Acridone (BioDeep_00000862324)

Main id: BioDeep_00000001085

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


InChI=1\C13H9NO\c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13\h1-8H,(H,14,15

化学式: C13H9NO (195.06841039999998)
中文名称: 吖啶酮, 9(10H)-吖啶酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C2C(=CC=C1)C(C3=C(N2)C=CC=C3)=O
InChI: InChI=1S/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)

描述信息

Acridone is an organic compound based on the acridine skeleton. Acridone has antibacterial, antimalarial, antiviral and anti neoplastic activities[1].
Acridone is an organic compound based on the acridine skeleton. Acridone has antibacterial, antimalarial, antiviral and anti neoplastic activities[1].

同义名列表

37 个代谢物同义名

InChI=1\C13H9NO\c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13\h1-8H,(H,14,15; 5-21-09-00007 (Beilstein Handbook Reference); Acridine, 9,10-dihydro-9-oxo-; 9,10-Dihydro-9-oxoacridine; 7H-Dibenz(a,j)acrid-14-one; acridin-9(10H)-one; 9(10H)-Acridanone; 10H-acridin-9-one; 9(10H)-ACRIDINONE; EINECS 209-434-7; 9(10H)-acridone; AE-641\00183032; 150215_ALDRICH; Acridin-9-one; 9-Acridanone; ARONIS001302; MLS000551242; ZINC03871388; SMR000112235; BRN 0007104; 01670_FLUKA; 790240-54-9; 9-Acridinol; CCRIS 3317; Acridanone; NSC 408196; 9-Acridone; AI3-00868; NSC138672; NSC408196; ST5192592; ST039863; 643-62-9; 578-95-0; Acridone; NSC7664; Acridone



数据库引用编号

9 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)

11 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

  • Hui-Xian Liang, Jing-Jing Sun, Zhi-Bin Shen, Bang-Wei Yu, Hong-Hua Cui, Yong-Qin Yin. A novel alkaloid glycoside isolated from Atalantia buxifolia. Natural product research. 2020 Nov; 34(21):3042-3047. doi: 10.1080/14786419.2019.1607854. [PMID: 31140296]
  • Tomiyasu Murata, Susumu Kohno, Kazuma Ogawa, Chihiro Ito, Masataka Itoigawa, Masafumi Ito, Kiyomi Hikita, Norio Kaneda. Cytotoxic activity of dimeric acridone alkaloids derived from Citrus plants towards human leukaemia HL-60 cells. The Journal of pharmacy and pharmacology. 2020 Oct; 72(10):1445-1457. doi: 10.1111/jphp.13327. [PMID: 32715490]
  • Priyapan Posri, Jittra Suthiwong, Pitchayakarn Takomthong, Chatchawan Wongsa, Chindawadee Chuenban, Chantana Boonyarat, Chavi Yenjai. A new flavonoid from the leaves of Atalantia monophylla (L.) DC. Natural product research. 2019 Apr; 33(8):1115-1121. doi: 10.1080/14786419.2018.1457667. [PMID: 29600742]
  • Shijuan Zhang, Zhongyin Ji, Zhiwei Sun, Mingshuang Li, Cuncun Sheng, Mingbo Yue, Yanxin Yu, Guang Chen, Jinmao You. Stable isotope labeling assisted liquid chromatography-tandem mass spectrometry for the analysis of perfluorinated carboxylic acids in serum samples. Talanta. 2017 May; 166(?):255-261. doi: 10.1016/j.talanta.2017.01.069. [PMID: 28213231]
  • Selvaraj Mohana Roopan, Annadurai Bharathi, Naif Abdullah Al-Dhabi, Mariadhas Valan Arasu, G Madhumitha. Synthesis and insecticidal activity of acridone derivatives to Aedes aegypti and Culex quinquefasciatus larvae and non-target aquatic species. Scientific reports. 2017 01; 7(?):39753. doi: 10.1038/srep39753. [PMID: 28059104]
  • Zsuzsanna Schelz, Imre Ocsovszki, Noémi Bózsity, Judit Hohmann, István Zupkó. Antiproliferative Effects of Various Furanoacridones Isolated from Ruta graveolens on Human Breast Cancer Cell Lines. Anticancer research. 2016 Jun; 36(6):2751-8. doi: . [PMID: 27272785]
  • Uraiwan Phetkul, Nutthakran Wanlaso, Wilawan Mahabusarakam, Souwalak Phongpaichit, Anthony R Carroll. New acridone from the wood of Citrus reticulata Blanco. Natural product research. 2013 Oct; 27(20):1922-6. doi: 10.1080/14786419.2013.793687. [PMID: 23697332]
  • Yini Wang, Dan Gao, Zhe Chen, Shangfu Li, Chunmei Gao, Deliang Cao, Feng Liu, Hongxia Liu, Yuyang Jiang. Acridone derivative 8a induces oxidative stress-mediated apoptosis in CCRF-CEM leukemia cells: application of metabolomics in mechanistic studies of antitumor agents. PloS one. 2013; 8(5):e63572. doi: 10.1371/journal.pone.0063572. [PMID: 23667640]
  • Yin-Yu Yang, Wei Yang, Wen-Jian Zuo, Yan-Bo Zeng, Shou-Bai Liu, Wen-Li Mei, Hao-Fu Dai. Two new acridone alkaloids from the branch of Atalantia buxifolia and their biological activity. Journal of Asian natural products research. 2013; 15(8):899-904. doi: 10.1080/10286020.2013.803073. [PMID: 23796077]
  • Feng Shan, Yong-Qin Yin, Feng Huang, Yong-Chang Huang, Li-Bing Guo, Yu-Fei Wu. A novel acridone akaloid from Atalantia buxifolia. Natural product research. 2013; 27(21):1956-9. doi: 10.1080/14786419.2013.796470. [PMID: 23721230]
  • Naoto Takahashi, Subehan, Shigetoshi Kadota, Yasuhiro Tezuka. Mechanism-based CYP2D6 inactivation by acridone alkaloids of Indonesian medicinal plant Lunasia amara. Fitoterapia. 2012 Jun; 83(4):774-9. doi: 10.1016/j.fitote.2012.03.011. [PMID: 22465502]
  • Bo Hong, Wen-Jing Li, Chun-Jie Zhao. [Chemical constituents of Rauvolfia verticillata]. Yao xue xue bao = Acta pharmaceutica Sinica. 2012 Jun; 47(6):764-8. doi: . [PMID: 22919724]
  • Yoshihiko Shimokawa, Hiroyuki Morita, Ikuro Abe. Benzalacetone synthase. Frontiers in plant science. 2012; 3(?):57. doi: 10.3389/fpls.2012.00057. [PMID: 22645592]
  • Pichairajan Venkatesh, Pulok K Mukherjee, Bikas C Pal. Acridanone alkaloid in Baliospermum montanum--evaluation of its effect against anaphylaxis. Planta medica. 2011 Nov; 77(17):1947-9. doi: 10.1055/s-0030-1271198. [PMID: 21678235]
  • V V S Rajendra Prasad, G J Peters, Clara Lemos, Ietje Kathmann, Y C Mayur. Cytotoxicity studies of some novel fluoro acridone derivatives against sensitive and resistant cancer cell lines and their mechanistic studies. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2011 Jul; 43(4):217-24. doi: 10.1016/j.ejps.2011.04.010. [PMID: 21565270]
  • Florian Astelbauer, Andreas Obwaller, Adriane Raninger, Brigitte Brem, Harald Greger, Michael Duchêne, Walther Wernsdorfer, Julia Walochnik. Anti-leishmanial activity of plant-derived acridones, flavaglines, and sulfur-containing amides. Vector borne and zoonotic diseases (Larchmont, N.Y.). 2011 Jul; 11(7):793-8. doi: 10.1089/vbz.2010.0087. [PMID: 21417924]
  • Emmanuel Ngeufa Happi, Alain François Waffo, Jean Duplex Wansi, Bonaventure Tchaleu Ngadjui, Norbert Sewald. O-prenylated acridone alkaloids from the stems of Balsamocitrus paniculata (Rutaceae). Planta medica. 2011 Jun; 77(9):934-8. doi: 10.1055/s-0030-1250692. [PMID: 21243586]
  • Maizatul Akmal Yahayu, Mawardi Rahmani, Najihah Mohd Hashim, Muhammad Aizat Mohd Amin, Gwendoline Cheng Lian Ee, Mohd Aspollah Sukari, Abdah Akim. Two new acridone alkaloids from Glycosmis macrantha. Molecules (Basel, Switzerland). 2011 May; 16(6):4401-7. doi: 10.3390/molecules16064401. [PMID: 21623311]
  • O Arnaud, A Boumendjel, A Gèze, M Honorat, E L Matera, J Guitton, W D Stein, S E Bates, P Falson, C Dumontet, A Di Pietro, L Payen. The acridone derivative MBLI-87 sensitizes breast cancer resistance protein-expressing xenografts to irinotecan. European journal of cancer (Oxford, England : 1990). 2011 Mar; 47(4):640-8. doi: 10.1016/j.ejca.2010.11.019. [PMID: 21216589]
  • Mohammed Farahna, Selma Bedri, Sami Khalid, Mustafa Idris, C Radhakrishna Pillai, Eltahir A Khalil. Anti-plasmodial effects of Azadirachta indica in experimental cerebral malaria: Apoptosis of cerebellar Purkinje cells of mice as a marker. North American journal of medical sciences. 2010 Nov; 2(11):518-25. doi: 10.4297/najms.2010.2518. [PMID: 22558559]
  • Rostand M Ngoumfo, Jean-Bosco Jouda, Ferdinand T Mouafo, Justin Komguem, Céline D Mbazoa, Tze Chieh Shiao, Mohammed I Choudhary, Hartmut Laatsch, Jean Legault, André Pichette, René Roy. In vitro cytotoxic activity of isolated acridones alkaloids from Zanthoxylum leprieurii Guill. et Perr. Bioorganic & medicinal chemistry. 2010 May; 18(10):3601-5. doi: 10.1016/j.bmc.2010.03.040. [PMID: 20413315]
  • Hasmah Abdullah, Azimahtol Hawariah Lope Pihie, Judit Hohmann, Joseph Molnár. A natural compound from Hydnophytum formicarium induces apoptosis of MCF-7 cells via up-regulation of Bax. Cancer cell international. 2010 May; 10(?):14. doi: 10.1186/1475-2867-10-14. [PMID: 20441573]
  • Markus Bacher, Günter Brader, Harald Greger, Otmar Hofer. Complete 1H and 13C NMR data assignment of new constituents from Severinia buxifolia. Magnetic resonance in chemistry : MRC. 2010 Jan; 48(1):83-8. doi: 10.1002/mrc.2548. [PMID: 19937908]
  • Suchada Chantrapromma, Nawong Boonnak, Ibrahim Abdul Razak, Hoong-Kun Fun. Atalaphylline. Acta crystallographica. Section E, Structure reports online. 2009 Dec; 66(Pt 1):o81-2. doi: 10.1107/s1600536809051885. [PMID: 21580180]
  • Raffaella Purcaro, Kevin K Schrader, Charles Burandt, Marina DellaGreca, Kumudini M Meepagala. Algicide constituents from Swinglea glutinosa. Journal of agricultural and food chemistry. 2009 Nov; 57(22):10632-5. doi: 10.1021/jf902561c. [PMID: 19877680]
  • Chaisak Chansriniyom, Nijsiri Ruangrungsi, Vimolmas Lipipun, Takuya Kumamoto, Tsutomu Ishikawa. Isolation of acridone alkaloids and N-[(4-monoterpenyloxy)phenylethyl]-substituted sulfur-containing propanamide derivatives from Glycosmis parva and their anti-herpes simplex virus activity. Chemical & pharmaceutical bulletin. 2009 Nov; 57(11):1246-50. doi: 10.1248/cpb.57.1246. [PMID: 19881276]
  • Hiroshi Furukawa. [Search of novel bioactive natural products from plant sources--novel structures and biological activities--]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2009 Oct; 129(10):1155-75. doi: 10.1248/yakushi.129.1155. [PMID: 19797871]
  • Xiao-Long Yang, Zheng-Hong Xie, Xian-Jun Jiang, Yan-Bing Huang, Ji-Kai Liu. A new acridone alkaloid from Micromelum integerrimum. Chemical & pharmaceutical bulletin. 2009 Jul; 57(7):734-5. doi: 10.1248/cpb.57.734. [PMID: 19571421]
  • Miriam Perez, Alba G Blazquez, Rebeca Real, Gracia Mendoza, Julio G Prieto, Gracia Merino, Ana I Alvarez. In vitro and in vivo interaction of moxidectin with BCRP/ABCG2. Chemico-biological interactions. 2009 Jun; 180(1):106-12. doi: 10.1016/j.cbi.2009.02.009. [PMID: 19428349]
  • Marie Leclercq, Olivier Mathieu, Elena Gomez, Claude Casellas, Hélène Fenet, Dominique Hillaire-Buys. Presence and fate of carbamazepine, oxcarbazepine, and seven of their metabolites at wastewater treatment plants. Archives of environmental contamination and toxicology. 2009 Apr; 56(3):408-15. doi: 10.1007/s00244-008-9202-x. [PMID: 18779941]
  • Nicole Pouli, Panagiotis Marakos. Fused xanthone derivatives as antiproliferative agents. Anti-cancer agents in medicinal chemistry. 2009 Jan; 9(1):77-98. doi: 10.2174/187152009787047699. [PMID: 19149484]
  • Arnon Chukaew, Chanita Ponglimanont, Chatchanok Karalai, Supinya Tewtrakul. Potential anti-allergic acridone alkaloids from the roots of Atalantia monophylla. Phytochemistry. 2008 Oct; 69(14):2616-20. doi: 10.1016/j.phytochem.2008.08.007. [PMID: 18817938]
  • Aleksandra Orlita, Matylda Sidwa-Gorycka, Monika Paszkiewicz, Edmund Malinski, Jolanta Kumirska, Ewa M Siedlecka, Ewa Łojkowska, Piotr Stepnowski. Application of chitin and chitosan as elicitors of coumarins and fluoroquinolone alkaloids in Ruta graveolens L. (common rue). Biotechnology and applied biochemistry. 2008 Oct; 51(Pt 2):91-6. doi: 10.1042/ba20070200. [PMID: 18211259]
  • Alexander Endler, Stefan Martens, Frank Wellmann, Ulrich Matern. Unusually divergent 4-coumarate:CoA-ligases from Ruta graveolens L. Plant molecular biology. 2008 Jul; 67(4):335-46. doi: 10.1007/s11103-008-9323-7. [PMID: 18379886]
  • Joseph P Michael. Quinoline, quinazoline and acridone alkaloids. Natural product reports. 2008 Feb; 25(1):166-87. doi: 10.1039/b612168n. [PMID: 18250901]
  • Britta Rohde, Joachim Hans, Stefan Martens, Alfred Baumert, Peter Hunziker, Ulrich Matern. Anthranilate N-methyltransferase, a branch-point enzyme of acridone biosynthesis. The Plant journal : for cell and molecular biology. 2008 Feb; 53(3):541-53. doi: 10.1111/j.1365-313x.2007.03360.x. [PMID: 17988223]
  • Jean-Louis Reymond. Substrate arrays for fluorescence-based enzyme fingerprinting and high-throughput screening. Annals of the New York Academy of Sciences. 2008; 1130(?):12-20. doi: 10.1196/annals.1430.000. [PMID: 18096855]
  • C Bayet, C Fazio, N Darbour, O Berger, I Raad, A Chaboud, C Dumontet, D Guilet. Modulation of P-glycoprotein activity by acridones and coumarins from Citrus sinensis. Phytotherapy research : PTR. 2007 Apr; 21(4):386-90. doi: 10.1002/ptr.2081. [PMID: 17236173]
  • Alain F Kamdem Waffo, Philip H Coombes, Neil R Crouch, Dulcie A Mulholland, Sawsan M M El Amin, Peter J Smith. Acridone and furoquinoline alkaloids from Teclea gerrardii (Rutaceae: Toddalioideae) of southern Africa. Phytochemistry. 2007 Mar; 68(5):663-7. doi: 10.1016/j.phytochem.2006.10.011. [PMID: 17174364]
  • Joseph P Michael. Quinoline, quinazoline and acridone alkaloids. Natural product reports. 2007 Feb; 24(1):223-46. doi: 10.1039/b509528j. [PMID: 17268614]
  • Kiyofumi Wanibuchi, Ping Zhang, Tsuyoshi Abe, Hiroyuki Morita, Toshiyuki Kohno, Guoshen Chen, Hiroshi Noguchi, Ikuro Abe. An acridone-producing novel multifunctional type III polyketide synthase from Huperzia serrata. The FEBS journal. 2007 Feb; 274(4):1073-82. doi: 10.1111/j.1742-4658.2007.05656.x. [PMID: 17250741]
  • Borbála Réthy, István Zupkó, Renáta Minorics, Judit Hohmann, Imre Ocsovszki, George Falkay. Investigation of cytotoxic activity on human cancer cell lines of arborinine and furanoacridones isolated from Ruta graveolens. Planta medica. 2007 Jan; 73(1):41-8. doi: 10.1055/s-2006-951747. [PMID: 17109253]
  • Oriana Tabarrini, Giuseppe Manfroni, Arnaldo Fravolini, Violetta Cecchetti, Stefano Sabatini, Erik De Clercq, Jef Rozenski, Bruno Canard, Hélène Dutartre, Jan Paeshuyse, Johan Neyts. Synthesis and anti-BVDV activity of acridones as new potential antiviral agents. Journal of medicinal chemistry. 2006 Apr; 49(8):2621-7. doi: 10.1021/jm051250z. [PMID: 16610805]
  • Jean Duplex Wansi, Jean Wandji, Luc Mbaze Meva'a, Alain François Kamdem Waffo, Rose Ranjit, Shamsun Nahar Khan, Azaz Asma, Choudhary Muhammad Iqbal, Marie-Christine Lallemand, François Tillequin, Zacharias Fomum Tanee. Alpha-glucosidase inhibitory and antioxidant acridone alkaloids from the stem bark of Oriciopsis glaberrima ENGL. (Rutaceae). Chemical & pharmaceutical bulletin. 2006 Mar; 54(3):292-6. doi: 10.1248/cpb.54.292. [PMID: 16508179]
  • Hélène Breton, Marylène Cociglio, Françoise Bressolle, Hélène Peyriere, Jean Pierre Blayac, Dominique Hillaire-Buys. Liquid chromatography-electrospray mass spectrometry determination of carbamazepine, oxcarbazepine and eight of their metabolites in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Dec; 828(1-2):80-90. doi: 10.1016/j.jchromb.2005.09.019. [PMID: 16203183]
  • Dashnie Naidoo, Philip H Coombes, Dulcie A Mulholland, Neil R Crouch, Albert J J van den Bergh. N-Substituted acridone alkaloids from Toddaliopsis bremekampii (Rutaceae: Toddalioideae) of south-central Africa. Phytochemistry. 2005 Jul; 66(14):1724-8. doi: 10.1016/j.phytochem.2005.04.036. [PMID: 15964040]
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  • Inna Kuzovkina, Irina Al'terman, Bernd Schneider. Specific accumulation and revised structures of acridone alkaloid glucosides in the tips of transformed roots of Ruta graveolens. Phytochemistry. 2004 Apr; 65(8):1095-100. doi: 10.1016/j.phytochem.2004.03.003. [PMID: 15110689]
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