Literature DB >> 30830766

Development of 5-Aminopyrazole-4-carboxamide-based Bumped-Kinase Inhibitors for Cryptosporidiosis Therapy.

Wenlin Huang, Matthew A Hulverson1, Ryan Choi1, Samuel L M Arnold1, Zhongsheng Zhang, Molly C McCloskey1, Grant R Whitman1, Robert C Hackman2, Kasey L Rivas1, Lynn K Barrett1, Kayode K Ojo1, Wesley C Van Voorhis1, Erkang Fan.   

Abstract

Cryptosporidium is a leading cause of pediatric diarrhea worldwide. Currently, there is neither a vaccine nor a consistently effective drug available for this disease. Selective 5-aminopyrazole-4-carboxamide-based bumped-kinase inhibitors (BKIs) are effective in both in vitro and in vivo models of Cryptosporidium parvum. Potential cardiotoxicity in some BKIs led to the continued exploration of the 5-aminopyrazole-4-carboxamide scaffold to find safe and effective drug candidates for Cryptosporidium. A series of newly designed BKIs were tested for efficacy against C. parvum using in vitro and in vivo (mouse infection model) assays and safety issues. Compound 6 (BKI 1708) was found to be efficacious at 8 mg/kg dosed once daily (QD) for 5 days with no observable signs of toxicity up to 200 mg/kg dosed QD for 7 days. Compound 15 (BKI 1770) was found to be efficacious at 30 mg/kg dosed twice daily (BID) for 5 days with no observable signs of toxicity up to 300 mg/kg dosed QD for 7 days. Compounds 6 and 15 are promising preclinical leads for cryptosporidiosis therapy with acceptable safety parameters and efficacy in the mouse model of cryptosporidiosis.

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Year:  2019        PMID: 30830766      PMCID: PMC6559944          DOI: 10.1021/acs.jmedchem.9b00069

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  25 in total

1.  Toxoplasma gondii calcium-dependent protein kinase 1 is a target for selective kinase inhibitors.

Authors:  Kayode K Ojo; Eric T Larson; Katelyn R Keyloun; Lisa J Castaneda; Amy E Derocher; Krishna K Inampudi; Jessica E Kim; Tracy L Arakaki; Ryan C Murphy; Li Zhang; Alberto J Napuli; Dustin J Maly; Christophe L M J Verlinde; Frederick S Buckner; Marilyn Parsons; Wim G J Hol; Ethan A Merritt; Wesley C Van Voorhis
Journal:  Nat Struct Mol Biol       Date:  2010-05-02       Impact factor: 15.369

2.  Toxoplasma gondii attachment to host cells is regulated by a calmodulin-like domain protein kinase.

Authors:  H Kieschnick; T Wakefield; C A Narducci; C Beckers
Journal:  J Biol Chem       Date:  2001-01-11       Impact factor: 5.157

3.  7 H-Pyrrolo[2,3- d]pyrimidin-4-amine-Based Inhibitors of Calcium-Dependent Protein Kinase 1 Have Distinct Inhibitory and Oral Pharmacokinetic Characteristics Compared with 1 H-Pyrazolo[3,4- d]pyrimidin-4-amine-Based Inhibitors.

Authors:  Rama S R Vidadala; Martin Golkowski; Matthew A Hulverson; Ryan Choi; Molly C McCloskey; Grant R Whitman; Wenlin Huang; Samuel L M Arnold; Lynn K Barrett; Erkang Fan; Ethan A Merritt; Wesley C Van Voorhis; Kayode K Ojo; Dustin J Maly
Journal:  ACS Infect Dis       Date:  2018-03-16       Impact factor: 5.084

4.  Burden and aetiology of diarrhoeal disease in infants and young children in developing countries (the Global Enteric Multicenter Study, GEMS): a prospective, case-control study.

Authors:  Karen L Kotloff; James P Nataro; William C Blackwelder; Dilruba Nasrin; Tamer H Farag; Sandra Panchalingam; Yukun Wu; Samba O Sow; Dipika Sur; Robert F Breiman; Abu Sg Faruque; Anita Km Zaidi; Debasish Saha; Pedro L Alonso; Boubou Tamboura; Doh Sanogo; Uma Onwuchekwa; Byomkesh Manna; Thandavarayan Ramamurthy; Suman Kanungo; John B Ochieng; Richard Omore; Joseph O Oundo; Anowar Hossain; Sumon K Das; Shahnawaz Ahmed; Shahida Qureshi; Farheen Quadri; Richard A Adegbola; Martin Antonio; M Jahangir Hossain; Adebayo Akinsola; Inacio Mandomando; Tacilta Nhampossa; Sozinho Acácio; Kousick Biswas; Ciara E O'Reilly; Eric D Mintz; Lynette Y Berkeley; Khitam Muhsen; Halvor Sommerfelt; Roy M Robins-Browne; Myron M Levine
Journal:  Lancet       Date:  2013-05-14       Impact factor: 79.321

5.  A novel calcium-dependent protein kinase inhibitor as a lead compound for treating cryptosporidiosis.

Authors:  Alejandro Castellanos-Gonzalez; A Clinton White; Kayode K Ojo; Rama S R Vidadala; Zhongsheng Zhang; Molly C Reid; Anna M W Fox; Katelyn R Keyloun; Kasey Rivas; Ayesha Irani; Sara M Dann; Erkang Fan; Dustin J Maly; Wesley C Van Voorhis
Journal:  J Infect Dis       Date:  2013-07-21       Impact factor: 5.226

6.  Potent and selective inhibitors of CDPK1 from T. gondii and C. parvum based on a 5-aminopyrazole-4-carboxamide scaffold.

Authors:  Zhongsheng Zhang; Kayode K Ojo; Ramasubbarao Vidadala; Wenlin Huang; Jennifer A Geiger; Suzanne Scheele; Ryan Choi; Molly C Reid; Katelyn R Keyloun; Kasey Rivas; Latha Kallur Siddaramaiah; Kenneth M Comess; Kenneth P Robinson; Philip J Merta; Lemma Kifle; Wim G J Hol; Marilyn Parsons; Ethan A Merritt; Dustin J Maly; Christophe L M J Verlinde; Wesley C Van Voorhis; Erkang Fan
Journal:  ACS Med Chem Lett       Date:  2014-01-09       Impact factor: 4.345

7.  Advances in bumped kinase inhibitors for human and animal therapy for cryptosporidiosis.

Authors:  Matthew A Hulverson; Ryan Choi; Samuel L M Arnold; Deborah A Schaefer; Andrew Hemphill; Molly C McCloskey; Dana P Betzer; Joachim Müller; Rama S R Vidadala; Grant R Whitman; Kasey L Rivas; Lynn K Barrett; Robert C Hackman; Melissa S Love; Case W McNamara; Thomas K Shaughnessy; Alison Kondratiuk; Matthew Kurnick; Patricia N Banfor; James J Lynch; Gail M Freiberg; Dale J Kempf; Dustin J Maly; Michael W Riggs; Kayode K Ojo; Wesley C Van Voorhis
Journal:  Int J Parasitol       Date:  2017-09-09       Impact factor: 3.981

8.  Treatment of Cryptosporidium: What We Know, Gaps, and the Way Forward.

Authors:  Hayley Sparks; Gayatri Nair; Alejandro Castellanos-Gonzalez; A Clinton White
Journal:  Curr Trop Med Rep       Date:  2015-08-01

9.  SAR Studies of 5-Aminopyrazole-4-carboxamide Analogues as Potent and Selective Inhibitors of Toxoplasma gondii CDPK1.

Authors:  Wenlin Huang; Kayode K Ojo; Zhongsheng Zhang; Kasey Rivas; Rama Subba Rao Vidadala; Suzanne Scheele; Amy E DeRocher; Ryan Choi; Matthew A Hulverson; Lynn K Barrett; Igor Bruzual; Latha Kallur Siddaramaiah; Keshia M Kerchner; Matthew D Kurnick; Gail M Freiberg; Dale Kempf; Wim G J Hol; Ethan A Merritt; Georg Neckermann; Eugenio L de Hostos; Nina Isoherranen; Dustin J Maly; Marilyn Parsons; J Stone Doggett; Wesley C Van Voorhis; Erkang Fan
Journal:  ACS Med Chem Lett       Date:  2015-10-22       Impact factor: 4.345

10.  Necessity of Bumped Kinase Inhibitor Gastrointestinal Exposure in Treating Cryptosporidium Infection.

Authors:  Samuel L M Arnold; Ryan Choi; Matthew A Hulverson; Deborah A Schaefer; Sumiti Vinayak; Rama S R Vidadala; Molly C McCloskey; Grant R Whitman; Wenlin Huang; Lynn K Barrett; Kayode K Ojo; Erkang Fan; Dustin J Maly; Michael W Riggs; Boris Striepen; Wesley C Van Voorhis
Journal:  J Infect Dis       Date:  2017-07-01       Impact factor: 5.226

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  9 in total

1.  Methionyl-tRNA synthetase inhibitor has potent in vivo activity in a novel Giardia lamblia luciferase murine infection model.

Authors:  Samantha A Michaels; Han-Wei Shih; Bailin Zhang; Edelmar D Navaluna; Zhongsheng Zhang; Ranae M Ranade; J Robert Gillespie; Ethan A Merritt; Erkang Fan; Frederick S Buckner; Alexander R Paredez; Kayode K Ojo
Journal:  J Antimicrob Chemother       Date:  2020-05-01       Impact factor: 5.790

2.  Novel Antiparasitic Activity of the Antifungal Lead Occidiofungin.

Authors:  Jingbo Ma; Fengguang Guo; Zi Jin; Mengxin Geng; Min Ju; Akshaya Ravichandran; Ravi Orugunty; Leif Smith; Guan Zhu; Haili Zhang
Journal:  Antimicrob Agents Chemother       Date:  2020-07-22       Impact factor: 5.191

Review 3.  Evaluation of Substituted Pyrazole-Based Kinase Inhibitors in One Decade (2011-2020): Current Status and Future Prospects.

Authors:  Mohammed I El-Gamal; Seyed-Omar Zaraei; Moustafa M Madkour; Hanan S Anbar
Journal:  Molecules       Date:  2022-01-05       Impact factor: 4.411

Review 4.  Controlled Human Infection Models To Accelerate Vaccine Development.

Authors:  Robert K M Choy; A Louis Bourgeois; Christian F Ockenhouse; Richard I Walker; Rebecca L Sheets; Jorge Flores
Journal:  Clin Microbiol Rev       Date:  2022-07-06       Impact factor: 50.129

5.  Pyrrolopyrimidine Bumped Kinase Inhibitors for the Treatment of Cryptosporidiosis.

Authors:  Matthew A Hulverson; Ryan Choi; Rama S R Vidadala; Grant R Whitman; Venkata Narayana Vidadala; Kayode K Ojo; Lynn K Barrett; James J Lynch; Kennan Marsh; Dale J Kempf; Dustin J Maly; Wesley C Van Voorhis
Journal:  ACS Infect Dis       Date:  2021-02-10       Impact factor: 5.084

Review 6.  One health therapeutics: Target-Based drug development for cryptosporidiosis and other apicomplexa diseases.

Authors:  Wesley C Van Voorhis; Matthew A Hulverson; Ryan Choi; Wenlin Huang; Samuel L M Arnold; Deborah A Schaefer; Dana P Betzer; Rama S R Vidadala; Sangun Lee; Grant R Whitman; Lynn K Barrett; Dustin J Maly; Michael W Riggs; Erkang Fan; Thomas J Kennedy; Saul Tzipori; J Stone Doggett; Pablo Winzer; Nicoleta Anghel; Dennis Imhof; Joachim Müller; Andrew Hemphill; Ignacio Ferre; Roberto Sanchez-Sanchez; Luis Miguel Ortega-Mora; Kayode K Ojo
Journal:  Vet Parasitol       Date:  2020-12-15       Impact factor: 2.738

7.  Cryptosporidiosis should be designated as a tropical disease by the US Food and Drug Administration.

Authors:  Robert K M Choy; Christopher D Huston
Journal:  PLoS Negl Trop Dis       Date:  2020-07-02

8.  Setting Our Sights on Infectious Diseases.

Authors:  Manu De Rycker; David Horn; Bree Aldridge; Richard K Amewu; Clifton E Barry; Frederick S Buckner; Sarah Cook; Michael A J Ferguson; Nathalie Gobeau; Jennifer Herrmann; Paul Herrling; William Hope; Jennifer Keiser; Maria Jose Lafuente-Monasterio; Paul D Leeson; Didier Leroy; Ujjini H Manjunatha; James McCarthy; Timothy J Miles; Valerie Mizrahi; Olena Moshynets; Jacquin Niles; John P Overington; John Pottage; Srinivasa P S Rao; Kevin D Read; Isabela Ribeiro; Lynn L Silver; Jen Southern; Thomas Spangenberg; Shyam Sundar; Caitlin Taylor; Wes Van Voorhis; Nicholas J White; Susan Wyllie; Paul G Wyatt; Ian H Gilbert
Journal:  ACS Infect Dis       Date:  2019-12-06       Impact factor: 5.084

Review 9.  Emerging treatment options for cryptosporidiosis.

Authors:  Melissa S Love; Robert K M Choy
Journal:  Curr Opin Infect Dis       Date:  2021-10-01       Impact factor: 4.968

  9 in total

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