Synthesis, Anti-inflammatory, and Antioxidant Activity of Mannich Bases of Dehydrozingerone Derivatives

Synthesis and Preliminary In Vitro Anti-inflammatory Evaluation of Mannich Bases Derivatives of 4’-Methoxy-substituted of Asymmetrical Cyclovalone Analogs

“…This study found that the activity of 2b methyl-4'-methoxy ACA] (42.47%) and 2d (5-morpholinomethyl-4'methoxy ACA) (41.90%) was higher than that of diclofenac sodium (35.27%), the parent compound 1 (38.16%), and cyclovalone (19.64%). It was in line with the result of the introduction of the Mannich bases to dehydrozingerone reported earlier (Hayun et al, 2018). Therefore, the compounds have a prospect as a potential candidate for an anti-inflammatory agent.…”

Anti-Inflammatory and Antioxidant Activity of Synthesized Mannich Base Derivatives of (2e,6e)-2-[(4-Hydroxy-3-Methoxyphenyl)methylidene]-6-(Phenyl Methylidene)cyclohexan-1-One

“…In our study, the other three Mannich base derivatives of compound 1 exhibited lower antioxidant activity than that of the parent compound (AMAC, 1) (IC 50 =144.22 μM). This result is inconsistent with our previous study on the Mannich base derivatives of dehydrozingerone (DHZ), which indicated that most of the compounds' Mannich bases exhibited higher free radical scavenging activity than DHZ [21]. In curcumin analogs, electron-donating substituents at ortho positions relative to the phenol groups enhance antioxidant activity, while bulky alkyl substituents inhibit it [22,23].…”

In Vitro and In Silico Study of 5-[(4-Methylpiperazin-1-yl) methyl]dehydrozingerone and 5-(Morpholin-4-ylmethyl) dehydrozingerone as Lipoxygenase and Xanthine Oxidase Inhibitor

“…Some studies demonstrated that the Dehydrozingerone (DHZ) derivatives showed higher activity as antiinflammation [9] , antimicrobial [10] and cytotoxic [11,12] . Our research group recently reported that some DHZ derivatives substituted an aminomethyl (Mannich base) in the aromatic ring exhibited anti-inflammatory activity by inhibition against protein denaturation [13] . However, there are no reports of the inhibitory activity mechanisms against the pro-inflammatory enzymes that play a role in the inflammation process.…”

“…Other reagents were purchased from Merck, Germany. Distilled water purchased from IKA Pharmindo, Indonesia; MPM-DHZ, MM-DHZ and DHZ, were obtained via synthesis as reported previously [13] . The LOX inhibition assay was performed spectrometrically according to the method previously reported [14] with little modifications.…”