Synthesis, Antimalarial Activity, and Docking Studies of Monocarbonyl Analogues of Curcumin

Abstract

The synthesis of five monocarbonyl analogues of curcumin is described. In vitro anti-malarial assay of the compounds was carried out and the effect of the substituents on the aryl ring has been described. The results show that all the five compounds exhibited some reasonable activity against the chloroquine-resistant plasmodium parasite. Molecular docking studies further confirmed the observed biological activity of the compounds.

Curcumin and Its Derivatives as Potential Antimalarial and Anti-Inflammatory Agents: A Review on Structure–Activity Relationship and Mechanism of Action

“…The bioactivity of each monocarbonyl derivative against P. falciparum was assessed based on an in silico study of their interaction with the PfDXR protein, as well as an in vitro antimalarial assay, initially developed by Hanne et al and Mukhtar et al [74][75][76]. Notably, the activity of the monocarbonyl derivatives was observed to be highly dependent on the substituents attached to the aromatic phenyl rings [74]. Comparing the Knoevenagel condensate derivatives, compound (21), which has fluorine (EWG) attached to the phenyl (Figure 17), exhibited the highest percentage of schizont inhibition and the strongest binding.…”

“…Another approach to eliminating the keto-enol and the active methylene moieties is through the reduction of the dicarbonyl group into a monocarbonyl group. The compounds reported by Yusuf et al [74] were not synthesized by modification of the parent curcumin, but instead by total synthesis, as shown in Figure 18. The bioactivity of each monocarbonyl derivative against P. falciparum was assessed based on an in silico study of their interaction with the Pf DXR protein, as well as an in vitro antimalarial assay, initially developed by Hanne et al and Mukhtar et al [74][75][76].…”

“…The compounds reported by Yusuf et al [74] were not synthesized by modification of the parent curcumin, but instead by total synthesis, as shown in Figure 18. The bioactivity of each monocarbonyl derivative against P. falciparum was assessed based on an in silico study of their interaction with the Pf DXR protein, as well as an in vitro antimalarial assay, initially developed by Hanne et al and Mukhtar et al [74][75][76]. Notably, the activity of the monocarbonyl derivatives was observed to be highly dependent on the substituents attached to the aromatic phenyl rings [74].…”

PLA membranes loaded with dba analogs. Controlled release study during hydrolitic degradation

“…Several DBA analogs have interesting pharmacological properties such as antioxidants, 7,8 anticancer, [9][10][11] anti-inflammatory 12 and antiparasitic. [13][14][15][16] Also, they have been used as an active ingredient in sunscreens 8,17 due to their high extinction coefficient in the ultraviolet region, and recently it has been evaluated that they exhibit non-linear optical effects (NLO) 18 being applied rivatives and analog compounds are still poor in blood-brain barrier (BBB) penetration and are unstable in vivo. 24,25 These problems can be overcome with the use of liposomes, micelles, phospholipid complexes, membranes, and nanoparticles which are promising novel formulations.…”