Biomimetic Synthesis of Moschamine-Related Indole Alkaloids via Iron-Catalyzed Selectively Oxidative Radical Coupling

An iron-catalyzed oxidative radical coupling reaction was developed to selectively construct indolofuran or bisphenolic indole cores, which exist in two types of moschamine-related indole alkaloids. Both (+)-decursivine and 4,4″-bis­(<i>N</i>-feruloyl)­serotonin were biomimetically synthesized by using coupling reactions. The proposed reassignment of the structure of montamine as 4,4″-bis­(<i>N</i>-feruloyl)­serotonin was excluded

Redox-Neutral Intramolecular Dearomative Spirocyclization of Phenols Induced by Visible Light

Described herein is a redox-neutral intramolecular dearomative spirocyclization induced by visible light. The photochemical cyclization was catalyzed by a phenolate anion-derived photocatalyst and delivered the spirocyclohexadienone. Mechanistic experiments revealed that the aryl halide was reduced to aryl radical via the single-electron transfer (SET) process under visible light irradiation. The electrophilic addition of an aryl radical with the phenolate anion moiety gave a radical anion intermediate, which recycled the photocatalyst by a second SET process

Total Synthesis of (±)-Sculponeatin N

The first total synthesis of the (±)-sculponeatin N (a 6,7-<i>seco</i>-<i>ent</i>-kaurane diterpenoid discovered by Sun and co-workers) has been achieved. The features include a regio- and stereoselective aldol reaction to form a lactone, an intramolecular Diels–Alder reaction to install B and C rings simultaneously, and a radical cyclization to forge the D ring

Redox-Neutral Intramolecular Dearomative Spirocyclization of Phenols Induced by Visible Light

Described herein is a redox-neutral intramolecular dearomative spirocyclization induced by visible light. The photochemical cyclization was catalyzed by a phenolate anion-derived photocatalyst and delivered the spirocyclohexadienone. Mechanistic experiments revealed that the aryl halide was reduced to aryl radical via the single-electron transfer (SET) process under visible light irradiation. The electrophilic addition of an aryl radical with the phenolate anion moiety gave a radical anion intermediate, which recycled the photocatalyst by a second SET process

Total Synthesis of (±)-Sculponeatin N

The first total synthesis of the (±)-sculponeatin N (a 6,7-<i>seco</i>-<i>ent</i>-kaurane diterpenoid discovered by Sun and co-workers) has been achieved. The features include a regio- and stereoselective aldol reaction to form a lactone, an intramolecular Diels–Alder reaction to install B and C rings simultaneously, and a radical cyclization to forge the D ring

Total Synthesis of (±)-Sculponeatin N

The first total synthesis of the (±)-sculponeatin N (a 6,7-<i>seco</i>-<i>ent</i>-kaurane diterpenoid discovered by Sun and co-workers) has been achieved. The features include a regio- and stereoselective aldol reaction to form a lactone, an intramolecular Diels–Alder reaction to install B and C rings simultaneously, and a radical cyclization to forge the D ring

Total Synthesis of (±)-Sculponeatin N

The first total synthesis of the (±)-sculponeatin N (a 6,7-<i>seco</i>-<i>ent</i>-kaurane diterpenoid discovered by Sun and co-workers) has been achieved. The features include a regio- and stereoselective aldol reaction to form a lactone, an intramolecular Diels–Alder reaction to install B and C rings simultaneously, and a radical cyclization to forge the D ring

Alstoscholarisines H–J, Indole Alkaloids from <i>Alstonia scholaris</i>: Structural Evaluation and Bioinspired Synthesis of Alstoscholarisine H

Alstoscholarisines H–J (<b>1</b>–<b>3</b>), new monoterpenoid indole alkaloids with an unprecedented skeleton created via the formation of a C-3/N-1 bond, were isolated from <i>Alstonia scholaris</i>. Their structures were established by extensive spectroscopic analyses and the assessment of single-crystal X-ray diffraction data. The total synthesis of alstoscholarisine H was achieved via the regioselective nucleophilic addition of pyridinium through a bioinspired iminium ion intermediate followed by Pictet–Spengler-like cyclization

Total Synthesis of (±)-Sculponeatin N

The first total synthesis of the (±)-sculponeatin N (a 6,7-<i>seco</i>-<i>ent</i>-kaurane diterpenoid discovered by Sun and co-workers) has been achieved. The features include a regio- and stereoselective aldol reaction to form a lactone, an intramolecular Diels–Alder reaction to install B and C rings simultaneously, and a radical cyclization to forge the D ring

Additional file 1: Figure S1. of miRNA-23a/CXCR4 regulates neuropathic pain via directly targeting TXNIP/NLRP3 inflammasome axis

The CXCR4 mRNA expression in spinal cell types. a–c Combined FISH of CXCR4 mRNA (green) and immunofluorescence staining of NeuN (a), GFAP (b), or IBA1 (c) (red) in the ipsilateral spinal cord of normal mice. The antisense probe of CXCR4 mRNA and marker protein antibodies were hybridized to the spinal cord slice of normal mice. Scale bar, 50 μm. Arrows indicate the positive CXCR4 mRNA signal. Figure S2. The TXNIP mRNA expression in spinal cell types. a–c Combined FISH of CXCR4 mRNA (green) and immunofluorescence staining of NeuN (a), GFAP (b), or IBA1 (c) (red) in ipsilateral spinal cord of normal mice. The antisense probe of TXNIP mRNA and marker protein antibodies were hybridized to the spinal cord slice of normal mice. Scale bar, 50 μm. Arrows indicate the positive TXNIP mRNA signal. Figure S3. The knockdown validation of TXNIP siRNA-681 and siRNA-1271 in vivo. a–b TXNIP mRNA (a) and protein (b) change after intrathecal injection of TXNIP siRNA. The scrambled or siRNAs were daily intrathecally injected for 3 consecutive days in normal mice, and spinal cord was harvested at 48 h after last injection, p < 0.01. Data are presented as mean ± SEM; **p < 0.01 versus Scr group; n = 5. (PPTX 2670 kb