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15-Lipoxygenase inhibitors: a patent review

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Muhammad Yasin, Wardah Shahid, Muhammad Ashraf, Muhammad Saleem, Saima Muzaffar, Aziz-ur-Rehman  , Syeda Abida Ejaz, Hafiz Mohammad Kashif Mahmood, Keshab Bhattarai & Naheed Riaz. (2023) Targeting new N-furfurylated 4-chlorophenyl-1,2,4-triazolepropionamide hybrids as potential 15-lipoxygenase inhibitors supported with in vitro and in silico studies. Journal of Biomolecular Structure and Dynamics 41:11, pages 5166-5182.
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Effat Vatankhah, Marzieh Akbarzadeh, Atena Jabbari, Kayvan Saadat & Ali Shiri. (2023) Synthesis and Characterization of Various Novel Derivatives of Dipyrimido[4,5-b:4',5'-e][1,4]thiazepine and Their Theoretical Evaluation as 15-Lipoxygenase Inhibitor. Polycyclic Aromatic Compounds 43:1, pages 288-301.
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Li Lang, Ningning Dong, Deyan Wu, Xue Yao, Weiqiang Lu, Chen Zhang, Ping Ouyang, Jin Zhu, Yun Tang, Wei Wang, Jian Li & Jin Huang. (2016) 2-Arylbenzo[b]furan derivatives as potent human lipoxygenase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 31:sup4, pages 98-105.
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Articles from other publishers (50)

Ali Aliabadi, Elham Khanniri, Mohammad Mahboubi-Rabbani & Maryam Bayanati. (2023) Dual COX-2/15-LOX inhibitors: A new avenue in the prevention of cancer. European Journal of Medicinal Chemistry 261, pages 115866.
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Ahmed S. Abdelkhalek, Hend Kothayer, Samar Rezq, Khaled Y. Orabi, Damian G. Romero & Osama I. El-Sabbagh. (2023) Synthesis of new multitarget-directed ligands containing thienopyrimidine nucleus for inhibition of 15-lipoxygenase, cyclooxygenases, and pro-inflammatory cytokines. European Journal of Medicinal Chemistry 256, pages 115443.
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Livia Stanger & Michael Holinstat. (2023) Bioactive lipid regulation of platelet function, hemostasis, and thrombosis. Pharmacology & Therapeutics 246, pages 108420.
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Nadiia Matvieieva, Volodymyr Bessarabov, Olena Khainakova, Volodymyr Duplij, Taisa Bohdanovych, Yakiv Ratushnyak, Galina Kuzmina, Vadym Lisovyi, Nazar Zderko & Natalia Kobylinska. (2023) Cichorium intybus L. “hairy” roots as a rich source of antioxidants and anti-inflammatory compounds. Heliyon 9:3, pages e14516.
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Naglaa M. Ahmed, Ahmed H. Lotfallah, Mohamed S. Gaballah, Samir M. Awad & Moustafa K. Soltan. (2023) Novel 2-Thiouracil-5-Sulfonamide Derivatives: Design, Synthesis, Molecular Docking, and Biological Evaluation as Antioxidants with 15-LOX Inhibition. Molecules 28:4, pages 1925.
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Said Moshawih, Parham Hadikhani, Ayesha Fatima, Hui Poh Goh, Nurolaini Kifli, Vijay Kotra, Khang Wen Goh & Long Chiau Ming. (2022) Comparative analysis of an anthraquinone and chalcone derivatives-based virtual combinatorial library. A cheminformatics “proof-of-concept” study. Journal of Molecular Graphics and Modelling 117, pages 108307.
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Linyue Dong, Heyao Wang, Kaixian Chen & Yiming Li. (2022) Roles of hydroxyeicosatetraenoic acids in diabetes (HETEs and diabetes). Biomedicine & Pharmacotherapy 156, pages 113981.
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Bushra Bashir, Naheed Riaz, Syeda Abida Ejaz, Muhammad Saleem, Muhammad Ashraf, Ambar Iqbal, Saima Muzaffar, Samina Ejaz, Aziz-ur-Rehman, Hafiz Mohammad Kashif Mahmood & Keshab Bhattarai. (2022) Assessing p-tolyloxy-1,3,4-oxadiazole acetamides as lipoxygenase inhibitors assisted by in vitro and in silico studies. Bioorganic Chemistry 129, pages 106144.
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Nastaran Moussavi, Hasina Azizullah, Karl E. Malterud, Kari T. Inngjerdingen & Helle Wangensteen. (2022) Immunomodulating polyphenols from Sideritis scardica. Journal of Functional Foods 96, pages 105197.
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Melita Lončarić, Ivica Strelec, Valentina Pavić, Vesna Rastija, Maja Karnaš & Maja Molnar. (2022) Green Synthesis of Thiazolidine-2,4-dione Derivatives and Their Lipoxygenase Inhibition Activity With QSAR and Molecular Docking Studies. Frontiers in Chemistry 10.
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N. Mbhele, B. Ncube, A.R. Ndhlala & A. Moteetee. (2022) Pro-inflammatory enzyme inhibition and antioxidant activity of six scientifically unexplored indigenous plants traditionally used in South Africa to treat wounds. South African Journal of Botany 147, pages 119-129.
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José David Sánchez-Martínez, Alberto Valdés, Rocio Gallego, Zully Jimena Suárez-Montenegro, Marina Alarcón, Elena Ibañez, Gerardo Alvarez-Rivera & Alejandro Cifuentes. (2022) Blood–Brain Barrier Permeability Study of Potential Neuroprotective Compounds Recovered From Plants and Agri-Food by-Products. Frontiers in Nutrition 9.
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Christian Kretzer, Paul M. Jordan, Katharina P.L. Meyer, Daniel Hoff, Markus Werner, Robert Klaus Hofstetter, Andreas Koeberle, Antonio Cala Peralta, Guillaume Viault, Denis Seraphin, Pascal Richomme, Jean-Jacques Helesbeux, Hermann Stuppner, Veronika Temml, Daniela Schuster & Oliver Werz. (2022) Natural chalcones elicit formation of specialized pro-resolving mediators and related 15-lipoxygenase products in human macrophages. Biochemical Pharmacology 195, pages 114825.
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Mohammad Amin Vaezi, Banafsheh Safizadeh, Amir Reza Eghtedari, Seyedeh Sara Ghorbanhosseini, Mostafa Rastegar, Vahid Salimi & Masoumeh Tavakoli-Yaraki. (2021) 15-Lipoxygenase and its metabolites in the pathogenesis of breast cancer: A double-edged sword. Lipids in Health and Disease 20:1.
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Seyed Jamal Alavi, Amir Zebarjadi, Mahdi Hosseini Bafghi, Hossein Orafai & Hamid Sadeghian. (2021) O ‐prenylated carbostyrils as a novel class of 15‐lipoxygenase inhibitors: Synthesis, characterization, and inhibitory assessment . Chemical Biology & Drug Design 98:5, pages 894-902.
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Sara Zerangnasrabad, Atena Jabbari, Elahe Khavari Moghadam, Hamid Sadeghian & Seyed Mohammad Seyedi. (2021) Design, synthesis, and structure–activity relationship study of O ‐prenylated 3‐acetylcoumarins as potent inhibitors of soybean 15‐lipoxygenase . Drug Development Research 82:6, pages 826-834.
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Naohiro Takahashi, Hiroaki Kikuchi, Ayaka Usui, Taisuke Furusho, Takuya Fujimaru, Tamami Fujiki, Tomoki Yanagi, Yoshiaki Matsuura, Kenichi Asano, Kouhei Yamamoto, Fumiaki Ando, Koichiro Susa, Shintaro Mandai, Takayasu Mori, Tatemitsu Rai, Shinichi Uchida, Makoto Arita & Eisei Sohara. (2021) Deletion of Alox15 improves kidney dysfunction and inhibits fibrosis by increased PGD2 in the kidney. Clinical and Experimental Nephrology 25:5, pages 445-455.
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Faryal Chaudhry, Wardah Shahid, Mariya al-Rashida, Muhammad Ashraf, Munawar Ali Munawar & Misbahul Ain Khan. (2021) Synthesis of imidazole-pyrazole conjugates bearing aryl spacer and exploring their enzyme inhibition potentials. Bioorganic Chemistry 108, pages 104686.
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Sevilay CENGİZ & Levent CAVAS. (2021) Can soybean lipoxygenases be real models for mammalian lipoxygenases? A bioinformatics approach. Journal of the Turkish Chemical Society Section A: Chemistry 8:1, pages 79-102.
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Saima Muzaffar, Wardah Shahid, Naheed Riaz, Muhammad Saleem, Muhammad Ashraf, Aziz-ur-Rehman, Bushra Bashir, Ayesha Kaleem, Mariya al-Rashida, Bikash Baral, Keshab Bhattarai & Harald Gross. (2021) Probing phenylcarbamoylazinane-1,2,4-triazole amides derivatives as lipoxygenase inhibitors along with cytotoxic, ADME and molecular docking studies. Bioorganic Chemistry 107, pages 104525.
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José David Sánchez-Martínez, Mónica Bueno, Gerardo Alvarez-Rivera, José Tudela, Elena Ibañez & Alejandro Cifuentes. (2021) In vitro neuroprotective potential of terpenes from industrial orange juice by-products . Food & Function 12:1, pages 302-314.
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Irene Wood, Andrés Trostchansky & Homero Rubbo. (2020) Structural considerations on lipoxygenase function, inhibition and crosstalk with nitric oxide pathways. Biochimie 178, pages 170-180.
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Perihan A. Elzahhar, Shrouk M. Abd El Wahab, Mohamed Elagawany, Hoda Daabees, Ahmed S.F. Belal, Ahmed F. EL-Yazbi, Ali H. Eid, Rana Alaaeddine, Rehab R. Hegazy, Rasha M. Allam, Maged W. Helmy, Bahaa Elgendy, Andrea Angeli, Soad A. El-Hawash & Claudiu T. Supuran. (2020) Expanding the anticancer potential of 1,2,3-triazoles via simultaneously targeting Cyclooxygenase-2, 15-lipoxygenase and tumor-associated carbonic anhydrases. European Journal of Medicinal Chemistry 200, pages 112439.
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Hazrat Usman, Muhammad Asad Ullah, Hasnain Jan, Aisha Siddiquah, Samantha Drouet, Sumaira Anjum, Nathalie Giglioli-Guviarc’h, Christophe Hano & Bilal Haider Abbasi. (2020) Interactive Effects of Wide-Spectrum Monochromatic Lights on Phytochemical Production, Antioxidant and Biological Activities of Solanum xanthocarpum Callus Cultures. Molecules 25:9, pages 2201.
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Yasser M. Omar, Samia G. Abdel-Moty & Hajjaj H.M. Abdu-Allah. (2020) Further insight into the dual COX-2 and 15-LOX anti-inflammatory activity of 1,3,4-thiadiazole-thiazolidinone hybrids: The contribution of the substituents at 5th positions is size dependent. Bioorganic Chemistry 97, pages 103657.
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Manar A. Eissa, Yumi Z. H-Y. Hashim, Dina M. El-Kersh, Saripah S. S. Abd-Azziz, Hamzah Mohd. Salleh, Muhammad Lokman Md. Isa & Nor Malia Abd Warif. (2020) Metabolite Profiling of Aquilaria malaccensis Leaf Extract Using Liquid Chromatography-Q-TOF-Mass Spectrometry and Investigation of Its Potential Antilipoxygenase Activity In-Vitro. Processes 8:2, pages 202.
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F. Lawal, M.J. Bapela, S.A. Adebayo, S.M. Nkadimeng, A.A. Yusuf, K.E. Malterud, L.J. McGaw & T.E. Tshikalange. (2019) Anti-inflammatory potential of South African medicinal plants used for the treatment of sexually transmitted infections. South African Journal of Botany 125, pages 62-71.
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Arun Bahadur Gurung, Pezaiwi Pamay, Debabrata Tripathy, Koel Biswas, Anupam Chatterjee, S.R. Joshi & Atanu Bhattacharjee. (2019) Bioprospection of anti‐inflammatory phytochemicals suggests rutaecarpine and quinine as promising 15‐lipoxygenase inhibitors. Journal of Cellular Biochemistry 120:8, pages 13598-13613.
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Ryan G. Snodgrass & Bernhard Brüne. (2019) Regulation and Functions of 15-Lipoxygenases in Human Macrophages. Frontiers in Pharmacology 10.
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Ying Chen, Bolin Wu, Yameng Hao, Yunqi Liu, Zhili Zhang, Chao Tian, Xianling Ning, Ying Guo, Junyi Liu & Xiaowei Wang. (2019) Structure-activity relationship studies of (E)-3,4-dihydroxystyryl alkyl sulfones as novel neuroprotective agents based on improved antioxidant, anti-inflammatory activities and BBB permeability. European Journal of Medicinal Chemistry 171, pages 420-433.
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Ola S. Afifi, Omaima G. Shaaban, Heba A. Abd El Razik, Shams El-Dine A. Shams El-Dine, Fawzia A. Ashour, Alaa A. El-Tombary & Marwa M. Abu-Serie. (2019) Synthesis and biological evaluation of purine-pyrazole hybrids incorporating thiazole, thiazolidinone or rhodanine moiety as 15-LOX inhibitors endowed with anticancer and antioxidant potential. Bioorganic Chemistry 87, pages 821-837.
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Elizabeth G Bromfield, Jessica L H Walters, Shenae L Cafe, Ilana R Bernstein, Simone J Stanger, Amanda L Anderson, R John Aitken, Eileen A McLaughlin, Matthew D Dun, Barend M Gadella & Brett Nixon. (2019) Differential cell death decisions in the testis: evidence for an exclusive window of ferroptosis in round spermatids. MHR: Basic science of reproductive medicine 25:5, pages 241-256.
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Deka Prismawan, Ramon van der Vlag, Hao Guo, Frank J. Dekker & Anna K. H. Hirsch. (2019) Replacement of an Indole Scaffold Targeting Human 15‐Lipoxygenase‐1 Using Combinatorial Chemistry. Helvetica Chimica Acta 102:5, pages e1900040.
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Perihan A. Elzahhar, Rana Alaaeddine, Tamer M. Ibrahim, Rasha Nassra, Azza Ismail, Benjamin S.K. Chua, Rebecca L. Frkic, John B. Bruning, Nadja Wallner, Tilo Knape, Andreas von Knethen, Hala Labib, Ahmed F. El-Yazbi & Ahmed S.F. Belal. (2019) Shooting three inflammatory targets with a single bullet: Novel multi-targeting anti-inflammatory glitazones. European Journal of Medicinal Chemistry 167, pages 562-582.
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Ragnar P. Kristjansson, Stefania Benonisdottir, Olafur B. Davidsson, Asmundur Oddsson, Vinicius Tragante, Jon K. Sigurdsson, Lilja Stefansdottir, Stefan Jonsson, Brynjar O. Jensson, Joseph G. Arthur, Gudny A. Arnadottir, Gerald Sulem, Bjarni V. Halldorsson, Bjarni Gunnarsson, Gisli H. Halldorsson, Olafur A. Stefansson, Gudjon R. Oskarsson, Aimee M. Deaton, Isleifur Olafsson, Gudmundur I. Eyjolfsson, Olof Sigurdardottir, Pall T. Onundarson, David Gislason, Thorarinn Gislason, Bjorn R. Ludviksson, Dora Ludviksdottir, Thorunn A. Olafsdottir, Thorunn Rafnar, Gisli Masson, Florian Zink, Gyda Bjornsdottir, Olafur Th. Magnusson, Unnur S. Bjornsdottir, Gudmar Thorleifsson, Gudmundur L. Norddahl, Daniel F. Gudbjartsson, Unnur Thorsteinsdottir, Ingileif Jonsdottir, Patrick Sulem & Kari Stefansson. (2019) A loss-of-function variant in ALOX15 protects against nasal polyps and chronic rhinosinusitis. Nature Genetics 51:2, pages 267-276.
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P. Matos, A. Figueirinha, A. Paranhos, F. Nunes, P. Cruz, C.F.G.C. Geraldes, M.T. Cruz & M.T. Batista. (2018) Bioactivity of Acanthus mollis – Contribution of benzoxazinoids and phenylpropanoids. Journal of Ethnopharmacology 227, pages 198-205.
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Jessica Walters, Geoffry De Iuliis, Brett Nixon & Elizabeth Bromfield. (2018) Oxidative Stress in the Male Germline: A Review of Novel Strategies to Reduce 4-Hydroxynonenal Production. Antioxidants 7:10, pages 132.
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Ala Orafaie, Maryam Moghaddam Matin & Hamid Sadeghian. (2018) The importance of 15-lipoxygenase inhibitors in cancer treatment. Cancer and Metastasis Reviews 37:2-3, pages 397-408.
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Evangelia Tsolaki, Phaedra Eleftheriou, Victor Kartsev, Athina Geronikaki & Anil K. Saxena. (2018) Application of Docking Analysis in the Prediction and Biological Evaluation of the Lipoxygenase Inhibitory Action of Thiazolyl Derivatives of Mycophenolic Acid. Molecules 23:7, pages 1621.
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Seyed Jamal Alavi, Hamid Sadeghian, Seyed Mohammad Seyedi, Alireza Salimi & Hossein Eshghi. (2018) A novel class of human 15‐LOX‐1 inhibitors based on 3‐hydroxycoumarin. Chemical Biology & Drug Design 91:6, pages 1125-1132.
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Jessica L H Walters, Geoffry N De Iuliis, Matthew D Dun, Robert John Aitken, Eileen A McLaughlin, Brett Nixon & Elizabeth G Bromfield. (2018) Pharmacological inhibition of arachidonate 15-lipoxygenase protects human spermatozoa against oxidative stress†. Biology of Reproduction 98:6, pages 784-794.
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Chrysoula Gousiadou & Irene Kouskoumvekaki. (2018) Computational Analysis of LOX1 Inhibition Identifies Descriptors Responsible for Binding Selectivity. ACS Omega 3:2, pages 2261-2272.
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Ana-Belen Cutillas, Alejandro Carrasco, Ramiro Martinez-Gutierrez, Virginia Tomas & Jose Tudela. (2018) Thymus mastichina L. essential oils from Murcia (Spain): Composition and antioxidant, antienzymatic and antimicrobial bioactivities. PLOS ONE 13:1, pages e0190790.
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Hao Guo, Nikolaos Eleftheriadis, Nataliya Rohr-Udilova, Alexander Dömling & Frank J. Dekker. (2017) Photoactivation provides a mechanistic explanation for pan-assay interference behaviour of 2-aminopyrroles in lipoxygenase inhibition. European Journal of Medicinal Chemistry 139, pages 633-643.
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Mehmet Poyraz, Halil Berber, Christina N. Banti, Nikolaos Kourkoumelis, Manolis J. Manos & Sotiris K. Hadjikakou. (2017) Synthesis characterization and biological activity of mixed ligand silver(I) complex of 2-benzimidazolylurea and triphenylphosphine. Polyhedron 128, pages 95-103.
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Elizabeth G. Bromfield, Bettina P. Mihalas, Matthew D. Dun, R. John Aitken, Eileen A. McLaughlin, Jessica L.H. Walters & Brett Nixon. (2017) Inhibition of arachidonate 15-lipoxygenase prevents 4-hydroxynonenal-induced protein damage in male germ cells†. Biology of Reproduction 96:3, pages 598-609.
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Atena Jabbari, Mina Mousavian, Seyed Mohamad Seyedi, Mehdi Bakavoli & Hamid Sadeghian. (2017) O-prenylated 3-carboxycoumarins as a novel class of 15-LOX-1 inhibitors. PLOS ONE 12:2, pages e0171789.
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