2-Benzoxazolol (BioDeep_00000017713)

   

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


InChI=1/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9

化学式: C7H5NO2 (135.032027)
中文名称: 2-苯并噁唑酮, 2-苯并唑啉酮
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.24%

分子结构信息

SMILES: C1=CC=C2C(=C1)NC(=O)O2
InChI: InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

描述信息

2-benzoxazolinone is a member of the class of benzoxazoles that is 2,3-dihydro-1,3-benzoxazole carrying an oxo group at position 2. It has a role as an allelochemical and a phytoalexin.
2-Benzoxazolinone is a natural product found in Scoparia dulcis, Acanthus ilicifolius, and other organisms with data available.
A member of the class of benzoxazoles that is 2,3-dihydro-1,3-benzoxazole carrying an oxo group at position 2.
2-Benzoxazolol is found in cereals and cereal products. 2-Benzoxazolol is found in rye seedlings.
Found in rye seedlings
2-Benzoxazolinone is an anti-leishmanial agent with an LC50 of 40 μg/mL against L. donovani[1]. A building block in chemical synthesis. 1,3-Benzoxazol-2(3H)-one derivatives have antimicrobial activity against a selection of Gram-positive, Gram-negative bacteria and yeasts[3]. Derivatives as anti-quorum sensing agent[4].
2-Benzoxazolinone is an anti-leishmanial agent with an LC50 of 40 μg/mL against L. donovani[1]. A building block in chemical synthesis. 1,3-Benzoxazol-2(3H)-one derivatives have antimicrobial activity against a selection of Gram-positive, Gram-negative bacteria and yeasts[3]. Derivatives as anti-quorum sensing agent[4].

同义名列表

48 个代谢物同义名

InChI=1/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9; Carbamic acid, (2-hydroxyphenyl)-, .gamma.-lactone; Carbamic acid, (2-hydroxyphenyl)-, gamma-lactone; 2,3-dihydro-2-oxo-1,3-benzoxazole; 2,3-dihydro-1,3-benzoxazol-2-one; 2,3-dihydrobenzoxazol-2-one; 1,3-Benzoxazol-2(3H)-one #; (3H)-1,3-benzoxazol-2-one; 2(3H)-Benzoxazolone, 9CI; 1,3-Benzoxazol-2(3H)-one; Benzo[D]Oxazol-2(3H)-One; 3H-1,3-benzoxazol-2-one; Benzoxazole, 2-hydroxy-; 2-Benzoxazolinone, 98\\%; benzoxazolone zinc salt; benzoxazolin-2(3H)-one; 1,3-benzoxazolin-2-one; 2-Benzoxazolinone, 8CI; 2(3H)-Benzoxazolinone; 2-hydroxy-benzoxazole; 2-oxobenzoxazolidine; 2-(3h)-benzoxazolone; 2-Hydroxybenzoxazole; 3H-benzooxazol-2-one; Benzoxazolinone, 2-; BENZOXAZOLINE,2-ONE; Benzo[d]oxazol-2-ol; 1,3-benzoxazol-2-ol; 3H-benzoxazol-2-one; 2(3H)-Benzoxazolone; benzoxazolin-2-one; benzoxazolidinone; 2-Benzoxazolinone; benzoxazol-2-one; UNII-3X996Q809V; Benzoxazolinone; benzoxazolone-2; 2-Benzoxazolone; WLN: T56 BMVOJ; 2-Benzoxaxolol; 2-Benzoxazolol; benzoxazolone; benzoxalinone; Tox21_202935; CAS-59-49-4; 3X996Q809V; AI3-19563; 9T-0220



数据库引用编号

16 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)

23 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

  • Jason W Carter, Thomas R Gordon. Tolerance of 2-Benzoxazolinone and Interactions with Grass and Pine Hosts in a Population of Fusarium circinatum. Plant disease. 2021 Dec; 105(12):3880-3888. doi: 10.1094/pdis-01-21-0203-re. [PMID: 34232056]
  • Xin Zhang, Huan Chen, Yanqi Lei, Xiaonan Zhang, Long Xu, Wenchao Liu, Zhenya Fan, Zequn Ma, Zhechang Yin, Lingyun Li, Changjin Zhu, Bing Ma. Multifunctional agents based on benzoxazolone as promising therapeutic drugs for diabetic nephropathy. European journal of medicinal chemistry. 2021 Apr; 215(?):113269. doi: 10.1016/j.ejmech.2021.113269. [PMID: 33588177]
  • Li Tang, Jie-Ran Luo, Xiao-Yan Wang, Bei Zhao, Rui Ge, Tai-Gang Liang, Shu-Rong Ban, Qing-Shan Li. 4-Sulfonyloxy/alkoxy benzoxazolone derivatives with high anti-inflammatory activities: Synthesis, biological evaluation, and mechanims of action via p38/ERK-NF-κB/iNOS pathway. Chemical biology & drug design. 2021 02; 97(2):200-209. doi: 10.1111/cbdd.13784. [PMID: 32915501]
  • Li Tang, Xiao-Hui Gao, Bei Zhao, Jie-Ran Luo, Xin-Yang Shi, Rui Ge, Shu-Rong Ban, Qing-Shan Li. Design and synthesis of new disubstituted benzoxazolone derivatives that act as iNOS inhibitors with potent anti-inflammatory activity against LPS-induced acute lung injury (ALI). Bioorganic & medicinal chemistry. 2020 11; 28(21):115733. doi: 10.1016/j.bmc.2020.115733. [PMID: 33065432]
  • Xiao-Yan Zhi, Ling-Yun Jiang, Ting Li, Li-Li Song, Yi Wang, Hui Cao, Chun Yang. Semisynthesis and insecticidal bioactivities of benzoxazole and benzoxazolone derivatives of honokiol, a naturally occurring neolignan derived from Magnolia officinalis. Bioorganic & medicinal chemistry letters. 2020 05; 30(9):127086. doi: 10.1016/j.bmcl.2020.127086. [PMID: 32165043]
  • Simona Di Martino, Piero Tardia, Vincenzo Cilibrasi, Samantha Caputo, Marco Mazzonna, Debora Russo, Ilaria Penna, Natalia Realini, Natasha Margaroli, Marco Migliore, Daniela Pizzirani, Giuliana Ottonello, Sine Mandrup Bertozzi, Andrea Armirotti, Duc Nguyen, Ying Sun, Ernesto R Bongarzone, Peter Lansbury, Min Liu, Renato Skerlj, Rita Scarpelli. Lead Optimization of Benzoxazolone Carboxamides as Orally Bioavailable and CNS Penetrant Acid Ceramidase Inhibitors. Journal of medicinal chemistry. 2020 04; 63(7):3634-3664. doi: 10.1021/acs.jmedchem.9b02004. [PMID: 32176488]
  • Li Tang, Jie-Ran Luo, Dai-Tian Li, Rui Ge, Yun-Long Ma, Fei Xu, Tai-Gang Liang, Shu-Rong Ban, Qing-Shan Li. Anti-inflammatory effects of 4-o-methyl-benzenesulfonyl benzoxazolone (MBB) in vivo and in vitro as a novel NSAIDs lead compound. Pharmacological reports : PR. 2018 Jun; 70(3):558-564. doi: 10.1016/j.pharep.2017.12.002. [PMID: 29677526]
  • Bence Szilágyi, Péter Kovács, György G Ferenczy, Anita Rácz, Krisztina Németh, Júlia Visy, Pál Szabó, Janez Ilas, György T Balogh, Katalin Monostory, István Vincze, Tamás Tábi, Éva Szökő, György M Keserű. Discovery of isatin and 1H-indazol-3-ol derivatives as d-amino acid oxidase (DAAO) inhibitors. Bioorganic & medicinal chemistry. 2018 05; 26(8):1579-1587. doi: 10.1016/j.bmc.2018.02.004. [PMID: 29472125]
  • Margot Schulz, Dieter Sicker, Oliver Schackow, Lothar Hennig, Andrey Yurkov, Meike Siebers, Diana Hofmann, Ulrich Disko, Cristina Ganimede, Letizia Mondani, Vincenzo Tabaglio, Adriano Marocco. Interspecies-cooperations of abutilon theophrasti with root colonizing microorganisms disarm BOA-OH allelochemicals. Plant signaling & behavior. 2017 08; 12(8):e1358843. doi: 10.1080/15592324.2017.1358843. [PMID: 28786736]
  • Bing Guo, Yongqiang Zhang, Shili Li, Ting Lai, Liang Yang, Juanni Chen, Wei Ding. Extract from Maize (Zea mays L.): Antibacterial Activity of DIMBOA and Its Derivatives against Ralstonia solanacearum. Molecules (Basel, Switzerland). 2016 Oct; 21(10):. doi: 10.3390/molecules21101397. [PMID: 27775575]
  • Juha-Matti Pihlava, Tuula Kurtelius. Determination of benzoxazinoids in wheat and rye beers by HPLC-DAD and UPLC-QTOF MS. Food chemistry. 2016 Aug; 204(?):400-408. doi: 10.1016/j.foodchem.2016.02.148. [PMID: 26988518]
  • Huihui Wu, Qiqin Wang, Meng Ruan, Kun Peng, Peijie Zhu, Jacques Crommen, Hai Han, Zhengjin Jiang. Enantioseparation of N-derivatized amino acids by micro-liquid chromatography/laser induced fluorescence detection using quinidine-based monolithic columns. Journal of pharmaceutical and biomedical analysis. 2016 Mar; 121(?):244-252. doi: 10.1016/j.jpba.2015.12.011. [PMID: 26732881]
  • Andrew J Kettle, Jason Carere, Jacqueline Batley, John M Manners, Kemal Kazan, Donald M Gardiner. The Fdb3 transcription factor of the Fusarium Detoxification of Benzoxazolinone gene cluster is required for MBOA but not BOA degradation in Fusarium pseudograminearum. Fungal genetics and biology : FG & B. 2016 Mar; 88(?):44-53. doi: 10.1016/j.fgb.2016.01.015. [PMID: 26828593]
  • Margot Schulz, Barbara Filary, Sabine Kühn, Thomas Colby, Anne Harzen, Jürgen Schmidt, Dieter Sicker, Lothar Hennig, Diana Hofmann, Ulrich Disko, Nico Anders. Benzoxazolinone detoxification by N-Glucosylation: The multi-compartment-network of Zea mays L. Plant signaling & behavior. 2016; 11(1):e1119962. doi: 10.1080/15592324.2015.1119962. [PMID: 26645909]
  • Anthony E Glenn, C Britton Davis, Minglu Gao, Scott E Gold, Trevor R Mitchell, Robert H Proctor, Jane E Stewart, Maurice E Snook. Two Horizontally Transferred Xenobiotic Resistance Gene Clusters Associated with Detoxification of Benzoxazolinones by Fusarium Species. PloS one. 2016; 11(1):e0147486. doi: 10.1371/journal.pone.0147486. [PMID: 26808652]
  • Anders Bach, Daniela Pizzirani, Natalia Realini, Valentina Vozella, Debora Russo, Ilaria Penna, Laurin Melzig, Rita Scarpelli, Daniele Piomelli. Benzoxazolone Carboxamides as Potent Acid Ceramidase Inhibitors: Synthesis and Structure-Activity Relationship (SAR) Studies. Journal of medicinal chemistry. 2015 Dec; 58(23):9258-72. doi: 10.1021/acs.jmedchem.5b01188. [PMID: 26560855]
  • Andrew J Kettle, Jason Carere, Jacqueline Batley, Aurelie H Benfield, John M Manners, Kemal Kazan, Donald M Gardiner. A γ-lactamase from cereal infecting Fusarium spp. catalyses the first step in the degradation of the benzoxazolinone class of phytoalexins. Fungal genetics and biology : FG & B. 2015 Oct; 83(?):1-9. doi: 10.1016/j.fgb.2015.08.005. [PMID: 26296598]
  • Eleni P Karagianni, Evanthia Kontomina, Britton Davis, Barbara Kotseli, Theodora Tsirka, Vasiliki Garefalaki, Edith Sim, Anthony E Glenn, Sotiria Boukouvala. Homologues of xenobiotic metabolizing N-acetyltransferases in plant-associated fungi: Novel functions for an old enzyme family. Scientific reports. 2015 Aug; 5(?):12900. doi: 10.1038/srep12900. [PMID: 26245863]
  • Ahmed H Abdelazeem, Shabana I Khan, Stephen W White, Kenneth J Sufka, Christopher R McCurdy. Design, synthesis and biological evaluation of bivalent benzoxazolone and benzothiazolone ligands as potential anti-inflammatory/analgesic agents. Bioorganic & medicinal chemistry. 2015 Jul; 23(13):3248-59. doi: 10.1016/j.bmc.2015.04.057. [PMID: 25975638]
  • Orsolya Molnár, Tibor Bartók, Árpád Szécsi. Occurrence of Fusarium verticillioides and Fusarium musae on banana fruits marketed in Hungary. Acta microbiologica et immunologica Hungarica. 2015 Jun; 62(2):109-19. doi: 10.1556/030.62.2015.2.2. [PMID: 26132832]
  • Daniela Pizzirani, Anders Bach, Natalia Realini, Andrea Armirotti, Luisa Mengatto, Inga Bauer, Stefania Girotto, Chiara Pagliuca, Marco De Vivo, Maria Summa, Alison Ribeiro, Daniele Piomelli. Benzoxazolone carboxamides: potent and systemically active inhibitors of intracellular acid ceramidase. Angewandte Chemie (International ed. in English). 2015 Jan; 54(2):485-9. doi: 10.1002/anie.201409042. [PMID: 25395373]
  • Angela Valderrama Parizotto, Gisele Adriana Bubna, Rogério Marchiosi, Anderson Ricardo Soares, Maria de Lourdes Lucio Ferrarese, Osvaldo Ferrarese-Filho. Benzoxazolin-2(3H)-one inhibits soybean growth and alters the monomeric composition of lignin. Plant signaling & behavior. 2015; 10(2):e989059. doi: 10.4161/15592324.2014.989059. [PMID: 25826260]
  • Dan Zhao, Lijun Xie, Lei Yu, Ni An, Wei Na, Feng Chen, Youbin Li, Yinfeng Tan, Xiaopo Zhang. New 2-Benzoxazolinone Derivatives with Cytotoxic Activities from the Roots of Acanthus ilicifolius. Chemical & pharmaceutical bulletin. 2015; 63(12):1087-90. doi: 10.1248/cpb.c15-00597. [PMID: 26633031]
  • Sevda Haghi Kia, Margot Schulz, Emmanuel Ayah, Alexander Schouten, Carmen Müllenborn, Christian Paetz, Bernd Schneider, Diana Hofmann, Ulrich Disko, Vincenzo Tabaglio, Adriano Marocco. Abutilon theophrasti's defense against the allelochemical benzoxazolin-2(3H)-one: support by Actinomucor elegans. Journal of chemical ecology. 2014 Dec; 40(11-12):1286-98. doi: 10.1007/s10886-014-0529-7. [PMID: 25432667]
  • Margot Schulz, Adriano Marocco, Vincenzo Tabaglio. BOA detoxification of four summer weeds during germination and seedling growth. Journal of chemical ecology. 2012 Jul; 38(7):933-46. doi: 10.1007/s10886-012-0136-4. [PMID: 22614450]
  • Clifford P Rice, Guimei Cai, John R Teasdale. Concentrations and allelopathic effects of benzoxazinoid compounds in soil treated with rye (Secale cereale) cover crop. Journal of agricultural and food chemistry. 2012 May; 60(18):4471-9. doi: 10.1021/jf300431r. [PMID: 22500621]
  • Julia Köster, Corinna Thurow, Kerstin Kruse, Alexander Meier, Tim Iven, Ivo Feussner, Christiane Gatz. Xenobiotic- and jasmonic acid-inducible signal transduction pathways have become interdependent at the Arabidopsis CYP81D11 promoter. Plant physiology. 2012 May; 159(1):391-402. doi: 10.1104/pp.112.194274. [PMID: 22452854]
  • Mukta Chum, Daizy R Batish, Harminder Pal Singh, Ravinder Kumar Kohli. Phytotoxic effect of 2-benzoxazolinone (BOA) against some vegetable crops. Journal of environmental biology. 2012 Jan; 33(1):21-5. doi: ". [PMID: 23033638]
  • Shalini John, Sundarapandian Thangapandian, Mahreen Arooj, Jong Chan Hong, Kwang Dong Kim, Keun Woo Lee. Development, evaluation and application of 3D QSAR Pharmacophore model in the discovery of potential human renin inhibitors. BMC bioinformatics. 2011 Dec; 12 Suppl 14(?):S4. doi: 10.1186/1471-2105-12-s14-s4. [PMID: 22372967]
  • Dorota Soltys, Anna Rudzińska-Langwald, Wojciech Kurek, Agnieszka Gniazdowska, Elwira Sliwinska, Renata Bogatek. Cyanamide mode of action during inhibition of onion (Allium cepa L.) root growth involves disturbances in cell division and cytoskeleton formation. Planta. 2011 Sep; 234(3):609-21. doi: 10.1007/s00425-011-1429-5. [PMID: 21573814]
  • M Iftikhar Hussain, L González, G Chiapusio, M J Reigosa. Benzoxazolin-2(3H)-one (BOA) induced changes in leaf water relations, photosynthesis and carbon isotope discrimination in Lactuca sativa. Plant physiology and biochemistry : PPB. 2011 Aug; 49(8):825-34. doi: 10.1016/j.plaphy.2011.05.003. [PMID: 21665486]
  • M Iftikhar Hussain, Manuel J Reigosa. Allelochemical stress inhibits growth, leaf water relations, PSII photochemistry, non-photochemical fluorescence quenching, and heat energy dissipation in three C3 perennial species. Journal of experimental botany. 2011 Aug; 62(13):4533-45. doi: 10.1093/jxb/err161. [PMID: 21659663]
  • Adela M Sánchez-Moreiras, Ana Martínez-Peñalver, Manuel J Reigosa. Early senescence induced by 2-3H-benzoxazolinone (BOA) in Arabidopsis thaliana. Journal of plant physiology. 2011 Jun; 168(9):863-70. doi: 10.1016/j.jplph.2010.11.011. [PMID: 21237530]
  • Hisashi Kato-Noguchi, Francisco A Macías, José M G Molinillo. Structure-activity relationship of benzoxazinones and related compounds with respect to the growth inhibition and alpha-amylase activity in cress seedlings. Journal of plant physiology. 2010 Oct; 167(15):1221-5. doi: 10.1016/j.jplph.2010.04.006. [PMID: 20605653]
  • Moehninsi, Kenji Miura, Haruyuki Nakajyo, Kosumi Yamada, Koji Hasegawa, Hideyuki Shigemori. Comparative transcriptional profiling-based identification of raphanusanin-inducible genes. BMC plant biology. 2010 Jun; 10(?):111. doi: 10.1186/1471-2229-10-111. [PMID: 20553608]
  • Adela M Sánchez-Moreiras, Alberto Oliveros-Bastidas, Manuel J Reigosa. Reduced photosynthetic activity is directly correlated with 2-(3H)-benzoxazolinone accumulation in lettuce leaves. Journal of chemical ecology. 2010 Feb; 36(2):205-9. doi: 10.1007/s10886-010-9750-1. [PMID: 20143137]
  • Ismaël Yekini, Fatma Hammoudi, Françoise Martin-Nizard, Saïd Yous, Nicolas Lebegue, Pascal Berthelot, Pascal Carato. Antioxidant activity of benzoxazolinonic and benzothiazolinonic derivatives in the LDL oxidation model. Bioorganic & medicinal chemistry. 2009 Nov; 17(22):7823-30. doi: 10.1016/j.bmc.2009.09.016. [PMID: 19819150]
  • Olayinka A Aiyegoro, Anthony I Okoh. Phytochemical screening and polyphenolic antioxidant activity of aqueous crude leaf extract of Helichrysum pedunculatum. International journal of molecular sciences. 2009 Nov; 10(11):4990-5001. doi: 10.3390/ijms10114990. [PMID: 20087473]
  • A M Sánchez-Moreiras, N Pedrol, L González, M J Reigosa. 2-3H-Benzoxazolinone (BOA) induces loss of salt tolerance in salt-adapted plants. Plant biology (Stuttgart, Germany). 2009 Jul; 11(4):582-90. doi: 10.1111/j.1438-8677.2008.00144.x. [PMID: 19538396]
  • Fanny Ramel, Cécile Sulmon, Matthieu Bogard, Ivan Couée, Gwenola Gouesbet. Differential patterns of reactive oxygen species and antioxidative mechanisms during atrazine injury and sucrose-induced tolerance in Arabidopsis thaliana plantlets. BMC plant biology. 2009 Mar; 9(?):28. doi: 10.1186/1471-2229-9-28. [PMID: 19284649]
  • Megan Saunders, Linda Myra Kohn. Evidence for alteration of fungal endophyte community assembly by host defense compounds. The New phytologist. 2009; 182(1):229-238. doi: 10.1111/j.1469-8137.2008.02746.x. [PMID: 19170900]
  • Hisashi Kato-Noguchi. Effects of four benzoxazinoids on gibberellin-induced alpha-amylase activity in barley seeds. Journal of plant physiology. 2008 Dec; 165(18):1889-94. doi: 10.1016/j.jplph.2008.04.006. [PMID: 18538892]
  • S Bose, Arti Bose. Antimicrobial Activity of Acanthus ilicifolius (L.). Indian journal of pharmaceutical sciences. 2008 Nov; 70(6):821-3. doi: 10.4103/0250-474x.49134. [PMID: 21369453]
  • Adela M Sánchez-Moreiras, Teodoro Coba de la Peña, Manuel J Reigosa. The natural compound benzoxazolin-2(3H)-one selectively retards cell cycle in lettuce root meristems. Phytochemistry. 2008 Aug; 69(11):2172-9. doi: 10.1016/j.phytochem.2008.05.014. [PMID: 18597799]
  • Maria C Blassioli Moraes, Michael A Birkett, Ruth Gordon-Weeks, Lesley E Smart, Janet L Martin, Barry J Pye, Richard Bromilow, John A Pickett. cis-Jasmone induces accumulation of defence compounds in wheat, Triticum aestivum. Phytochemistry. 2008 Jan; 69(1):9-17. doi: 10.1016/j.phytochem.2007.06.020. [PMID: 17681563]
  • Anna Golisz, Mami Sugano, Yoshiharu Fujii. Microarray expression profiling of Arabidopsis thaliana L. in response to allelochemicals identified in buckwheat. Journal of experimental botany. 2008; 59(11):3099-109. doi: 10.1093/jxb/ern168. [PMID: 18603616]
  • M J Reigosa, E Malvido-Pazos. Phytotoxic effects of 21 plant secondary metabolites on Arabidopsis thaliana germination and root growth. Journal of chemical ecology. 2007 Jul; 33(7):1456-66. doi: 10.1007/s10886-007-9318-x. [PMID: 17577597]
  • Alexandros S Botsaris. Plants used traditionally to treat malaria in Brazil: the archives of Flora Medicinal. Journal of ethnobiology and ethnomedicine. 2007 May; 3(?):18. doi: 10.1186/1746-4269-3-18. [PMID: 17472740]
  • Mona Knop, Svea Pacyna, Nataliya Voloshchuk, Sandra Kant, Carmen Müllenborn, Ulrike Steiner, Martin Kirchmair, Heinrich W Scherer, Margot Schulz. Zea mays: benzoxazolinone detoxification under sulfur deficiency conditions--a complex allelopathic alliance including endophytic Fusarium verticillioides. Journal of chemical ecology. 2007 Feb; 33(2):225-37. doi: 10.1007/s10886-006-9226-5. [PMID: 17200890]
  • D R Batish, H P Singh, N Setia, S Kaur, R K Kohli. 2-Benzoxazolinone (BOA) induced oxidative stress, lipid peroxidation and changes in some antioxidant enzyme activities in mung bean (Phaseolus aureus). Plant physiology and biochemistry : PPB. 2006 Nov; 44(11-12):819-27. doi: 10.1016/j.plaphy.2006.10.014. [PMID: 17107811]
  • Daizy R Batish, Harminder P Singh, Nidhi Setia, Shalinder Kaur, Ravinder K Kohli. Effect of 2-benzoxazolinone (BOA) on seedling growth and associated biochemical changes in mung bean (Phaseolus aureus). Zeitschrift fur Naturforschung. C, Journal of biosciences. 2006 Sep; 61(9-10):709-14. doi: 10.1515/znc-2006-9-1017. [PMID: 17137118]
  • Bo-Liang Deng, Matthew D Cullen, Zhigang Zhou, Tracy L Hartman, Robert W Buckheit, Christophe Pannecouque, Erik De Clercq, Phillip E Fanwick, Mark Cushman. Synthesis and anti-HIV activity of new alkenyldiarylmethane (ADAM) non-nucleoside reverse transcriptase inhibitors (NNRTIs) incorporating benzoxazolone and benzisoxazole rings. Bioorganic & medicinal chemistry. 2006 Apr; 14(7):2366-74. doi: 10.1016/j.bmc.2005.11.014. [PMID: 16321539]
  • Thomas Etzerodt, Susan T Nielsen, Anne G Mortensen, Carsten Christophersen, Inge S Fomsgaard. Elucidating the transformation pattern of the cereal allelochemical 6-methoxy-2-benzoxazolinone (MBOA) and the trideuteriomethoxy analogue [D3]-MBOA in soil. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1075-85. doi: 10.1021/jf0509052. [PMID: 16478219]
  • Chunhong Jia, Chunghong Jia, Per Kudsk, Solvejg K Mathiassen. Joint action of benzoxazinone derivatives and phenolic acids. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1049-57. doi: 10.1021/jf051156r. [PMID: 16478216]
  • Solvejg K Mathiassen, Per Kudsk, Betty B Mogensen. Herbicidal effects of soil-incorporated wheat. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1058-63. doi: 10.1021/jf050904+. [PMID: 16478217]
  • Tamara Coja, Jacqueline Idinger, Sylvia Blümel. Influence of the soil composition on the effects of benzoxazinoid allelochemicals on two soil nontarget organisms. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1093-8. doi: 10.1021/jf0509153. [PMID: 16478221]
  • Jona Ines Fritz, Rudolf Braun. Ecotoxicological effects of benzoxazinone allelochemicals and their metabolites on aquatic nontarget organisms. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1105-10. doi: 10.1021/jf050917n. [PMID: 16478223]
  • Stefan Martyniuk, Anna Stochmal, Francisco A Macías, David Marín, Wieslaw Oleszek. Effects of some benzoxazinoids on in vitro growth of Cephalosporium gramineum and other fungi pathogenic to cereals and on Cephalosporium stripe of winter wheat. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1036-9. doi: 10.1021/jf050901x. [PMID: 16478214]
  • Betty B Mogensen, Teddy Krongaard, Solvejg K Mathiassen, Per Kudsk. Quantification of benzoxazinone derivatives in wheat (Triticum aestivum) varieties grown under contrasting conditions in Denmark. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1023-30. doi: 10.1021/jf052332z. [PMID: 16478212]
  • Anna Stochmal, Jan Kus, Stefan Martyniuk, Wieslaw Oleszek. Concentration of benzoxazinoids in roots of field-grown wheat (Triticum aestivum L.) varieties. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1016-22. doi: 10.1021/jf050899+. [PMID: 16478211]
  • Marta Villagrasa, Miriam Guillamón, Ethel Eljarrat, Damià Barceló. Determination of benzoxazinone derivatives in plants by combining pressurized liquid extraction-solid-phase extraction followed by liquid chromatography-electrospray mass spectrometry. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1001-8. doi: 10.1021/jf050897p. [PMID: 16478209]
  • Tamara Coja, Jacqueline Idinger, Sylvia Blümel. Effects of the benzoxazolinone BOA, selected degradation products and structure related pesticides on soil organisms. Ecotoxicology (London, England). 2006 Feb; 15(1):61-72. doi: 10.1007/s10646-005-0042-4. [PMID: 16344919]
  • A M Sánchez-Moreiras, M J Reigosa. Whole plant response of lettuce after root exposure to BOA (2(3H)-benzoxazolinone). Journal of chemical ecology. 2005 Nov; 31(11):2689-703. doi: 10.1007/s10886-005-7620-z. [PMID: 16273435]
  • I A Zasada, S L F Meyer, J M Halbrendt, C Rice. Activity of Hydroxamic Acids from Secale cereale Against the Plant-Parasitic Nematodes Meloidogyne incognita and Xiphinema americanum. Phytopathology. 2005 Oct; 95(10):1116-21. doi: 10.1094/phyto-95-1116. [PMID: 18943462]
  • Mia B Gents, Susan T Nielsen, Anne G Mortensen, Carsten Christophersen, Inge S Fomsgaard. Transformation products of 2-benzoxazolinone (BOA) in soil. Chemosphere. 2005 Sep; 61(1):74-84. doi: 10.1016/j.chemosphere.2005.03.068. [PMID: 15876449]
  • Clifford P Rice, Yong Bong Park, Frédérick Adam, Aref A Abdul-Baki, John R Teasdale. Hydroxamic acid content and toxicity of rye at selected growth stages. Journal of chemical ecology. 2005 Aug; 31(8):1887-905. doi: 10.1007/s10886-005-5933-6. [PMID: 16222814]
  • Christoph W Basse. Dissecting defense-related and developmental transcriptional responses of maize during Ustilago maydis infection and subsequent tumor formation. Plant physiology. 2005 Jul; 138(3):1774-84. doi: 10.1104/pp.105.061200. [PMID: 15980197]
  • Scott R Baerson, Adela Sánchez-Moreiras, Nuria Pedrol-Bonjoch, Margot Schulz, Isabelle A Kagan, Ameeta K Agarwal, Manuel J Reigosa, Stephen O Duke. Detoxification and transcriptome response in Arabidopsis seedlings exposed to the allelochemical benzoxazolin-2(3H)-one. The Journal of biological chemistry. 2005 Jun; 280(23):21867-81. doi: 10.1074/jbc.m500694200. [PMID: 15824099]
  • Héctor R Bravo, Sylvia V Copaja, Sebastián Figueroa-Duarte, Madeleine Lamborot, José San Martín. 1,4-benzoxazin-3-one, 2-benzoxazolinone and gallic acid from Calceolaria thyrsiflora Graham and their antibacterial activity. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2005 May; 60(5-6):389-93. doi: 10.1515/znc-2005-5-604. [PMID: 16042337]
  • M M Finney, D A Danehower, J D Burton. Gas chromatographic method for the analysis of allelopathic natural products in rye (Secale cereale L.). Journal of chromatography. A. 2005 Feb; 1066(1-2):249-53. doi: 10.1016/j.chroma.2005.01.050. [PMID: 15794579]
  • Martine Courtois, Zoia Mincheva, Françoise Andreu, Marc Rideau, Marie-Claude Viaud-Massuard. Synthesis and biological evaluation with plant cells of new fosmidomycin analogues containing a benzoxazolone or oxazolopyridinone ring. Journal of enzyme inhibition and medicinal chemistry. 2004 Dec; 19(6):559-65. doi: 10.1080/14756360400004615. [PMID: 15662959]
  • Geneviève Chiapusio, François Pellissier, Christiane Gallet. Uptake and translocation of phytochemical 2-benzoxazolinone (BOA) in radish seeds and seedlings. Journal of experimental botany. 2004 Jul; 55(402):1587-92. doi: 10.1093/jxb/erh172. [PMID: 15181106]
  • Hector R Bravo, Sylvia V Copaja, José San Martín. Contents of 1,4-benzoxazin-3-ones and 2-benzoxazolinone from Stenandrium dulce (Nees). Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 Mar; 59(3-4):177-80. doi: 10.1515/znc-2004-3-407. [PMID: 15241920]
  • N R Burgos, R E Talbert, K S Kim, Y I Kuk. Growth inhibition and root ultrastructure of cucumber seedlings exposed to allelochemicals from rye (Secale cereale). Journal of chemical ecology. 2004 Mar; 30(3):671-89. doi: 10.1023/b:joec.0000018637.94002.ba. [PMID: 15139316]
  • Regina G Belz, Karl Hurle. A novel laboratory screening bioassay for crop seedling allelopathy. Journal of chemical ecology. 2004 Jan; 30(1):175-98. doi: 10.1023/b:joec.0000013190.72062.3d. [PMID: 15074665]
  • A E Glenn, F I Meredith, W H Morrison, C W Bacon. Identification of intermediate and branch metabolites resulting from biotransformation of 2-benzoxazolinone by Fusarium verticillioides. Applied and environmental microbiology. 2003 Jun; 69(6):3165-9. doi: 10.1128/aem.69.6.3165-3169.2003. [PMID: 12788712]
  • Francisco A Macias, David Marin, Alberto Oliveros-Bastidas, Rosa M Varela, Ana M Simonet, Ceferino Carrera, Jose M Molinillo. Allelopathy as a new strategy for sustainable ecosystems development. Uchu Seibutsu Kagaku. 2003 Jun; 17(1):18-23. doi: 10.2187/bss.17.18. [PMID: 12897457]
  • D Sicker, B Schneider, L Hennig, M Knop, M Schulz. Glycoside carbamates from benzoxazolin-2(3H)-one detoxification in extracts and exudates of corn roots. Phytochemistry. 2001 Nov; 58(5):819-25. doi: 10.1016/s0031-9422(01)00299-0. [PMID: 11672748]
  • A E Glenn, D M Hinton, I E Yates, C W Bacon. Detoxification of corn antimicrobial compounds as the basis for isolating Fusarium verticillioides and some other Fusarium species from corn. Applied and environmental microbiology. 2001 Jul; 67(7):2973-81. doi: 10.1128/aem.67.7.2973-2981.2001. [PMID: 11425710]
  • A Vigroux, M Bergon, C Zedde. Cyclization-activated prodrugs: N-(substituted 2-hydroxyphenyl and 2-hydroxypropyl)carbamates based on ring-opened derivatives of active benzoxazolones and oxazolidinones as mutual prodrugs of acetaminophen. Journal of medicinal chemistry. 1995 Sep; 38(20):3983-94. doi: 10.1021/jm00020a012. [PMID: 7562932]
  • H Otsuka, Y Hirai, T Nagao, K Yamasaki. Anti-inflammatory activity of benzoxazinoids from roots of Coix lachryma-jobi var. ma-yuen. Journal of natural products. 1988 Jan; 51(1):74-9. doi: 10.1021/np50055a009. [PMID: 2453615]
  • F M Lueck. An overview of renal oxalosis. Nephrology nurse. 1980 May; 2(3):13-4. doi: NULL. [PMID: 6991966]