Design and synthesis of novel chromenone derivatives as interleukin-5 inhibitors

Chromones: A Promising Ring System for New Anti‐inflammatory Drugs

“…In the second work, Jung andc olleagues synthesized as eries of 5-(cyclohexylmethoxy)-3-[3-(4-substituted-phenyl)-3oxopropyl]-4H-chromen-4-ones 41 and 5-(cyclohexylmethoxy)-3-[3-hydroxy-3-(4-substituted-phenyl)propyl]-4H-chromen-4ones 42 (Figure 25) and studied their SAR. [70] Comparing these two series of compounds with each other and also with those mentioned above, it was possible to observe that the inhibitory activity of the saturated ketones 41 is considerably weaker, whereas af ew examples of the alcohols 42 showedp otent inhibitorya ctivity.T hese results allowed the authors to conclude that structuralm odification into saturated ketones is not sufficient for the design of IL-5 inhibitors. Furthermore, in the case of the alcohols, it again became clear that the presence of the hydroxypropyl linkagea nd as malle lectron-donatingg roup with hydrogen bonding capacity at the para positiono ft he Bring are quite important for IL-5 inhibitory activity.…”

“…In the second work, Jung and colleagues synthesized a series of 5‐(cyclohexylmethoxy)‐3‐[3‐(4‐substituted‐phenyl)‐3‐oxopropyl]‐4 H ‐chromen‐4‐ones 41 and 5‐(cyclohexylmethoxy)‐3‐[3‐hydroxy‐3‐(4‐substituted‐phenyl)propyl]‐4 H ‐chromen‐4‐ones 42 (Figure ) and studied their SAR . Comparing these two series of compounds with each other and also with those mentioned above, it was possible to observe that the inhibitory activity of the saturated ketones 41 is considerably weaker, whereas a few examples of the alcohols 42 showed potent inhibitory activity.…”

“…Recently,t wo new studies were reportedb yJ ung and coworkers, [69,70] in which the structural characteristics of chromonesw ith ac halcone analogue (compound 39;F igure 25), were reported. However,t hese hybrids 39 did not have improvedinhibitory activity towardIL-5.…”

Chromone as a Privileged Scaffold in Drug Discovery: Recent Advances

“…62 Moreover, IL-5 has also been identified as a promising target to prevent or blunt eosinophil-mediated inflammation in patients with asthma, 63 and several projects are currently in progress to develop anti-IL-5 inhibitors. 64 For instance, Venkateswararao et al 65 successfully developed chromone-based IL-5 inhibitors (compounds 14 and 15, IC 50 = 4.0 and 6.5 μM, respectively, Figure 6) as putative antiasthma agents.…”

<strong>Efficient and rapid conversion of 3-amino imidazo[1,2-<em>a</em>] pyridin-2-yl)-4H-chromene-4-ones to its corresponding thio analogues using Lawesson&rsquo;s reagent </strong>

“…The two privileged structures were bound were separately represents as pharmacophores whereas the chromone present a vast biological activity such as antioxidants [12], anti-HIV [13], antitumoral [14], anticancer [15], antiviral [16] antiasthmatics [17], anti-Parkinson [18], antiallergics [19] and as antimicrobials [20]. On the other hand imidazo[1,2-a]pyridine also have a broad spectrum of biological activities such as anticancer [21], antiviral [22], antimicrobials [23], anti-Parkinson [24], antimutagenics [25] and as anti-inflammatory [26].…”