Novel benzenesulfonamide and 1,2-benzisothiazol-3(2H)-one-1,1-dioxide derivatives as potential selective COX-2 inhibitors

Taher, Ehab S.; Ibrahim, Tarek S.; Farès, Mohamed; Al‐Mahmoudy, Amany M. M.; Radwan, Abdullah F.; Orabi, Khaled Y.; El‐Sabbagh, Osama I.

doi:10.1016/j.ejmech.2019.03.042

Cited by 24 publications

(13 citation statements)

References 25 publications

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“…Prior to docking, the structures of ligands were drawn and energy was minimized. During the process of receptor preparation, water molecules were removed and hydrogen atoms were added [37]. Hit compounds were docked into the active site of the receptor with an acceptable target flexibility and the docking score was calculated.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Antibacterial Activities, Mode of Action and Acute Toxicity Studies of New Oxazolidinone-Fluoroquinolone Hybrids

Liu

Shao

Li³

et al. 2019

Molecules

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To combat bacterial resistance, a series of new oxazolidinone-fluoroquinolone hybrids have been synthesized and characterized. All synthetic hybrids were preliminarily evaluated for their in vitro antibacterial activities against 6 standard strains and 3 clinical isolates. The majority of hybrids displayed excellent activities against Gram-positive bacteria, but limited activities against Gram-negative bacteria. Hybrids OBP-4 and OBP-5 were found to be the most promising compounds. Further, in vitro antibacterial activities, mode of action and acute toxicity in mice of hybrids OBP-4 and OBP-5 were investigated. Hybrids OBP-4 and OBP-5 exhibited potent activities against Gram-positive bacteria, including drug-resistant strains. Correspondingly, studies on the mode of action of hybrids OBP-4 and OBP-5 indicated a strong inhibitory activity on protein synthesis by binding the active site of 50S subunit, but a weak inhibitory action on DNA synthesis. In addition, LD50 values of hybrids OBP-4 and OBP-5 in the acute oral toxicity were larger than 2000 mg/kg, suggesting a good safety profile.

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Section: Methodsmentioning

confidence: 99%

Synthesis, Antibacterial Activities, Mode of Action and Acute Toxicity Studies of New Oxazolidinone-Fluoroquinolone Hybrids

Liu

Shao

Li³

et al. 2019

Molecules

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“…Ibuprofen market alone was valued at USD 294.4 million in 2020 and is expected to reach USD 447.6 million by the end of 2026 [ 47 , 48 ]. NSAIDs are the most cost-effective initial therapy for inflammation and pain relief, including sports injuries, arthritis and headaches [ 49 , 50 , 51 ]. Although NSAIDs are somewhat effective for spinal pain and other acute painful conditions, there is an urgent need for new therapies to treat these medical conditions [ 52 , 53 ].…”

Section: Nonsteroidal Anti-inflammatory Drugs (Nsaids)mentioning

confidence: 99%

The Role of Organic Small Molecules in Pain Management

Cuesta

Meneses

2021

Molecules

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In this review, a timeline starting at the willow bark and ending in the latest discoveries of analgesic and anti-inflammatory drugs will be discussed. Furthermore, the chemical features of the different small organic molecules that have been used in pain management will be studied. Then, the mechanism of different types of pain will be assessed, including neuropathic pain, inflammatory pain, and the relationship found between oxidative stress and pain. This will include obtaining insights into the cyclooxygenase action mechanism of nonsteroidal anti-inflammatory drugs (NSAID) such as ibuprofen and etoricoxib and the structural difference between the two cyclooxygenase isoforms leading to a selective inhibition, the action mechanism of pregabalin and its use in chronic neuropathic pain, new theories and studies on the analgesic action mechanism of paracetamol and how changes in its structure can lead to better characteristics of this drug, and cannabinoid action mechanism in managing pain through a cannabinoid receptor mechanism. Finally, an overview of the different approaches science is taking to develop more efficient molecules for pain treatment will be presented.

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“…Similarly, pyrazolyl benzene sulfonamides connected to thiazolidinones and pyrazoles exhibited higher COX-2 selectivity. Here in 1,2-benzisothiazol-3(2H)-one-1,1-dioxide derivatives have been designed and synthesized as COX-1/COX-2 inhibitors [13].…”

Section: 2-benzisothiazol-3(2h)-one-11-dioxide Derivativesmentioning

confidence: 99%

“…C 6 , N 3 -Substituted quinazolinone-2-thiol derivatives 119a-g Scheme 22. Synthesis of the final compounds 111 and 112a-c [13]; Reagents and conditions: i) diethyl 2-bromomalonate, DMF, reflux (2h); ii) NH 2 NH 2 , rt (20min); iii) benzoyl acetone, EtOH, AcOH, reflux (12h); iv) Ar-CHO, EtOH, AcOH, reflux (2h). appended to imine-hydrazone benzenesulfonamide rendered derivatives 120a-g (Scheme 25).…”

Section: Benzene Sulfonamides Linked Quinazoline Scaffoldsmentioning

confidence: 99%

“…Scheme 20. Illustration of synthetic route for preparation of compounds 101a-b[13]; Reagents and conditions: i) benzyl bromide, DMF, reflux (2h); ii) NH 2 NH 2 , rt (15 min); iii) CS 2 , KOH, EtOH, reflux (6h); iv) benzyl bromide and or ethyl iodide, EtOH, KOH, rt (2h); v) EtOH, CS 2 , KOH, rt (14h); vi) NH 2 NH 2 , reflux (1h); vii) Ar-CHO, AcOH, reflux (20min).…”

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Synthesis, pharmacological evaluation and structure-activity relationship of recently discovered enzyme antagonist azoles

Dorababu¹

2020

Heliyon

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Global people are suffering from the legion of diseases. Cytotoxic property of the chemical compound would not solely influence effective drug properties and reduce unnecessary side effects. Proteins/enzymes responsible for microbe proliferation or survival are specifically targeted and inhibited successfully making the cells to undergo apoptosis. Furthermore, isoforms of essential enzymes have distinct physiological functions; thereby inhibition of essential enzyme isoforms is an apt way to the clinical approach of disease neutralization. Drugs are designed so as to play significant roles such as signaling pathways in the oncogenic process including cell proliferation, invasion, and angiogenesis. The present review comprises collective information of the recent synthesis of various organic drug compounds in brief, which could inhibit particular enzyme. The review also covers the correlation of the structure of a drug molecule designed and its inhibitory activity. Also, the most significant enzyme inhibitors are highlighted and structural moieties/core units responsible for remarkable inhibitory values are emphasized.

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Novel benzenesulfonamide and 1,2-benzisothiazol-3(2H)-one-1,1-dioxide derivatives as potential selective COX-2 inhibitors

Cited by 24 publications

References 25 publications

Synthesis, Antibacterial Activities, Mode of Action and Acute Toxicity Studies of New Oxazolidinone-Fluoroquinolone Hybrids

Synthesis, Antibacterial Activities, Mode of Action and Acute Toxicity Studies of New Oxazolidinone-Fluoroquinolone Hybrids

The Role of Organic Small Molecules in Pain Management

Synthesis, pharmacological evaluation and structure-activity relationship of recently discovered enzyme antagonist azoles

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