Synthetic neovibsanes and their ability to induce neuronal differentiation in PC12 cells

Annette, P.-J. Chen; Müller, C. Catharina; Cooper, Helen; Williams, Craig M.

doi:10.1016/j.tet.2010.06.056

Cited by 15 publications

(7 citation statements)

References 27 publications

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“…and/or increasing the adult neurogenesis in the affected circuitry. In recent years, a few small molecule natural compounds have been shown to promote neurite growth and synaptic plasticity by up-regulating the activity of neurotrophins 4 5 . However, these efforts are in early stages and have not advanced towards establishing the therapeutic efficacy to decelerate neurodegeneration and boost neurogenesis, in order to treat cognitive disorders.…”

mentioning

confidence: 99%

A novel natural product inspired scaffold with robust neurotrophic, neurogenic and neuroprotective action

Chakravarty

Maitra

Reddy

et al. 2015

Sci Rep

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In search for drugs to treat neuropsychiatric disorders wherein neurotrophic and neurogenic properties are affected, two neurotrophically active small molecules specially crafted following natural product leads based on 2-oxa-spiro[5.5]-undecane scaffold, have been thoroughly evaluated for their neurotrophic, neurogenic and neuroprotective potential in ex vivo primary culture and in vivo zebrafish and mouse models. The outcome of in vivo investigations suggest that one of these molecules is more neurotrophic than neurogenic while the other one is more neurogenic than neurotrophic and the former exhibits remarkable neuroprotection in a mouse acute ischemic stroke model. The molecular mechanisms of action of these compounds appear to be through the TrkB-MEK-ERK-CREB-BDNF pathway as pre-treatment with neurotrophin receptor TrkB inhibitor ANA-12 and MEK inhibitor PD98059 attenuates the neurotrophic action of compounds.

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mentioning

confidence: 99%

A novel natural product inspired scaffold with robust neurotrophic, neurogenic and neuroprotective action

Chakravarty

Maitra

Reddy

et al. 2015

Sci Rep

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“…14,18 To control regioselectivity of enolate formation in the forthcoming carbazolyne cyclization, 19 ketone 6 was oxidized to enone 13 using IBX and NMO. 20 To our delight, exposure of enone 13 to NaNH 2 and t -BuOH in THF 8c,21 facilitated the desired cyclization and afforded C20-epimeric products 14 and 15 in 44% combined yield (1:2.3 ratio). We hypothesize that 14 forms kinetically as the major product but is prone to epimerization under the reaction conditions.…”

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confidence: 91%

Concise Enantiospecific Total Synthesis of Tubingensin A

et al. 2014

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“…Natural compounds such as termitomycesphins A-D (Qi et al, 2000), linckosides A-E (Qi et al, 2002(Qi et al, , 2004, panax ginseng (Yamazaki et al, 2001), and nardosinone (Li et al, 2003) as well as synthetic compounds such as 4,5-bis-epi-neovibsanin A (Chen et al, 2010), xaliproden (Sabbagh, 2009), and synthetic verbena chalcone derivatives (Clement et al, 2009) have recently been shown to have NGF-mimicking or NGF-enhancing activity related to neurite outgrowth in a rat adrenal pheochromocytoma cell line (PC12). Previous studies have identified diverse molecular signaling pathways participating in the neuron-protective activities of small natural compounds (Macready et al, 2009;Weng et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

Neuritogenic Activity of Tetradecyl 2,3-Dihydroxybenzoate Is Mediated through the Insulin-Like Growth Factor 1 Receptor/Phosphatidylinositol 3 Kinase/Mitogen-Activated Protein Kinase Signaling Pathway

Tang¹,

Gao²,

Kawatani³

et al. 2015

Mol Pharmacol

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Tetradecyl 2,3-dihydroxybenzoate (ABG-001) is a lead compound derived from neuritogenic gentisides. In the present study, we investigated the mechanism by which ABG-001 induces neurite outgrowth in a rat adrenal pheochromocytoma cell line (PC12). Inhibitors of insulin-like growth factor 1 (IGF-1) receptor, phosphatidylinositol 3-kinase (PI3K), and extracellular signal-regulated kinase (ERK) 1/2 significantly decreased ABG-001-induced neurite outgrowth. Western blot analysis revealed that ABG-001 significantly induced phosphorylation of IGF-1 receptor, protein kinase B (Akt), ERK, and cAMP responsive element-binding protein (CREB). These effects were markedly reduced by addition of the corresponding inhibitors. We also found that ABG-001-induced neurite outgrowth was reduced by protein kinase C inhibitor as well as small-interfering RNA against the IGF-1 receptor. Furthermore, like ABG-001, IGF-1 also induced neurite outgrowth of PC12 cells, and low-dose nerve growth factor augmented the observed effects of ABG-001 on neurite outgrowth. These results suggest that ABG-001 targets the IGF-1 receptor and activates PI3K, mitogen-activated protein kinase, and their downstream signaling cascades to induce neurite outgrowth.

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Synthetic neovibsanes and their ability to induce neuronal differentiation in PC12 cells

Cited by 15 publications

References 27 publications

A novel natural product inspired scaffold with robust neurotrophic, neurogenic and neuroprotective action

A novel natural product inspired scaffold with robust neurotrophic, neurogenic and neuroprotective action

Concise Enantiospecific Total Synthesis of Tubingensin A

Neuritogenic Activity of Tetradecyl 2,3-Dihydroxybenzoate Is Mediated through the Insulin-Like Growth Factor 1 Receptor/Phosphatidylinositol 3 Kinase/Mitogen-Activated Protein Kinase Signaling Pathway

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