1,8,9-Trihydroxyanthracene (BioDeep_00000172508)

   

human metabolite blood metabolite


代谢物信息卡片


1,8-Dihydroxy-9(10H)-anthracenone

化学式: C14H10O3 (226.062991)
中文名称: 1,8,9-三羟基蒽
谱图信息: 最多检出来源 Homo sapiens(blood) 100%

分子结构信息

SMILES: C1=CC2=CC3=C(C(=CC=C3)O)C(=C2C(=C1)O)O
InChI: InChI=1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-7,15-17H



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Rui Vilar, Samuel W Lukowski, Marco Garieri, Corinne Di Sanza, Marguerite Neerman-Arbez, Richard J Fish. Chemical Modulators of Fibrinogen Production and Their Impact on Venous Thrombosis. Thrombosis and haemostasis. 2021 Apr; 121(4):433-448. doi: 10.1055/s-0040-1718414. [PMID: 33302304]
  • Mahdieh S Hosseyni Moghaddam, Naser Safaie, Jalal Soltani, Ardalan Pasdaran. Endophytic association of bioactive and halotolerant Humicola fuscoatra with halophytic plants, and its capability of producing anthraquinone and anthranol derivatives. Antonie van Leeuwenhoek. 2020 Feb; 113(2):279-291. doi: 10.1007/s10482-019-01336-x. [PMID: 31584108]
  • Priyadarshini Sathe, Raju Saka, Nagavendra Kommineni, Kaisar Raza, Wahid Khan. Dithranol-loaded nanostructured lipid carrier-based gel ameliorate psoriasis in imiquimod-induced mice psoriatic plaque model. Drug development and industrial pharmacy. 2019 May; 45(5):826-838. doi: 10.1080/03639045.2019.1576722. [PMID: 30764674]
  • A Baran, M Świderska, Joanna Bacharewicz-Szczerbicka, H Myśliwiec, I Flisiak. Serum Fatty Acid-Binding Protein 4 is Increased in Patients with Psoriasis. Lipids. 2017 01; 52(1):51-60. doi: 10.1007/s11745-016-4211-4. [PMID: 27864793]
  • Hanna Myśliwiec, Piotr Myśliwiec, Anna Baran, Iwona Flisiak. Dithranol treatment of plaque-type psoriasis increases serum TNF-like weak inducer of apoptosis (TWEAK). Advances in medical sciences. 2016 Sep; 61(2):207-211. doi: 10.1016/j.advms.2016.01.001. [PMID: 26895458]
  • Simplice B Tankeo, Francois Damen, Louis P Sandjo, Ilhami Celik, Pierre Tane, Victor Kuete. Antibacterial activities of the methanol extracts, fractions and compounds from Harungana madagascariensis Lam. ex Poir. (Hypericaceae). Journal of ethnopharmacology. 2016 Aug; 190(?):100-5. doi: 10.1016/j.jep.2016.06.005. [PMID: 27267830]
  • Oluwatosin O Johnson, Ming Zhao, Jordan Gunn, Bernard D Santarsiero, Zhi-Qi Yin, Gloria A Ayoola, H A B Coker, Chun-Tao Che. α-Glucosidase Inhibitory Prenylated Anthranols from Harungana madagascariensis. Journal of natural products. 2016 Jan; 79(1):224-9. doi: 10.1021/acs.jnatprod.5b00924. [PMID: 26727375]
  • Stavros E Bariamis, George E Magoulas, Katerina Grafanaki, Eleni Pontiki, Theodore Tsegenidis, Constantinos M Athanassopoulos, George Maroulis, Dionissios Papaioannou, Dimitra Hadjipavlou-Litina. Synthesis and biological evaluation of new C-10 substituted dithranol pleiotropic hybrids. Bioorganic & medicinal chemistry. 2015 Nov; 23(22):7251-63. doi: 10.1016/j.bmc.2015.10.022. [PMID: 26515039]
  • Ana L Savian, Daiane Rodrigues, Julia Weber, Roseane F Ribeiro, Mariana H Motta, Scheila R Schaffazick, Andréa I H Adams, Diego F de Andrade, Ruy C R Beck, Cristiane B da Silva. Dithranol-loaded lipid-core nanocapsules improve the photostability and reduce the in vitro irritation potential of this drug. Materials science & engineering. C, Materials for biological applications. 2015 Jan; 46(?):69-76. doi: 10.1016/j.msec.2014.10.011. [PMID: 25491961]
  • Kaisar Raza, Om Prakash Katare, Arvind Setia, Amit Bhatia, Bhupinder Singh. Improved therapeutic performance of dithranol against psoriasis employing systematically optimized nanoemulsomes. Journal of microencapsulation. 2013; 30(3):225-36. doi: 10.3109/02652048.2012.717115. [PMID: 23088318]
  • Cuong H Le, Jun Han, Christoph H Borchers. Dithranol as a MALDI matrix for tissue imaging of lipids by Fourier transform ion cyclotron resonance mass spectrometry. Analytical chemistry. 2012 Oct; 84(19):8391-8. doi: 10.1021/ac301901s. [PMID: 22931516]
  • Aurélien Thomas, Jade Laveaux Charbonneau, Erik Fournaise, Pierre Chaurand. Sublimation of new matrix candidates for high spatial resolution imaging mass spectrometry of lipids: enhanced information in both positive and negative polarities after 1,5-diaminonapthalene deposition. Analytical chemistry. 2012 Feb; 84(4):2048-54. doi: 10.1021/ac2033547. [PMID: 22243482]
  • Shinobu Ito, Tomohisa Mori, Hideko Kanazawa, Toshiko Sawaguchi. Estimation of the postmortem duration of mouse tissue by electron spin resonance spectroscopy. Journal of toxicology. 2011; 2011(?):973172. doi: 10.1155/2011/973172. [PMID: 21776268]
  • Kiranmayee Rao, Bhuvaneswari Ch, Lakshmi M Narasu, Archana Giri. Antibacterial activity of Alpinia galanga (L) Willd crude extracts. Applied biochemistry and biotechnology. 2010 Oct; 162(3):871-84. doi: 10.1007/s12010-009-8900-9. [PMID: 20387130]
  • Toshiyuki Tsuchiya, Makoto Umeda, Noriho Tanaka, Ayako Sakai, Hiroshi Nishiyama, Isao Yoshimura, Syozo Ajimi, Shin Asada, Masumi Asakura, Hiroshi Baba, Yasuaki Dewa, Youji Ebe, Yuichi Fushiwaki, Yuji Hagiwara, Shuichi Hamada, Tetsuo Hamamura, Yumiko Iwase, Yoshitsugu Kajiwara, Yasushi Kasahara, Yukihiko Kato, Masayoshi Kawabata, Emiko Kitada, Kazuko Kaneko, Yuko Kizaki, Kinya Kubo, Daisaku Miura, Kaori Mashiko, Fukutaro Mizuhashi, Dai Muramatsu, Madoka Nakajima, Tetsu Nakamura, Hidetoshi Oishi, Toshiaki Sasaki, Sawako Shimada, Chitose Takahashi, Yuko Takeda, Sinobu Wakuri, Nobuhiro Yajima, Satoshi Yajima, Tomoko Yatsushiro. Application of the improved BALB/c 3T3 cell transformation assay to the examination of the initiating and promoting activities of chemicals: the second interlaboratory collaborative study by the non-genotoxic carcinogen study group of Japan. Alternatives to laboratory animals : ATLA. 2010 Mar; 38(1):11-27. doi: 10.1177/026119291003800111. [PMID: 20377301]
  • Aldona Pietrzak, Anna Michalak-Stoma, Grazyna Chodorowska, Jacek C Szepietowski. Lipid disturbances in psoriasis: an update. Mediators of inflammation. 2010; 2010(?):. doi: 10.1155/2010/535612. [PMID: 20706605]
  • ". Childhood psoriasis: often favorable outcome. Prescrire international. 2009 Dec; 18(104):275. doi: ". [PMID: 20027717]
  • Dong-Li Li, Xiao-Ming Li, Bin-Gui Wang. Natural anthraquinone derivatives from a marine mangrove plant-derived endophytic fungus Eurotium rubrum: structural elucidation and DPPH radical scavenging activity. Journal of microbiology and biotechnology. 2009 Jul; 19(7):675-80. doi: . [PMID: 19652514]
  • Assadollah Beiraghi, Saeed Babaee. Separation and preconcentration of ultra trace amounts of beryllium in water samples using mixed micelle-mediated extraction and determination by inductively coupled plasma-atomic emission spectrometry. Analytica chimica acta. 2008 Jan; 607(2):183-90. doi: 10.1016/j.aca.2007.11.028. [PMID: 18190807]
  • Simeon F Kouam, Shamsun Nahar Khan, Karsten Krohn, Bonaventure T Ngadjui, Deccaux G W F Kapche, Diane B Yapna, Seema Zareem, Amal M Y Moustafa, M Iqbal Choudhary. Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis. Journal of natural products. 2006 Feb; 69(2):229-33. doi: 10.1021/np050407n. [PMID: 16499321]
  • Anna Zalewska, Ewa Głowacka, Janina Wyczółkowska, Henryk Tchórzewski, Joanna Narbutt, Anna Sysa-Jedrzejowska. Interleukin 6 and 8 levels in plasma and fibroblast cultures in psoriasis. Mediators of inflammation. 2006; 2006(1):81767. doi: 10.1155/mi/2006/81767. [PMID: 16864908]
  • I Flisiak, H Myśliwiec, B Chodynicka. Effect of psoriasis treatment on plasma concentrations of metalloproteinase-1 and tissue inhibitor of metalloproteinases-1. Journal of the European Academy of Dermatology and Venereology : JEADV. 2005 Jul; 19(4):418-21. doi: 10.1111/j.1468-3083.2005.01199.x. [PMID: 15987285]
  • Anna Zalewska, Janina Wyczółkowska, Bozena Dziankowska-Bartkowiak, Anna Sysa-Jedrzejowska. Interleukin 4 plasma levels in psoriasis vulgaris patients. Medical science monitor : international medical journal of experimental and clinical research. 2004 Apr; 10(4):CR156-62. doi: NULL. [PMID: 15039646]
  • Iwona Flisiak, Piotr Porebski, Robert Flisiak, Bozena Chodynicka. Plasma transforming growth factor beta1 as a biomarker of psoriasis activity and treatment efficacy. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2003 Sep; 8(5):437-43. doi: 10.1080/13547500310001599061. [PMID: 14602527]
  • Miklós Gábor. Models of acute inflammation in the ear. Methods in molecular biology (Clifton, N.J.). 2003; 225(?):129-37. doi: 10.1385/1-59259-374-7:129. [PMID: 12769482]
  • T Yamamoto, K Nishioka. Alteration of the expression of Bcl-2, Bcl-x, Bax, Fas, and Fas ligand in the involved skin of psoriasis vulgaris following topical anthralin therapy. Skin pharmacology and applied skin physiology. 2003 Jan; 16(1):50-8. doi: 10.1159/000068289. [PMID: 12566829]
  • Witold Bendkowski, Ewa Hadas, Elzbieta Swietochowska, Tomasz Wielkoszyński, Zofia Ostrowska, Bozena Szapska. [Influence of dithranol therapy on clinical status and serum calcitonin concentrations in patients with common psoriasis]. Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego. 2002 Dec; 13(78):481-3. doi: NULL. [PMID: 12666446]
  • Monika Jensen, Lotte Groth, Gunhild Hølmer, Harald S Hansen, Ann Fullerton. The potential of the essential fatty acid-deficient hairless rat as a psoriasis screening model for topical anti-proliferative drugs. Skin pharmacology and applied skin physiology. 2002 Nov; 15(6):401-13. doi: 10.1159/000066453. [PMID: 12476014]
  • P C M Van de Kerkhof, C Green, K J Hamberg, P E Hutchinson, J K Jensen, P Kidson, K Kragballe, F G Larsen, C S Munro, D M Tillman. Safety and efficacy of combined high-dose treatment with calcipotriol ointment and solution in patients with psoriasis. Dermatology (Basel, Switzerland). 2002; 204(3):214-21. doi: 10.1159/000057884. [PMID: 12037450]
  • G Chodorowska, M Juszkiewicz-Borowiec, D Czelej, D Wojnowska, M Kowal. Activity of Tumor Necrosis Factor-alfa (TNF-alpha) and selected acute phase proteins in plasma of psoriatic patients receiving local treatment. Annales Universitatis Mariae Curie-Sklodowska. Sectio D: Medicina. 2001; 56(?):165-9. doi: . [PMID: 11977304]
  • J C Szepietowski, E Bielicka, P Nockowski, A Noworolska, F Wasik. Increased interleukin-7 levels in the sera of psoriatic patients: lack of correlations with interleukin-6 levels and disease intensity. Clinical and experimental dermatology. 2000 Nov; 25(8):643-7. doi: 10.1046/j.1365-2230.2000.00727.x. [PMID: 11167981]
  • B D Hanh, R H Neubert, S Wartewig, A Christ, C Hentzsch. Drug penetration as studied by noninvasive methods: fourier transform infrared-attenuated total reflection, fourier transform infrared, and ultraviolet photoacoustic spectroscopy. Journal of pharmaceutical sciences. 2000 Sep; 89(9):1106-13. doi: 10.1002/1520-6017(200009)89:9<1106::aid-jps2>3.0.co;2-j. [PMID: 10944375]
  • D Peus, A Beyerle, H L Rittner, M Pott, A Meves, C Weyand, M R Pittelkow. Anti-psoriatic drug anthralin activates JNK via lipid peroxidation: mononuclear cells are more sensitive than keratinocytes. The Journal of investigative dermatology. 2000 Apr; 114(4):688-92. doi: 10.1046/j.1523-1747.2000.00934.x. [PMID: 10733674]
  • K Müller, A Sellmer, W Wiegrebe. Potential antipsoriatic agents: lapacho compounds as potent inhibitors of HaCaT cell growth. Journal of natural products. 1999 Aug; 62(8):1134-6. doi: 10.1021/np990139r. [PMID: 10479319]
  • K Asadullah, S Prösch, H Audring, I Büttnerova, H D Volk, W Sterry, W D Döcke. A high prevalence of cytomegalovirus antigenaemia in patients with moderate to severe chronic plaque psoriasis: an association with systemic tumour necrosis factor alpha overexpression. The British journal of dermatology. 1999 Jul; 141(1):94-102. doi: 10.1046/j.1365-2133.1999.02926.x. [PMID: 10417521]
  • D Krasowska, A Pietrzak, B Lecewicz-Torun. Serum level of sELAM-1 in psoriatic patients correlates with disease activity. Journal of the European Academy of Dermatology and Venereology : JEADV. 1999 Mar; 12(2):140-2. doi: 10.1111/j.1468-3083.1999.tb01004.x. [PMID: 10343943]
  • A Pietrzak, R Miturski, D Krasowska, K Postawski, B Lecewicz-Toruń. Concentration of an epidermal growth factor in blood serum of males during topical treatment of psoriasis. Journal of the European Academy of Dermatology and Venereology : JEADV. 1999 Jan; 12(1):1-5. doi: 10.1111/j.1468-3083.1999.tb00799.x. [PMID: 10188141]
  • N H Brockmeyer, S Frühauf, L Mertins, B Barthel, M Goos. Effects of antipsoriatic therapies on hepatic microsomal enzyme activity in patients with psoriasis. European journal of medical research. 1998 Aug; 3(8):361-6. doi: NULL. [PMID: 9707517]
  • G Chodorowska. Plasma concentrations of IFN-gamma and TNF-alpha in psoriatic patients before and after local treatment with dithranol ointment. Journal of the European Academy of Dermatology and Venereology : JEADV. 1998 Mar; 10(2):147-51. doi: . [PMID: 9553912]
  • J P Dutz, H Lui. A comparative study of calcipotriol and anthralin for chronic plaque psoriasis in a day care treatment center. International journal of dermatology. 1998 Jan; 37(1):51-3. doi: 10.1046/j.1365-4362.1998.00410.x. [PMID: 9522242]
  • M A de Rie, T A Out, J D Bos. Low-dose narrow-band UVB phototherapy combined with topical therapy is effective in psoriasis and does not inhibit systemic T-cell activation. Dermatology (Basel, Switzerland). 1998; 196(4):412-7. doi: 10.1159/000017934. [PMID: 9669117]
  • K Müller. Antipsoriatic and proinflammatory action of anthralin. Implications for the role of oxygen radicals. Biochemical pharmacology. 1997 May; 53(9):1215-21. doi: 10.1016/s0006-2952(96)00732-0. [PMID: 9214681]
  • K Müller. Antipsoriatic anthrones: aspects of oxygen radical formation, challenges and prospects. General pharmacology. 1996 Dec; 27(8):1325-35. doi: 10.1016/s0306-3623(96)00075-4. [PMID: 9304402]
  • K Müller, H S Huang, W Wiegrebe. Antipsoriatic anthrones with modulated redox properties. 3. 10-thio-substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of keratinocyte growth, 5-lipoxygenase, and the formation of 12(S)-HETE in mouse epidermis. Journal of medicinal chemistry. 1996 Aug; 39(16):3132-8. doi: 10.1021/jm960259l. [PMID: 8759634]
  • K Müller, I Gawlik. Novel 10-substituted antipsoriatic anthrones as inhibitors of epidermal 12-lipoxygenase and lipid peroxidation in membranes. Biochemical pharmacology. 1995 Dec; 50(12):2077-83. doi: 10.1016/0006-2952(95)02114-0. [PMID: 8849335]
  • W Wiegrebe, K Müller. Treatment of psoriasis with anthrones-chemical principles, biochemical aspects, and approaches to the design of novel derivatives. Skin pharmacology : the official journal of the Skin Pharmacology Society. 1995; 8(1-2):1-24. doi: 10.1159/000211326. [PMID: 7786521]
  • R Neubert, W Wohlrab, C Bendas. Modelling of drug penetration into human skin using a multilayer membrane system. Skin pharmacology : the official journal of the Skin Pharmacology Society. 1995; 8(3):119-29. doi: 10.1159/000211335. [PMID: 7632433]
  • L Kowalzick, K Neuber, M Weichenthal, I Köhler, J Ring. Elevated serum-soluble ELAM-1 levels in patients with severe plaque-type psoriasis. Archives of dermatological research. 1994; 286(7):414-6. doi: 10.1007/bf00371802. [PMID: 7529481]
  • K Müller, D Gürster, S Piwek, W Wiegrebe. Antipsoriatic anthrones with modulated redox properties. 1. Novel 10-substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of 5-lipoxygenase. Journal of medicinal chemistry. 1993 Dec; 36(25):4099-107. doi: 10.1021/jm00077a015. [PMID: 8258834]
  • K Müller, D Gürster. Hydroxyl radical damage to DNA sugar and model membranes induced by anthralin (dithranol). Biochemical pharmacology. 1993 Nov; 46(10):1695-704. doi: 10.1016/0006-2952(93)90573-f. [PMID: 8250955]
  • L Kowalzick, H Bildau, K Neuber, I Köhler, J Ring. Clinical improvement in psoriasis during dithranol/UVB therapy does not correspond with a decrease in elevated serum soluble ICAM-1 levels. Archives of dermatological research. 1993; 285(4):233-5. doi: 10.1007/bf00372016. [PMID: 8102047]
  • J Berth-Jones, A C Chu, W A Dodd, M Ganpule, W A Griffiths, R P Haydey, M R Klaber, S J Murray, S Rogers, H J Jurgensen. A multicentre, parallel-group comparison of calcipotriol ointment and short-contact dithranol therapy in chronic plaque psoriasis. The British journal of dermatology. 1992 Sep; 127(3):266-71. doi: 10.1111/j.1365-2133.1992.tb00126.x. [PMID: 1390171]
  • A Lindahl. Embedding of dithranol in lipid crystals. Acta dermato-venereologica. Supplementum. 1992; 172(?):13-6. doi: ". [PMID: 1374990]
  • N D Baker, R J Griffin, W J Irwin, U Reichert, R Schmidt. Uptake, cytotoxicity and metabolism of m-azidopyrimethamine and related lipophilic antifolates in SV-K14 human keratinocytes in vivo. Biochemical pharmacology. 1991 Dec; 42 Suppl(?):S39-46. doi: 10.1016/0006-2952(91)90390-q. [PMID: 1768284]
  • C S Baxter, A Andringa, K Chalfin, M L Miller. Effect of tumor-promoting agents on density and morphometric parameters of mouse epidermal Langerhans and Thy-1+ cells. Carcinogenesis. 1991 Jun; 12(6):1017-21. doi: 10.1093/carcin/12.6.1017. [PMID: 1675159]
  • G C Hsieh, D Acosta. Dithranol-induced cytotoxicity in primary cultures of rat epidermal keratinocytes. I. The role of reactive oxygen species. Toxicology and applied pharmacology. 1991 Jan; 107(1):16-26. doi: 10.1016/0041-008x(91)90326-a. [PMID: 1846245]
  • V C Fiedler, A Wendrow, G J Szpunar, C Metzler, R L DeVillez. Treatment-resistant alopecia areata. Response to combination therapy with minoxidil plus anthralin. Archives of dermatology. 1990 Jun; 126(6):756-9. doi: 10.1001/archderm.126.6.756. [PMID: 2140670]
  • L Kanerva. Electron microscopy of the effects of dithranol on healthy and on psoriatic skin. The American Journal of dermatopathology. 1990 Feb; 12(1):51-62. doi: 10.1097/00000372-199002000-00008. [PMID: 2316816]
  • P Arenberger, L Buchtová. [Effect of tar and dithranol on fibrinolysis in treatment of psoriasis]. Dermatologische Monatschrift. 1990; 176(11):699-700. doi: NULL. [PMID: 2083610]
  • B Bonnekoh, B Farkas, J Geisel, G Mahrle. Lactate dehydrogenase release as an indicator of dithranol-induced membrane injury in cultured human keratinocytes. A time profile study. Archives of dermatological research. 1990; 282(5):325-9. doi: 10.1007/bf00375727. [PMID: 2221984]
  • P Lambelet, F Ducret, J Löliger, J Maignan, U Reichert, B Shroot. The relevance of secondary radicals in the mode of action of anthralin. Free radical biology & medicine. 1990; 9(3):183-90. doi: 10.1016/0891-5849(90)90026-f. [PMID: 2177025]
  • J E Nimmo, D J Gawkrodger, C S O'Docherty, S M Going, I W Percy-Robb, J A Hunter. Plasma 5-S-cysteinyldopa as an index of melanogenesis. The British journal of dermatology. 1988 Apr; 118(4):487-95. doi: 10.1111/j.1365-2133.1988.tb02457.x. [PMID: 3132198]
  • T Ternowitz. The enhanced monocyte and neutrophil chemotaxis in psoriasis is normalized after treatment with psoralens plus ultraviolet A and anthralin. Journal of the American Academy of Dermatology. 1987 Jun; 16(6):1169-75. doi: 10.1016/s0190-9622(87)70152-2. [PMID: 3597858]
  • K Müller, W Wiegrebe, M Younes. Formation of active oxygen species by dithranol, III. Dithranol, active oxygen species and lipid peroxidation in vivo. Archiv der Pharmazie. 1987 Jan; 320(1):59-66. doi: 10.1002/ardp.19873200110. [PMID: 3566487]
  • S Laakso, L Römer, K K Mustakallio. Inhibition of soybean lipoxygenase-1 by 10-butyryl substituted 1,8-dihydroxy-9-anthrone (butantrone). Medical biology. 1986; 64(1):43-5. doi: ". [PMID: 3088340]
  • J Fuchs, G Zimmer, R H Wölbling, R Milbradt. On the interaction between anthralin and mitochondria: a revision. Archives of dermatological research. 1986; 279(1):59-65. doi: 10.1007/bf00404360. [PMID: 2880567]
  • I Brody. Mast cell alterations in chronic psoriasis vulgaris: response to low-strength anthralin treatment. A transmission electron microscopic study. Upsala journal of medical sciences. 1986; 91(1):1-16. doi: 10.3109/03009738609178486. [PMID: 3716018]
  • F Ducret, P Lambelet, J Löliger, M C Savoy. Antipsoriatic drug action of anthralin: oxidation reactions with peroxidizing lipids. Journal of free radicals in biology & medicine. 1985; 1(4):301-6. doi: 10.1016/0748-5514(85)90135-7. [PMID: 3836247]
  • M J Finnen, C M Lawrence, S Shuster. Inhibition of dithranol inflammation by free-radical scavengers. Lancet (London, England). 1984 Nov; 2(8412):1129-30. doi: 10.1016/s0140-6736(84)91559-9. [PMID: 6150185]
  • K K Mustakallio, J Martinmaa, R Vilvala, J Halmekoski. Free radicals and the treatment of psoriasis with special reference to dithranol. Medical biology. 1984; 62(2):155-8. doi: ". [PMID: 6471937]
  • H Flindt-Hansen, G Tikjøb, F Brandrup. Wart treatment with anthralin. Acta dermato-venereologica. 1984; 64(2):177-9. doi: ". [PMID: 6203313]
  • W Wiegrebe, A Retzow, E Plumier, N Ersoy, A Garbe, H P Faro, R Kunert. Dermal absorption and metabolism of the antipsoriatic drug dithranol triacetate. Arzneimittel-Forschung. 1984; 34(1):48-51. doi: . [PMID: 6538420]
  • T S Melo, L Dubertret, P Prognon, A Gond, G Mahuzier, R Santus. Physicochemical properties and stability of anthralin in model systems and human skin. The Journal of investigative dermatology. 1983 Jan; 80(1):1-6. doi: 10.1111/1523-1747.ep12530811. [PMID: 6848605]
  • H J Westphal, C Schütt, M Hartwich, U Roost, H Göcke, U Kaben. [Demonstration of circulating immune complexes in the serum of psoriasis patients]. Dermatologische Monatschrift. 1982 Sep; 168(9):624-30. doi: NULL. [PMID: 7141058]
  • J C Caron, J Eustache, B Shroot, G Prota. On the interaction between anthralin and DNA: a revision. Archives of dermatological research. 1982; 274(3-4):207-12. doi: 10.1007/bf00403723. [PMID: 7165372]
  • J E Trosko, C Jone, C Aylsworth, G Tsushimoto. Elimination of metabolic cooperation is associated with the tumor promoters, oleic acid and anthralin. Carcinogenesis. 1982; 3(9):1101-3. doi: 10.1093/carcin/3.9.1101. [PMID: 7139869]
  • W Schalla, E Bauer, H Schaefer. Skin permeability of anthralin. The British journal of dermatology. 1981 Aug; 105 Suppl 20(?):104-8. doi: 10.1111/j.1365-2133.1981.tb01022.x. [PMID: 7284254]
  • M T de sa e Melo, R Santus, L Dubertret. Physico-chemical properties and stability of anthralin in interaction with albumin, in suction blister fluid and intact human epidermis. The British journal of dermatology. 1981 Aug; 105 Suppl 20(?):20-2. doi: 10.1111/j.1365-2133.1981.tb00993.x. [PMID: 7284259]
  • M S Proctor, D I Wilkinson, E K Orenberg, E M Farber. Lowered cutaneous and urinary levels of polyamines with clinical improvement in treated psoriasis. Archives of dermatology. 1979 Aug; 115(8):945-9. doi: NULL. [PMID: 464623]
  • C E Orfanos, G Mahrle, G Goerz, R Happle, M Hofbauer, E Landes, A Schimpf. Laboratory investigations in patients with generalized psoriasis under oral retinoid treatment. A multicenter study of computerized data. Dermatologica. 1979; 159(1):62-70. doi: 10.1159/000250563. [PMID: 478044]
  • M Debreczeni, E Balogh, A Tóth. [Activity studies of various serum enzymes in patients with psoriasis locally treated with dithranol]. Dermatologische Monatschrift. 1978 Jul; 164(7):509-14. doi: NULL. [PMID: 689227]
  • W Diezel, H Meffert, N Sönnichsen. [Study on the mode of action of dithranol: increased lipid peroxidation and enzyme inhibition]. Dermatologica. 1975; 150(3):154-62. doi: . [PMID: 125665]
  • H IPPEN. [Does cignolin have a toxic effect on the kidneys?]. Archiv fur klinische und experimentelle Dermatologie. 1960; 211(?):310-3. doi: NULL. [PMID: 13852957]
  • G SCHENCK, H LOTH, F D FEYEN. [Effect of frangula peroxidase on frangula anthranol. IX. Report on the enzymatic & non-enzymatic oxidation of therapeutically active plant substances with 1st report on the oxidation of anthranol with peroxidase]. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft. 1957 Jun; 290/62(6):292-7. doi: 10.1002/ardp.19572900610. [PMID: 13445131]