1. The extract of A. vera and its active ingredient aloin cause melanin aggregation leading to skin lightening via alpha adrenergic receptor stimulation, the result opens new vistas for the use of A. vera regarding its clinical application as a new nontoxic melanolytic agent for the treatment of hyperpigmentation. 2. Dietary supplementation of aloe components (aloin, aloesin and aloe-gel) can ameliorate intestinal inflammatory responses in a 3% dextran sulfate sodium (DSS)-induced ulcerative colitis rat model, in particular, aloesin is the most potent inhibitor.
      • $40
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    • Gambogellic acid
      T11354173867-04-4
      Gambogellic acid is an xanthone compound obtained from Garcinia cambogia and processed Gambog, is antitumor activity and cytotoxicity.
      • $82
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    • Obtusin
      TN200470588-05-5
      Obtusin is a natural product.
      • $163
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    • Lawsone
      T296983-72-7
      Lawsone (Hennotannic acid) (2-hydroxy-1,4-naphthoquinone), also known as hennotannic acid, is a red-orange dye present in the leaves of the henna plant (Lawsonia inermis) as well as in the flower of water hyacinth (Eichhornia crassipes).
      • $45
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    • Carminic acid
      TN36011260-17-9
      Carminic acid, the well-known red dyestuff from cochineal insects (Dactylopius spp.), is a potent feeding deterrent to ants. Carminic acid is an antioxidant to protect erythrocytes and DNA against radical-induced oxidation, it also has antitumor activity.
      • $30
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