Synthesis and biological evaluation of novel pyrazole compounds

Department of Drug Design and Pharmacology

Synthesis and biological evaluation of novel pyrazole compounds

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Synthesis and biological evaluation of novel pyrazole compounds. / Youssef, Amal M; Neeland, Edward G; Villanueva, Erika B; White, M Sydney; El-Ashmawy, Ibrahim M; Patrick, Brian; Klegeris, Andis; Abd-El-Aziz, Alaa S.

In: Bioorganic & Medicinal Chemistry, Vol. 18, No. 15, 01.08.2010, p. 5685-96.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Youssef, AM, Neeland, EG, Villanueva, EB, White, MS, El-Ashmawy, IM, Patrick, B, Klegeris, A & Abd-El-Aziz, AS 2010, 'Synthesis and biological evaluation of novel pyrazole compounds', Bioorganic & Medicinal Chemistry, vol. 18, no. 15, pp. 5685-96. https://doi.org/10.1016/j.bmc.2010.06.018

APA

Youssef, A. M., Neeland, E. G., Villanueva, E. B., White, M. S., El-Ashmawy, I. M., Patrick, B., Klegeris, A., & Abd-El-Aziz, A. S. (2010). Synthesis and biological evaluation of novel pyrazole compounds. Bioorganic & Medicinal Chemistry, 18(15), 5685-96. https://doi.org/10.1016/j.bmc.2010.06.018

Vancouver

Youssef AM, Neeland EG, Villanueva EB, White MS, El-Ashmawy IM, Patrick B et al. Synthesis and biological evaluation of novel pyrazole compounds. Bioorganic & Medicinal Chemistry. 2010 Aug 1;18(15):5685-96. https://doi.org/10.1016/j.bmc.2010.06.018

Author

Youssef, Amal M ; Neeland, Edward G ; Villanueva, Erika B ; White, M Sydney ; El-Ashmawy, Ibrahim M ; Patrick, Brian ; Klegeris, Andis ; Abd-El-Aziz, Alaa S. / Synthesis and biological evaluation of novel pyrazole compounds. In: Bioorganic & Medicinal Chemistry. 2010 ; Vol. 18, No. 15. pp. 5685-96.

Bibtex

@article{4e0ed4547d70439883af1193c5b2099e,

title = "Synthesis and biological evaluation of novel pyrazole compounds",

abstract = "A novel dipyrazole ethandiamide compound and acid chloride of pyrazolo[3,4-d]pyrimidine 4(5H)-one were prepared and reacted with a number of nucleophiles. The resultant novel compounds were tested in several in vitro and in vivo assays. Three compounds inhibited the secretion of neurotoxins by human THP-1 monocytic cells at concentrations that were not toxic to these cells. They also partially inhibited both cyclooxygenase-1 and -2 isoforms. In animal studies, two compounds were notable for their anti-inflammatory activity that was comparable to that of the clinically available cyclooxygenase-2 inhibitor celecoxib. Modeling studies by using the molecular operating environment module showed comparable docking scores for the two enantiomers docked in the active site of cyclooxygenase-2.",

keywords = "Anti-Inflammatory Agents/chemical synthesis, Binding Sites, Catalytic Domain, Celecoxib, Cell Line, Computer Simulation, Crystallography, X-Ray, Cyclooxygenase 1/chemistry, Cyclooxygenase 2/chemistry, Cyclooxygenase 2 Inhibitors/chemistry, Humans, Models, Molecular, Pyrazoles/chemical synthesis, Sulfonamides/chemistry",

author = "Youssef, {Amal M} and Neeland, {Edward G} and Villanueva, {Erika B} and White, {M Sydney} and El-Ashmawy, {Ibrahim M} and Brian Patrick and Andis Klegeris and Abd-El-Aziz, {Alaa S}",

year = "2010",

month = aug,

day = "1",

doi = "10.1016/j.bmc.2010.06.018",

language = "English",

volume = "18",

pages = "5685--96",

journal = "Bioorganic & Medicinal Chemistry",

issn = "0968-0896",

publisher = "Pergamon Press",

number = "15",

}

RIS

TY - JOUR

T1 - Synthesis and biological evaluation of novel pyrazole compounds

AU - Youssef, Amal M

AU - Neeland, Edward G

AU - Villanueva, Erika B

AU - White, M Sydney

AU - El-Ashmawy, Ibrahim M

AU - Patrick, Brian

AU - Klegeris, Andis

AU - Abd-El-Aziz, Alaa S

PY - 2010/8/1

Y1 - 2010/8/1

N2 - A novel dipyrazole ethandiamide compound and acid chloride of pyrazolo[3,4-d]pyrimidine 4(5H)-one were prepared and reacted with a number of nucleophiles. The resultant novel compounds were tested in several in vitro and in vivo assays. Three compounds inhibited the secretion of neurotoxins by human THP-1 monocytic cells at concentrations that were not toxic to these cells. They also partially inhibited both cyclooxygenase-1 and -2 isoforms. In animal studies, two compounds were notable for their anti-inflammatory activity that was comparable to that of the clinically available cyclooxygenase-2 inhibitor celecoxib. Modeling studies by using the molecular operating environment module showed comparable docking scores for the two enantiomers docked in the active site of cyclooxygenase-2.

AB - A novel dipyrazole ethandiamide compound and acid chloride of pyrazolo[3,4-d]pyrimidine 4(5H)-one were prepared and reacted with a number of nucleophiles. The resultant novel compounds were tested in several in vitro and in vivo assays. Three compounds inhibited the secretion of neurotoxins by human THP-1 monocytic cells at concentrations that were not toxic to these cells. They also partially inhibited both cyclooxygenase-1 and -2 isoforms. In animal studies, two compounds were notable for their anti-inflammatory activity that was comparable to that of the clinically available cyclooxygenase-2 inhibitor celecoxib. Modeling studies by using the molecular operating environment module showed comparable docking scores for the two enantiomers docked in the active site of cyclooxygenase-2.

KW - Anti-Inflammatory Agents/chemical synthesis

KW - Binding Sites

KW - Catalytic Domain

KW - Celecoxib

KW - Cell Line

KW - Computer Simulation

KW - Crystallography, X-Ray

KW - Cyclooxygenase 1/chemistry

KW - Cyclooxygenase 2/chemistry

KW - Cyclooxygenase 2 Inhibitors/chemistry

KW - Humans

KW - Models, Molecular

KW - Pyrazoles/chemical synthesis

KW - Sulfonamides/chemistry

U2 - 10.1016/j.bmc.2010.06.018

DO - 10.1016/j.bmc.2010.06.018

M3 - Journal article

C2 - 20609589

VL - 18

SP - 5685

EP - 5696

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

IS - 15

ER -

ID: 236609943