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Article ; Online: Discovery of ZN-c3, a Highly Potent and Selective Wee1 Inhibitor Undergoing Evaluation in Clinical Trials for the Treatment of Cancer.

Huang, Peter Q / Boren, Brant C / Hegde, Sayee G / Liu, Hui / Unni, Aditya K / Abraham, Sunny / Hopkins, Chad D / Paliwal, Sunil / Samatar, Ahmed A / Li, Jiali / Bunker, Kevin D

Journal of medicinal chemistry

2021 Volume 64, Issue 17, Page(s) 13004–13024

Abstract: Wee1 inhibition has received great attention in the past decade as a promising therapy for cancer treatment. Therefore, a potent and selective Wee1 inhibitor is highly desirable. Our efforts to make safer and more efficacious Wee1 inhibitors led to the ... ...

Abstract	Wee1 inhibition has received great attention in the past decade as a promising therapy for cancer treatment. Therefore, a potent and selective Wee1 inhibitor is highly desirable. Our efforts to make safer and more efficacious Wee1 inhibitors led to the discovery of compound
MeSH term(s)	Animals ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Area Under Curve ; Cell Cycle Proteins/antagonists & inhibitors ; Cell Cycle Proteins/genetics ; Cell Cycle Proteins/metabolism ; Cell Line, Tumor ; Dogs ; Drug Design ; Drug Discovery ; Gene Expression Regulation, Neoplastic/drug effects ; Half-Life ; Humans ; Male ; Mice ; Mice, Nude ; Models, Molecular ; Molecular Structure ; Protein Conformation ; Protein-Tyrosine Kinases/antagonists & inhibitors ; Protein-Tyrosine Kinases/genetics ; Protein-Tyrosine Kinases/metabolism ; Rats ; Rats, Sprague-Dawley ; Xenograft Model Antitumor Assays
Chemical Substances	Antineoplastic Agents ; Cell Cycle Proteins ; Protein-Tyrosine Kinases (EC 2.7.10.1) ; WEE1 protein, human (EC 2.7.10.2)
Language	English
Publishing date	2021-08-23
Publishing country	United States
Document type	Journal Article
ZDB-ID	218133-2
ISSN	1520-4804 ; 0022-2623
ISSN (online)	1520-4804
ISSN	0022-2623
DOI	10.1021/acs.jmedchem.1c01121
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Article ; Online: Spfy: an integrated graph database for real-time prediction of bacterial phenotypes and downstream comparative analyses.

Le, Kevin K / Whiteside, Matthew D / Hopkins, James E / Gannon, Victor P J / Laing, Chad R

Database : the journal of biological databases and curation

2018 Volume 2018, Page(s) 1–10

Abstract: Public health laboratories are currently moving to whole-genome sequence (WGS)-based analyses, and require the rapid prediction of standard reference laboratory methods based solely on genomic data. Currently, these predictive genomics tasks rely on ... ...

Abstract	Public health laboratories are currently moving to whole-genome sequence (WGS)-based analyses, and require the rapid prediction of standard reference laboratory methods based solely on genomic data. Currently, these predictive genomics tasks rely on workflows that chain together multiple programs for the requisite analyses. While useful, these systems do not store the analyses in a genome-centric way, meaning the same analyses are often re-computed for the same genomes. To solve this problem, we created Spfy, a platform that rapidly performs the common reference laboratory tests, uses a graph database to store and retrieve the results from the computational workflows and links data to individual genomes using standardized ontologies. The Spfy platform facilitates rapid phenotype identification, as well as the efficient storage and downstream comparative analysis of tens of thousands of genome sequences. Though generally applicable to bacterial genome sequences, Spfy currently contains 10 243 Escherichia coli genomes, for which in-silico serotype and Shiga-toxin subtype, as well as the presence of known virulence factors and antimicrobial resistance determinants have been computed. Additionally, the presence/absence of the entire E. coli pan-genome was computed and linked to each genome. Owing to its database of diverse pre-computed results, and the ability to easily incorporate user data, Spfy facilitates hypothesis testing in fields ranging from population genomics to epidemiology, while mitigating the re-computation of analyses. The graph approach of Spfy is flexible, and can accommodate new analysis software modules as they are developed, easily linking new results to those already stored. Spfy provides a database and analyses approach for E. coli that is able to match the rapid accumulation of WGS data in public databases.
MeSH term(s)	Computational Biology ; Databases as Topic ; Escherichia coli/genetics ; Escherichia coli/pathogenicity ; Escherichia coli/physiology ; Genome, Bacterial ; Internet ; Phenotype ; Software ; Virulence Factors/genetics
Chemical Substances	Virulence Factors
Language	English
Publishing date	2018-01-01
Publishing country	England
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	2496706-3
ISSN	1758-0463 ; 1758-0463
ISSN (online)	1758-0463
ISSN	1758-0463
DOI	10.1093/database/bay086
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Article ; Online: Evaluation of KP-1199: a novel acetaminophen analog for hemostatic function and antinociceptive effects.

Reddoch-Cardenas, Kristin M / Cheppudira, Bopaiah P / Garza, Thomas / Hopkins, Chad D / Bunker, Kevin D / Slee, Deborah H / Cap, Andrew P / Bynum, James A / Christy, Robert J

Transfusion

2021 Volume 61 Suppl 1, Page(s) S234–S242

Abstract: Background: Acetaminophen (APAP) is a widely self-prescribed analgesic for mild to moderate pain, but overdose or repeat doses can lead to liver injury and death. Kalyra Pharmaceuticals has developed a novel APAP analog, KP-1199, currently in Phase 1 ... ...

Abstract	Background: Acetaminophen (APAP) is a widely self-prescribed analgesic for mild to moderate pain, but overdose or repeat doses can lead to liver injury and death. Kalyra Pharmaceuticals has developed a novel APAP analog, KP-1199, currently in Phase 1 clinical studies, which lacks hepatotoxicity. In this study, the authors evaluated the antinociceptive effect of KP-1199 on thermal injury-induced nociceptive behaviors as well as hemostatic parameters using human blood samples. Methods: Full-thickness thermal injury was induced in anesthetized adult male Sprague-Dawley rats. On day 7 post-injury, KP-1199 (30 and 60 mg/kg) or APAP (60 mg/kg) was administered orally. Antinociception of KP-1199 and APAP were assessed at multiple time points using Hargreaves' test. In separate experiments, human whole blood was collected and treated with either KP-1199, APAP, or Vehicle (citrate buffer) at 1× (214 μg/ml) and 10× (2140 μg/ml) concentrations. The treated blood samples were assessed for: clotting function, thrombin generation, and platelet activation. Results: APAP did not produce antinociceptive activity. KP-1199 treatment significantly increased the nociceptive threshold, and the antinociceptive activity persisted up to 3 h post-treatment. In human samples, 10× APAP caused significantly prolonged clotting times and increased platelet activation, whereas KP-1199 had caused no negative effects on either parameter tested. Conclusion: These results suggest that KP-1199 possesses antinociceptive activity in a rat model of thermal injury. Since KP-1199 does not induce platelet activation or inhibit coagulation, it presents an attractive alternative to APAP for analgesia, especially for battlefield or surgical scenarios where blood loss and blood clotting are of concern.
MeSH term(s)	Acetaminophen/administration & dosage ; Acetaminophen/analogs & derivatives ; Acetaminophen/pharmacology ; Acetaminophen/therapeutic use ; Administration, Oral ; Analgesics/administration & dosage ; Analgesics/chemistry ; Analgesics/pharmacology ; Analgesics/therapeutic use ; Animals ; Hemostasis/drug effects ; Humans ; Hyperalgesia/blood ; Hyperalgesia/drug therapy ; Male ; Rats, Sprague-Dawley ; Rats
Chemical Substances	Analgesics ; Acetaminophen (362O9ITL9D)
Language	English
Publishing date	2021-08-25
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	208417-x
ISSN	1537-2995 ; 0041-1132
ISSN (online)	1537-2995
ISSN	0041-1132
DOI	10.1111/trf.16497
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Article: Isolation, biology and chemistry of the disorazoles: new anti-cancer macrodiolides.

Hopkins, Chad D / Wipf, Peter

Natural product reports

2009 Volume 26, Issue 5, Page(s) 585–601

Abstract: Covering: 1994 to 2008. The disorazoles comprise a family of 29 closely related macrocyclic polyketides isolated in 1994 from the fermentation broth of the gliding myxobacterium Sorangium cellulosum. Disorazoles A1, E and C1 have shown exceptional ... ...

Abstract	Covering: 1994 to 2008. The disorazoles comprise a family of 29 closely related macrocyclic polyketides isolated in 1994 from the fermentation broth of the gliding myxobacterium Sorangium cellulosum. Disorazoles A1, E and C1 have shown exceptional biological activites toward inhibiting the proliferation of human cancer cell lines in picomolar and nanomolar concentrations through the disruption of microtubule polymerization. This review gives a brief introduction describing the biosynthesis and the significance of the disorazoles as a new class of microtubulin disruptors. Another portion of the review focuses on the biology of the disorazoles, specifically disorazole A1 and C1, and their antiproliferative efficacy against animal and human tumor cell lines, as well as the available SAR data. The majority of the discussion addresses synthetic efforts, including partial syntheses of various disorazoles and a summary of the total synthesis of disorazole C1.
MeSH term(s)	Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/isolation & purification ; Antineoplastic Agents/pharmacology ; Drug Screening Assays, Antitumor ; Humans ; Macrolides/chemical synthesis ; Macrolides/chemistry ; Macrolides/isolation & purification ; Macrolides/pharmacology ; Molecular Structure ; Myxococcales/chemistry ; Oxazoles/chemical synthesis ; Oxazoles/chemistry ; Oxazoles/isolation & purification ; Oxazoles/pharmacology ; Structure-Activity Relationship
Chemical Substances	Antineoplastic Agents ; Macrolides ; Oxazoles ; disorazole A1 ; disorazole C1 ; disorazole E1
Language	English
Publishing date	2009-03-11
Publishing country	England
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Review
ZDB-ID	2002546-4
ISSN	1460-4752 ; 0265-0568
ISSN (online)	1460-4752
ISSN	0265-0568
DOI	10.1039/b813799b
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Article: Isolation, biology and chemistry of the disorazoles: new anti-cancer macrodiolides

Hopkins, Chad D. / Wipf, Peter

Natural product reports. 2009 Apr. 23, v. 26, no. 5

2009

Abstract: The disorazoles comprise a family of 29 closely related macrocyclic polyketides isolated in 1994 from the fermentation broth of the gliding myxobacterium Sorangium cellulosum. Disorazoles A₁, E and C₁ have shown exceptional biological activities toward ... ...

Abstract	The disorazoles comprise a family of 29 closely related macrocyclic polyketides isolated in 1994 from the fermentation broth of the gliding myxobacterium Sorangium cellulosum. Disorazoles A₁, E and C₁ have shown exceptional biological activities toward inhibiting the proliferation of human cancer cell lines in picomolar and nanomolar concentrations through the disruption of microtubule polymerization. This review gives a brief introduction describing the biosynthesis and the significance of the disorazoles as a new class of microtubulin disruptors. Another portion of the review focuses on the biology of the disorazoles, specifically disorazole A₁ and C₁, and their antiproliferative efficacy against animal and human tumor cell lines, as well as the available SAR data. The majority of the discussion addresses synthetic efforts, including partial syntheses of various disorazoles and a summary of the total synthesis of disorazole C₁.
Keywords	Sorangium cellulosum ; biosynthesis ; culture media ; humans ; microtubules ; myxobacteria ; neoplasm cells ; polyketides ; polymerization
Language	English
Dates of publication	2009-0423
Size	p. 585-601.
Publishing place	The Royal Society of Chemistry
Document type	Article
ZDB-ID	2002546-4
ISSN	1460-4752 ; 0265-0568
ISSN (online)	1460-4752
ISSN	0265-0568
DOI	10.1039/b813799b
Database	NAL-Catalogue (AGRICOLA)

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Article: Allylpalladium umpolung in the three-component coupling synthesis of homoallylic amines.

Hopkins, Chad D / Malinakova, Helena C

Organic letters

2006 Volume 8, Issue 26, Page(s) 5971–5974

Abstract: Structure: see text] Homoallylic amines and alpha-amino esters were prepared via a Pd(II)-catalyzed coupling of boronic acids and 1,2-nonadiene with ethyl iminoacetate or aliphatic, aromatic, and heteroaromatic imines. The allylpalladium umpolung was ... ...

Abstract	[Structure: see text] Homoallylic amines and alpha-amino esters were prepared via a Pd(II)-catalyzed coupling of boronic acids and 1,2-nonadiene with ethyl iminoacetate or aliphatic, aromatic, and heteroaromatic imines. The allylpalladium umpolung was induced by a Pd(OAc)2 catalyst with commercial phosphine ligands.
MeSH term(s)	Amines/chemical synthesis ; Boronic Acids/chemistry ; Catalysis ; Palladium/chemistry
Chemical Substances	Amines ; Boronic Acids ; Palladium (5TWQ1V240M)
Language	English
Publishing date	2006-12-21
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
ISSN	1523-7060
ISSN	1523-7060
DOI	10.1021/ol0624528
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Article ; Online: Progress Toward Eradication of Dracunculiasis - Worldwide, January 2022-June 2023.

Hopkins, Donald R / Weiss, Adam J / Yerian, Sarah / Sapp, Sarah G H / Cama, Vitaliano A

MMWR. Morbidity and mortality weekly report

2023 Volume 72, Issue 45, Page(s) 1230–1236

Abstract: ... insecurity in some areas. By 2022, dracunculiasis was endemic in five countries (Angola, Chad, Ethiopia, Mali ... including 606 (88%) in dogs in Chad. Despite these unanticipated challenges as well as the COVID-19 pandemic ... UNICEF, and CDC. In 2012, D. medinensis infections were unexpectedly confirmed in Chadian dogs, and ...

Abstract	The effort to eradicate Dracunculus medinensis, the etiologic agent of dracunculiasis, or Guinea worm disease, commenced at CDC in 1980. In 1986, with an estimated 3.5 million cases worldwide in 20 African and Asian countries, the World Health Assembly called for dracunculiasis elimination. The Guinea Worm Eradication Program (GWEP) was established to help countries with endemic dracunculiasis reach this goal. GWEP is led by The Carter Center and supported by partners that include the World Health Organization, UNICEF, and CDC. In 2012, D. medinensis infections were unexpectedly confirmed in Chadian dogs, and since then, infections in dogs, cats, and baboons have posed a new challenge for GWEP, as have ongoing civil unrest and insecurity in some areas. By 2022, dracunculiasis was endemic in five countries (Angola, Chad, Ethiopia, Mali, and South Sudan), with only 13 human cases identified, the lowest yearly total ever reported. Animal infections, however, were not declining at the same rate: 686 animal infections were reported in 2022, including 606 (88%) in dogs in Chad. Despite these unanticipated challenges as well as the COVID-19 pandemic, countries appear close to reaching the eradication goal. GWEP will continue working with country programs to address animal infections, civil unrest, and insecurity, that challenge the eradication of Guinea worm.
MeSH term(s)	Humans ; Animals ; Dogs ; Disease Eradication ; Dracunculiasis/epidemiology ; Dracunculiasis/prevention & control ; Dracunculiasis/veterinary ; Pandemics ; Global Health ; World Health Organization
Language	English
Publishing date	2023-11-10
Publishing country	United States
Document type	Journal Article
ZDB-ID	412775-4
ISSN	1545-861X ; 0149-2195
ISSN (online)	1545-861X
ISSN	0149-2195
DOI	10.15585/mmwr.mm7245a4
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Article: Synthesis of homoallylic alcohols via palladium-catalyzed three-component coupling of an arylboronic acid with allenes and aldehydes.

Hopkins, Chad D / Malinakova, Helena C

Organic letters

2004 Volume 6, Issue 13, Page(s) 2221–2224

Abstract: reaction: see text] Racemic homoallylic alcohols have been synthesized by palladium-catalyzed three-component coupling of an arylboronic acid, an allene, and an aldehyde. ...

Abstract	[reaction: see text] Racemic homoallylic alcohols have been synthesized by palladium-catalyzed three-component coupling of an arylboronic acid, an allene, and an aldehyde.
Language	English
Publishing date	2004-06-24
Publishing country	United States
Document type	Journal Article
ISSN	1523-7060
ISSN	1523-7060
DOI	10.1021/ol0492795
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Article ; Online: Total synthesis of (-)-CP2-disorazole C1.

Hopkins, Chad D / Schmitz, John C / Chu, Edward / Wipf, Peter

Organic letters

2011 Volume 13, Issue 15, Page(s) 4088–4091

Abstract: The total synthesis of a bis-cyclopropane analog of the antimitotic natural product (-)-disorazole C(1) was accomplished in 23 steps and 1.1% overall yield. A vinyl cyclopropane cross-metathesis reaction generated a key (E)-alkene segment of the target ... ...

Abstract	The total synthesis of a bis-cyclopropane analog of the antimitotic natural product (-)-disorazole C(1) was accomplished in 23 steps and 1.1% overall yield. A vinyl cyclopropane cross-metathesis reaction generated a key (E)-alkene segment of the target molecule. IC(50) determinations of (-)-CP(2)-disorazole C(1) in human colon cancer cell lines indicated low nanomolar cytotoxic properties. Accordingly, this synthetic bioisostere represents the first biologically active disorazole analog not containing a conjugated diene or polyene substructure element.
MeSH term(s)	Cell Line, Tumor ; Cell Survival/drug effects ; Ether/chemistry ; Humans ; Macrolides/chemical synthesis ; Macrolides/pharmacology ; Molecular Structure ; Oxazoles/chemical synthesis ; Oxazoles/pharmacology
Chemical Substances	CP2-disorazole C1 ; Macrolides ; Oxazoles ; disorazole C1 ; Ether (0F5N573A2Y)
Language	English
Publishing date	2011-07-08
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, U.S. Gov't, Non-P.H.S.
ISSN	1523-7052
ISSN (online)	1523-7052
DOI	10.1021/ol2015994
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Article ; Online: Bis-cyclopropane analog of disorazole C1 is a microtubule-destabilizing agent active in ABCB1-overexpressing human colon cancer cells.

Wu, Shaoyu / Guo, Zhijian / Hopkins, Chad D / Wei, Ning / Chu, Edward / Wipf, Peter / Schmitz, John C

Oncotarget

2015 Volume 6, Issue 38, Page(s) 40866–40879

Abstract: The novel, chemically stabilized disorazole analog, (-)-CP2-disorazole C1 (1) displayed potent anti-proliferative activity against a broad-spectrum of human colorectal cancer cells. HCT15 and H630R1 cell lines expressing high basal levels of the ABCB1 ... ...

Abstract	The novel, chemically stabilized disorazole analog, (-)-CP2-disorazole C1 (1) displayed potent anti-proliferative activity against a broad-spectrum of human colorectal cancer cells. HCT15 and H630R1 cell lines expressing high basal levels of the ABCB1 protein, known to cause multi-drug resistance, were also sensitive to growth inhibition by 1 but were resistant to both vincristine and docetaxel, two commonly used microtubule inhibitors. Compound 1 exhibited strong inhibition of tubulin polymerization at a level comparable to vincristine. In addition, treatment with 1 resulted in decreased protein levels of β-tubulin but not α-tubulin. An analysis of cellular proteins known to interact with microtubules showed that 1 caused decreased expression of c-Myc, APC, Rb, and additional key cellular signaling pathways in CRC cells. Treatment with compound 1 also resulted in G2/M cell cycle arrest and induction of apoptosis, but not senescence. Furthermore, endothelial spheroid sprouting assays demonstrated that 1 suppressed angiogenesis and can, therefore, potentially prevent cancer cells from spreading and metastasizing. Taken together, these findings suggest that the microtubule disruptor 1 may be a potential drug candidate for the treatment of mCRC.
MeSH term(s)	ATP Binding Cassette Transporter, Sub-Family B/metabolism ; Antineoplastic Agents/pharmacology ; Apoptosis/drug effects ; Blotting, Western ; Cell Cycle/drug effects ; Cell Movement/drug effects ; Cell Proliferation/drug effects ; Colonic Neoplasms/drug therapy ; Colonic Neoplasms/metabolism ; Colonic Neoplasms/pathology ; Drug Resistance, Multiple/drug effects ; Fluorescent Antibody Technique ; Humans ; Immunoenzyme Techniques ; Macrolides/pharmacology ; Microtubules/chemistry ; Microtubules/drug effects ; Oxazoles/pharmacology ; Tubulin Modulators/pharmacology ; Tumor Cells, Cultured
Chemical Substances	ABCB1 protein, human ; ATP Binding Cassette Transporter, Sub-Family B ; Antineoplastic Agents ; Macrolides ; Oxazoles ; Tubulin Modulators ; disorazole C1
Language	English
Publishing date	2015-12-01
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
ZDB-ID	2560162-3
ISSN	1949-2553 ; 1949-2553
ISSN (online)	1949-2553
ISSN	1949-2553
DOI	10.18632/oncotarget.5885
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