A Study of Anti‐inflammatory Activity of Some Novel α‐Amino Naphthalene and β‐Amino Naphthalene Derivatives

Abstract

In the present study, some naphthalene derivatives have been synthesized by incorporating azetidinyl and thiazolidinyl moieties at its alpha- or beta-positions such as alpha-(3-chloro-2-oxo-4-substituted)aryl-1-azetidinyl)naphthalenes 6-10, alpha-((substituted)aryl-4-oxo-1,3-thiazolidin-3-yl)naphthalenes 11-15, beta-(3-chloro-2-oxo-4-substituted aryl-1-azetidinyl)naphthalenes 21-25, and beta-(substituted aryl-4-oxo-1,3-thiazolidin-3-yl)naphthalenes 26-30. These compounds have also been screened for acute toxicity and anti-inflammatory and analgesic activities. Compounds which showed better anti-inflammatory and analgesic activities were also examined for their ulcerogenic liability and underwent a cyclooxygenase assay. Two compounds, 12 and 28, were found to exhibit potent anti-inflammatory activity as compared to the standard drugs phenylbutazone and naproxen.

Anti-inflammatory activity of the essential oils of Cymbopogon validus (Stapf) Stapf ex Burtt Davy from Eastern Cape, South Africa

“…Artemisia ketone could also be attributed with the anti-inflammatory effect of the oil as other studies reveal that ketones can reduce pain and inflammation [26]. This inhibition may also be associated to the presence of α-eudesmol, naphthalene and δ-cadinene for example previous reports reveal that α-eudesmol was responsible for the inhibition of neurogenic inflammation in models of the electrical stimulation [27], while naphthalene derivatives are currently used for the treatment of inflammatory disorders [28]; Moreover, δ-cadinene which was one of the main components in the Teucrium essential oil exhibited anti-inflammatory activity [29]. Table 1 Chemical constituents from different parts of C. validus essential oil extracts.…”

Microwave-assisted synthesis and antimicrobial activities of 2-aryl-3-(naphthalene-1 or 2-yl)-1,3-thiazolidin-4-ones

“…The reaction conditions for synthesizing compounds 5 were explored as exemplified with 5a using 1a, 2b, and 3 as the starting materials. The synthesis was first carried out following the literature procedure [15], but the yields were less than 30% similar to the report. However, when the reaction was performed in refluxing toluene under microwave irradiation, the yield was remarkably increased as the reaction time prolonged to 20 min.…”

“…Similarly, thiazolidin-4-one containing naphthalene nucleus have exhibited an improved antiinflammatory and antibacterial activities [15][16][17], and we have also synthesized 2-aryl-3-(naphthalene-1 or 2-yl)-1,3-thiazolidin-4-ones 4a-4k, 5b, and 5g and found that such compounds exhibited a promising inhibitory activity against Sphaerotheca fusca Blum [18]. As a continuation of the synthesis and biological study of 2-aryl-3-(naphthalene-1 or 2-yl)-1,3-thiazolidin-4-ones, we would like to report the synthesis of some novel 2-aryl-3-(naphthalene-1 or 2-yl)-1,3-thiazolidin-4-ones by using microwave-assisted one-pot protocol (Scheme 1) and the examination of their antimicrobial activities.…”

Synthesis and Antimicrobial Activity Evaluation of Novel 4-Thiazolidinones Containing a Pyrone Moiety

“…They constitute an important group of heterocyclic compounds, displaying a broad spectrum of biological activity. [1][2][3] They have found uses, for example, as antimicrobial [4][5][6] and anti-inflammatory drugs [7][8][9] and anti-HIV derivatives. [10][11][12] The thiazolidinone ring system belongs to the privileged structure in modern medicinal chemistry, particularly in discovery of new antitumor and anti-angiogenic agents.…”