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Synthesis, Anti-inflammatory, and Neuroprotective Activity of N-Substituted Phthalimide Derivatives
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- Bhat, M. A. (author)
- King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia.
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- Ahmed, A. F. (author)
- King Saud Univ, Coll Pharm, Dept Pharmacognosy, Riyadh 11451, Saudi Arabia.
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- Wen, Z.-H. (author)
- Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 80424, Taiwan.
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- King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia King Saud Univ, Coll Pharm, Dept Pharmacognosy, Riyadh 11451, Saudi Arabia. (creator_code:org_t)
- Pleiades Publishing Ltd, 2023
- 2023
- English.
- In: Russian journal of general chemistry. - : Pleiades Publishing Ltd. - 1070-3632 .- 1608-3350. ; 93:11, s. 2935-2940
- Journal article (peer-reviewed)
Abstract
Subject headings
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- A new series of N-substituted phthalimide compounds was synthesized in good yield. All the compounds were characterized by spectroscopic data and were evaluated for their inhibitory activity against the expression of cyclooxygenase-2 (COX-2), inducible nitric oxide synthase (iNOS) and pro-inflammatory proteins in the bacterial lipopolysaccharide (LPS)-induced murine macrophage (RAW 264.7) cells. All the compounds significantly (p <0.05) downregulated the LPS-stimulated COX-2 and iNOS expression from 100% to the ranges of 61.9±5.1–84.5±4.1% and 41.1±5.4–85.3±1.9%) at 10 µM, respectively. Among others, 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N′-[(3,4-dichlorophenyl)methylidene]benzohydrazide displayed the most potent inhibition to the level of (41.1±5.4%) iNOS expression, about half of the potency of dexamethasone (23.0±3.3%). Moreover, the neuroprotective activity of the compounds was assessed against the 6-hydroxydopamine (6-OHDA)-challenged neuroblastoma SH-ST5Y cells, and all compounds exhibited significant (p <0.05) protection with variable potencies. 4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-N′-[(3,4-dihydroxyphenyl)methylidene]benzohydrazide was found to display more than 70% relative neuroprotection against 6-OHDA-induced cell death with the additional advantage of keeping the highest cell viability index (83.3±4.5%) to the cells.
Subject headings
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmakologi och toxikologi (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmacology and Toxicology (hsv//eng)
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Neurovetenskaper (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Neurosciences (hsv//eng)
Keyword
- N-substituted phthalimides
- iNOS
- COX-2
- anti-inflammatory
- neuroprotective
- 6-OHDA
Publication and Content Type
- ref (subject category)
- art (subject category)
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- Bhat, M. A.
- Ahmed, A. F.
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- Al-Omar, M. A.
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