Synthesis and biological evaluation of longanlactone analogues as neurotrophic agents

Abstract

Longanlactone analogues were synthesized using a route featuring Friedel-Crafts acylation, Sonogashira coupling and 1,3-dipolar cycloaddition reactions. Structure-activity relationships were investigated for neurotrophic activity. Compound 6 was found to have the most potent neurotrophic activity among all the synthesized analogues in Neuro2a cells as evidenced by a battery of in vitro/cell based assays for assessment of neurogenic and potential neurotrophic activity including neurite outgrowth assay and real time PCR for popular markers of augmented neurotrophic activity. Compound 6 might serve as a template for further development of highly effective neurotrophic molecules.

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

“…134 1,2,3-Triazoles bearing longanlactone analogues were synthesised for potential enhanced neurotrophic activity. 135 The in vitro cell cytotoxic potentials of the synthesised natural product derivatives were examined against mouse neuroblastoma cells (Neuro-2a). Among the 1,2,3-triazole-containing derivatives, 105 (Fig.…”

Biological Evaluation of Graphene Quantum Dots and Nitrogen-Doped Graphene Quantum Dots as Neurotrophic Agents

“…The data analysis revealed that both G1 and G2 at three different concentrations show significant neurotrophic activity when compared with the N2A cells in the absence of the compounds (* p < 0.05) (Figure ). It was found that neurotrophic factors such as BDNF (brain derived neurotrophic factor), glial derived neurotrophic factor (GDNF), neurotropin 3 (NT3), NGF, and vascular endothelial growth factor (VEGF) significantly increased in the presence of most of the concentrations of both G1 and G2 …”

“…43 Sulforhodamine B (SRB) Assay. The cytotoxicity against N2A using two different GQDs was assessed (G1, G2) with five different concentrations (10,25,50,75, and 100 μg mL −1 ) using SRB assay after 24 h of incubation. N2A cells were passaged and plated in a 96well plate at a seeding density of 9600 cm 2 per well.…”

“…It was found that neurotrophic factors such as BDNF (brain derived neurotrophic factor), glial derived neurotrophic factor (GDNF), neurotropin 3 (NT3), NGF, and vascular endothelial growth factor (VEGF) significantly increased in the presence of most of the concentrations of both G1 and G2. 75 Apart from in vitro studies, we have also evaluated the neurotrophic and gliotrophic growth factor gene expression pattern using ex vivo neuronal and mixed glial culture from the brain of postnatal day 2 mice pups after G1 and G2 treatment. 76 Figure S2 shows the representative images of primary mixed neuro-glial culture from postnatal day 2 (P2) mice, taken at 20X magnification post treatment with vehicle, G1, and G2.…”

A protocol for directly accessing geminal C-4 diarylated pyrazol-5(4H)-ones via tandem C–H aryne insertion and their inceptive neurobiological evaluation

“…The physicochemical factors including the H-bond donor, H-bond acceptor, molecular weight, cLog P , and topological polar surface area of the compounds were used to generate the BBB score (log BB) using a boiled egg model 21 and the Swiss ADME protocol. 22 The BBB crossing ability of all 15 compounds was calculated using the in silico online blood–brain barrier prediction server [] as reported earlier 23 and most of the compounds were found to be BBB permeable except compounds 8f , 8i , 8j and 9a .…”