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What should be considered on design of a colon-specific prodrug?

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Pages 245-258 | Published online: 24 Jan 2010

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Shuying Wang, Renhe Liu, Yao Fu & W. John Kao. (2020) Release mechanisms and applications of drug delivery systems for extended-release. Expert Opinion on Drug Delivery 17:9, pages 1289-1304.
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Yejin Yang, Wooseong Kim, Dayoon Kim, Seongkeun Jeong, Jin-Wook Yoo & Yunjin Jung. (2019) A colon-specific prodrug of metoclopramide ameliorates colitis in an experimental rat model. Drug Design, Development and Therapy 13, pages 231-242.
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Wooseong Kim, Yejin Yang, Dohoon Kim, Seongkeun Jeong, Jin-Wook Yoo, Jeong-Hyun Yoon & Yunjin Jung. (2017) Conjugation of metronidazole with dextran: a potential pharmaceutical strategy to control colonic distribution of the anti-amebic drug susceptible to metabolism by colonic microbes. Drug Design, Development and Therapy 11, pages 419-429.
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Joon Nam, Wooseong Kim, Sunyoung Lee, Seongkeun Jeong, Jin-Wook Yoo, Min-Soo Kim & Yunjin Jung. (2016) Dextran-5-(4-ethoxycarbonylphenylazo)salicylic acid ester, a polymeric colon-specific prodrug releasing 5-aminosalicylic acid and benzocaine, ameliorates TNBS-induced rat colitis. Journal of Drug Targeting 24:5, pages 468-474.
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Yonghyun Lee, Jungyun Kim, Wooseong Kim, Joon Nam, Seongkeun Jeong, Sunyoung Lee, Jin-Wook Yoo, Min-Soo Kim & Yunjin Jung. (2015) Celecoxib coupled to dextran via a glutamic acid linker yields a polymeric prodrug suitable for colonic delivery. Drug Design, Development and Therapy 9, pages 4105-4113.
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Soohwan Yum, Seongkeun Jeong, Sunyoung Lee, Joon Nam, Wooseong Kim, Jin-Wook Yoo, Min-Soo Kim, Bok Luel Lee & Yunjin Jung. (2015) Colon-targeted delivery of piceatannol enhances anti-colitic effects of the natural product: potential molecular mechanisms for therapeutic enhancement. Drug Design, Development and Therapy 9, pages 4247-4258.
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Sunyoung Lee, Yonghyun Lee, Wooseong Kim, Joon Nam, Seongkeun Jeong, Jin-Wook Yoo, Min-Soo Kim, Hyung Ryong Moon & Yunjin Jung. (2015) Evaluation of glycine-bearing celecoxib derivatives as a colon-specific mutual prodrug acting on nuclear factor-κB, an anti-inflammatory target. Drug Design, Development and Therapy 9, pages 4227-4237.
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Yonghyun Lee, Hyunjeong Kim, Wooseong Kim, Jeong-Hyun Yoon, Seong Hoon Jeong & Yunjin Jung. (2012) Colon-specific delivery of celecoxib is a potential strategy to improve toxicological and pharmacological properties of the selective Cox-2 inhibitor: implication in treatment of familiar adenomatous polyposis. Journal of Drug Targeting 20:6, pages 524-534.
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Hyunjeong Kim, Yonghyun Lee, Hansun Yoo, Jihye Kim, Hyesik Kong, Jeong-Hyun Yoon, Yunjin Jung & Young Mi Kim. (2012) Synthesis and evaluation of sulfate conjugated metronidazole as a colon-specific prodrug of metronidazole. Journal of Drug Targeting 20:3, pages 255-263.
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Changyu Kang, Jaejeong Kim, Sanghyun Ju, Heeyeong Cho, Hyun Young Kim, In-Soo Yoon, Jin-Wook Yoo & Yunjin Jung. (2022) Colon-Targeted Trans-Cinnamic Acid Ameliorates Rat Colitis by Activating GPR109A. Pharmaceutics 15:1, pages 41.
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Sohee Park, Changyu Kang, Jaejeong Kim, Sanghyun Ju, Jin-Wook Yoo, In-Soo Yoon, Min-Soo Kim, Jaewon Lee & Yunjin Jung. (2022) A Colon-Targeted Prodrug of Riluzole Improves Therapeutic Effectiveness and Safety upon Drug Repositioning of Riluzole to an Anti-Colitic Drug. Molecular Pharmaceutics 19:11, pages 3784-3794.
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Changyu Kang, Jaejeong Kim, Sanghyun Ju, Sohee Park, Jin-Wook Yoo, In-Soo Yoon, Min-Soo Kim & Yunjin Jung. (2022) Dapsone Azo-Linked with Two Mesalazine Moieties Is a “Me-Better” Alternative to Sulfasalazine. Pharmaceutics 14:3, pages 684.
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Sungchae Hong, Sanghyun Ju, Jin-Wook Yoo, Nam-Chul Ha & Yunjin Jung. (2021) Design and evaluation of IKK-activated GSK3β inhibitory peptide as an inflammation-responsive anti-colitic therapeutic. Biomaterials Science 9:19, pages 6584-6596.
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Menghang Zu, Ya Ma, Brandon Cannup, Dengchao Xie, Yunjin Jung, Jinming Zhang, Chunhua Yang, Fei Gao, Didier Merlin & Bo Xiao. (2021) Oral delivery of natural active small molecules by polymeric nanoparticles for the treatment of inflammatory bowel diseases. Advanced Drug Delivery Reviews 176, pages 113887.
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Seongkeun Jeong, Sanghyun Ju, Sohee Park & Yunjin Jung. (2021) 5-[(3-Carboxy-4-hydroxyphenyl)diazenyl] nicotinic acid, an azo-linked mesalazine-nicotinic acid conjugate, is a colon-targeted mutual prodrug against dextran sulfate sodium-induced colitis in mice. Journal of Pharmaceutical Investigation 51:3, pages 317-325.
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Hanju Lee, Sohee Park, Sanghyun Ju, Soojin Kim, Jin-Wook Yoo, In-Soo Yoon, Do Sik Min & Yunjin Jung. (2021) Preparation and Evaluation of Colon-Targeted Prodrugs of the Microbial Metabolite 3-Indolepropionic Acid as an Anticolitic Agent. Molecular Pharmaceutics 18:4, pages 1730-1741.
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Soojin Kim, Seunghyun Lee, Hanju Lee, Sanghyun Ju, Sohee Park, Doyoung Kwon, Jin-Wook Yoo, In-Soo Yoon, Do Sik Min, Young-Suk Jung & Yunjin Jung. (2020) A Colon-Targeted Prodrug, 4-Phenylbutyric Acid-Glutamic Acid Conjugate, Ameliorates 2,4-Dinitrobenzenesulfonic Acid-Induced Colitis in Rats. Pharmaceutics 12:9, pages 843.
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Seongkeun Jeong, Hanju Lee, Soojin Kim, Sanghyun Ju, Wooseong Kim, Heeyeong Cho, Hyun Young Kim, Gwangbeom Heo, Eunok Im, Jin-Wook Yoo, In-Soo Yoon & Yunjin Jung. (2019) 5-Aminosalicylic Acid Azo-Coupled with a GPR109A Agonist Is a Colon-Targeted Anticolitic Codrug with a Reduced Risk of Skin Toxicity. Molecular Pharmaceutics 17:1, pages 167-179.
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Wooseong Kim, Hanju Lee, Soojin Kim, Sanghyun Joo, Seongkeun Jeong, Jin-Wook Yoo & Yunjin Jung. (2019) Sofalcone, a gastroprotective drug, covalently binds to KEAP1 to activate Nrf2 resulting in anti-colitic activity. European Journal of Pharmacology 865, pages 172722.
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Wooseong Kim, Dayoon Kim, Seongkeun Jeong, Sanghyun Ju, Hanju Lee, Soojin Kim, Jin-Wook Yoo, In-Soo Yoon & Yunjin Jung. (2019) Conjugation of Amisulpride, an Anti-Psychotic Agent, with 5-Aminosalicylic Acid via an Azo Bond Yields an Orally Active Mutual Prodrug against Rat Colitis. Pharmaceutics 11:11, pages 585.
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Wooseong Kim, Soojin Kim, Sanghyun Ju, Hanju Lee, Seongkeun Jeong, Jin-Wook Yoo, In-Soo Yoon & Yunjin Jung. (2019) Colon-Targeted Delivery Facilitates the Therapeutic Switching of Sofalcone, a Gastroprotective Agent, to an Anticolitic Drug via Nrf2 Activation. Molecular Pharmaceutics 16:9, pages 4007-4016.
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İbrahim Ozan Tekeli, Ahmet Ateşşahin, Fatih Sakin, Abdullah Aslan, Songül Çeribaşı & Mustafa Yipel. (2018) Protective effects of conventional and colon-targeted lycopene and linalool on ulcerative colitis induced by acetic acid in rats. Inflammopharmacology 27:2, pages 313-322.
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Dohoon Kim, Wooseong Kim, Seongkeun Jeong, Dayoon Kim, Jin-Wook Yoo & Yunjin Jung. (2018) Therapeutic switching of sulpiride, an anti-psychotic and prokinetic drug, to an anti-colitic drug using colon-specific drug delivery. Drug Delivery and Translational Research 9:1, pages 334-343.
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Taejun Eom, Wonjae Yoo, Sehoon Kim & Anzar Khan. (2018) Biologically activatable azobenzene polymers targeted at drug delivery and imaging applications. Biomaterials 185, pages 333-347.
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Hui Min Chu, Rui Xia Zhang, Qing Huang, Chang Cai Bai & Zhi Zhong Wang. (2017) Chemical conjugation with cyclodextrins as a versatile tool for drug delivery. Journal of Inclusion Phenomena and Macrocyclic Chemistry 89:1-2, pages 29-38.
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Sookjin Kang, Wooseong Kim, Seongkeun Jeong, Yonghyun Lee, Joon Nam, Sunyoung Lee & Yunjin Jung. (2017) Oxidized 5-aminosalicylic acid activates Nrf2-HO-1 pathway by covalently binding to Keap1: Implication in anti-inflammatory actions of 5-aminosalicylic acid. Free Radical Biology and Medicine 108, pages 715-724.
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Vipul Yadav, Felipe Varum, Roberto Bravo, Esther Furrer, Daniela Bojic & Abdul W. Basit. (2016) Inflammatory bowel disease: exploring gut pathophysiology for novel therapeutic targets. Translational Research 176, pages 38-68.
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Sheng Xia Luo, Rui Xia Zhang, Qing Huang, Li Sheng Xu & Zhi Zhong Wang. (2016) Macromolecular drug conjugates II: chemical and enzymatic hydrolysis kinetics of the secondary 5-fluorouracil-1-acetic acid/β-cyclodextrin conjugate. Journal of Inclusion Phenomena and Macrocyclic Chemistry 86:1-2, pages 167-171.
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Wooseong Kim, Joon Nam, Sunyoung Lee, Seongkeun Jeong & Yunjin Jung. (2016) 5-Aminosalicylic Acid Azo-Linked to Procainamide Acts as an Anticolitic Mutual Prodrug via Additive Inhibition of Nuclear Factor kappaB. Molecular Pharmaceutics 13:6, pages 2126-2135.
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Amélia C.F. Vieira, Arménio C. Serra, Francisco J. Veiga, António M.d’A Rocha Gonsalves, Abdul W. Basit & Sudaxshina Murdan. (2016) Diclofenac-β-cyclodextrin for colonic drug targeting: In vivo performance in rats. International Journal of Pharmaceutics 500:1-2, pages 366-370.
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Shi Jie Wei, Sheng Xia Luo, Qing Huang, Li Sheng Xu & Zhi Zhong Wang. (2015) Regioselective synthesis, stability and release behaviors of the secondary 5-fluorouracil acetic acid/β-cyclodextrin conjugate for colon delivery. Journal of Inclusion Phenomena and Macrocyclic Chemistry 84:1-2, pages 43-47.
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Mayur Mahendrakumar Patel. 2015. Encyclopedia of Biomedical Polymers and Polymeric Biomaterials. Encyclopedia of Biomedical Polymers and Polymeric Biomaterials 2749 2781 .
Wooseong Kim, Yonghyun Lee, Seongkeun Jeong, Joon Nam, Sunyoung Lee & Yunjin Jung. (2015) Colonic delivery of celecoxib is a potential pharmaceutical strategy for repositioning the selective COX-2 inhibitor as an anti-colitic agent. Archives of Pharmacal Research 38:10, pages 1830-1838.
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Seongkeun Jeong, Huijeong Park, Sungchae Hong, Soohwan Yum, Wooseong Kim & Yunjin Jung. (2015) Lipophilic modification enhances anti-colitic properties of rosmarinic acid by potentiating its HIF-prolyl hydroxylases inhibitory activity. European Journal of Pharmacology 747, pages 114-122.
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Yonghyun Lee, Wooseong Kim, Sungchae Hong, Huijeong Park, Soohwan Yum, Jeong-Hyun Yoon & Yunjin Jung. (2014) Colon-targeted celecoxib ameliorates TNBS-induced rat colitis: A potential pharmacologic mechanism and therapeutic advantages. European Journal of Pharmacology 726, pages 49-56.
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Soohwan Yum, Huijeong Park, Sungchae Hong, Seongkeun Jeong, Wooseong Kim & Yunjin Jung. (2014) N-(2-mercaptopropionyl)-glycine, a diffusible antioxidant, activates HIF-1 by inhibiting HIF prolyl hydroxylase-2: Implication in amelioration of rat colitis by the antioxidant. Biochemical and Biophysical Research Communications 443:3, pages 1008-1013.
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Narenda Kumar & Rajiv Kumar. 2014. Nanotechnology and Nanomaterials in the Treatment of Life-threatening Diseases. Nanotechnology and Nanomaterials in the Treatment of Life-threatening Diseases 347 390 .
Hyunjeong Kim, Wooseong Kim, Soohwan Yum, Sungchae Hong, Jeong-Eun Oh, Ji-Woo Lee, Mi-Kyoung Kwak, Eun Ji Park, Dong Hee Na & Yunjin Jung. (2013) Caffeic acid phenethyl ester activation of Nrf2 pathway is enhanced under oxidative state: Structural analysis and potential as a pathologically targeted therapeutic agent in treatment of colonic inflammation. Free Radical Biology and Medicine 65, pages 552-562.
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Vipul Yadav, Simon Gaisford, Hamid A. Merchant & Abdul W. Basit. (2013) Colonic bacterial metabolism of corticosteroids. International Journal of Pharmaceutics 457:1, pages 268-274.
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Yonghyun Lee, Seongkeun Jeong, Wooseong Kim, Hyunjeong Kim, Jeong-Hyun Yoon, Seong Hoon Jeong & Yunjin Jung. (2012) Glycyrrhizin Enhances Therapeutic Activity of a Colon-Specific Methylprednisolone Prodrug Against Experimental Colitis. Digestive Diseases and Sciences 58:5, pages 1226-1234.
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Yonghyun Lee, Eun Hee Jung, Hyunjung Kim, Jeong-Hyun Yoon, Dae-Duk Kim & Yunjin Jung. (2012) Preparation and in vitro evaluation of celecoxib-amino acid conjugates as a colon specific prodrug. Journal of Pharmaceutical Investigation 42:3, pages 115-120.
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Sungchae Hong, Soohwan Yum, Hyun-Jung Yoo, Sookjin Kang, Jeong-Hyun Yoon, Dosik Min, Young Mi Kim & Yunjin Jung. (2012) Colon-Targeted Cell-Permeable NFκB Inhibitory Peptide Is Orally Active against Experimental Colitis. Molecular Pharmaceutics 9:5, pages 1310-1319.
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Yonghyun Lee, Jeongyun Kim, Hyunjeong Kim, Sookjin Kang, Jeong-Hyun Yoon, Dae-Duk Kim, Young Mi Kim & Yunjin Jung. (2012) N-Succinylaspart-1-yl Celecoxib is a Potential Colon-Specific Prodrug of Celecoxib with Improved Therapeutic Properties. Journal of Pharmaceutical Sciences 101:5, pages 1831-1842.
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Raj Kumar Shukla & Akanksha Tiwari. (2012) Carbohydrate polymers: Applications and recent advances in delivering drugs to the colon. Carbohydrate Polymers 88:2, pages 399-416.
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Jihye Kim, Sookjin Kang, Sungchae Hong, Soowhan Yum, Young Mi Kim & Yunjin Jung. (2012) Structure–activity relationship of salicylic acid derivatives on inhibition of TNF-α dependent NFκB activity: Implication on anti-inflammatory effect of N-(5-chlorosalicyloyl)phenethylamine against experimental colitis. European Journal of Medicinal Chemistry 48, pages 36-44.
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Hyesik Kong, Yonghyun Lee, Hyunjeong Kim, Sungchae Hong, Dae-Duk Kim, Jeong-Hyun Yoon, Yunjin Jung & Young Mi Kim. (2012) Susceptibility of glucocorticoids to colonic metabolism and pharmacologic intervention in the metabolism: implication for therapeutic activity of colon-specific glucocorticoid 21-sulfate sodium at the target site. Journal of Pharmacy and Pharmacology 64:1, pages 128-138.
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Habban Akhter, Nitin Saigal, Sanjula Baboota, Shah Faisal & Javed Ali. (2011) A two pulse drug delivery system for amoxicillin: An attempt to counter the scourge of bacterial resistance against antibiotics. Acta Pharmaceutica 61:3, pages 313-322.
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Hyesik Kong, Hyunjeong Kim, Heejeong Do, Yonghyun Lee, Sungchae Hong, Jeong‐Hyun Yoon, Yunjin Jung & Young Mi Kim. (2011) Structural effects of N ‐aromatic acyl‐amino acid conjugates on their deconjugation in the cecal contents of rats: implication in design of a colon‐specific prodrug with controlled conversion rate at the target site . Biopharmaceutics & Drug Disposition 32:6, pages 343-354.
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