When Indolizine Meets Quinoline: Diversity-Oriented Synthesis of New Polyheterocycles and Their Optical Properties

Fluorescence-based technologies play a pivotal role in various biomedical applications. Here we report an efficient route to a new class of fluorophores, indolizino­[3,2-<i>c</i>]­quinolines, via the oxidative Pictet–Spengler cyclization strategy. The condensation of several 2-methylpyridines with 2-bromo-2′-nitroacetophenone allowed for the rapid assembly of indolizines with a 2-nitrophenyl group at the C2 position. The subsequent reduction of the nitro group under mild conditions followed by oxidative Pictet–Spengler cyclization with various aryl aldehydes in the presence of a catalytic amount of FeCl₃ furnished the indolizino­[3,2-<i>c</i>]­quinolines in good overall yields. We also examined the photophysical properties of this new series of polyheterocyclic compounds. Several indolizino­[3,2-<i>c</i>]­quinolines were found to have unique and desirable optical properties, suggesting that these compounds may be suitable for use as prospective fluorescent probes in aqueous systems

Diastereoselective Total Synthesis of (−)-Galiellalactone

An enantioselective total synthesis of (−)-galiellalactone has been accomplished. The key features of the synthesis involve the highly stereoselective construction of the <i>cis</i>-trisubstituted cyclopentane intermediate by a Pd(0)-catalyzed cyclization, the stereospecific introduction of an angular hydroxyl group by Riley oxidation, and the efficient construction of the tricyclic system of (−)-galiellalactone via a combination of diastereoselective Hosomi–Sakurai crotylation and ring-closing metathesis (RCM

Food-fodder traits in groundnut

Changes in the level of GPT, BUN, and creatinine by treatment with LL28 in mice. (PDF 109 kb

Stereoselective Synthesis of 7-<i>epi</i>-Incarvilline

The enantioselective synthesis of 7-<i>epi</i>-incarvilline for formal syntheses of (−)-incarvilline, (+)-incarvine C, and (−)-incarvillateine is described. The key features of our synthesis involve (1) stereoselective construction of the optically active bicyclic lactone utilizing Pd(0)-catalyzed allylic alkylation, (2) efficient transformation of the bridged bicyclic lactone to the key bicyclic lactam skeleton, and (3) stereoselective elaborations of two stereocenters via a substrate-controlled catalytic hydrogenation and a 1,4-addition

Additional file 3: Table S2. of Development of a 4-aminopyrazolo[3,4-d]pyrimidine-based dual IGF1R/Src inhibitor as a novel anticancer agent with minimal toxicity

The IC50 values showing the inhibitory effect of LL28 on the viability of a panel of human lung cancer cells. (PDF 177 kb

Additional file 5: Table S4. of Development of a 4-aminopyrazolo[3,4-d]pyrimidine-based dual IGF1R/Src inhibitor as a novel anticancer agent with minimal toxicity

Changes in the level of GPT, BUN, and creatinine by treatment with LL28 in mice. (PDF 109 kb

Additional file 4: Table S3. of Development of a 4-aminopyrazolo[3,4-d]pyrimidine-based dual IGF1R/Src inhibitor as a novel anticancer agent with minimal toxicity

The IC50 values showing the inhibitory effect of LL28 on the anchorage-dependent colony -forming ability of a panel of human lung cancer cells. (PDF 176 kb

Asymmetric Total Synthesis of (+)-Intricenyne via an Endocyclization Route to Oxocane Skeleton

The first total synthesis of (+)-intricenyne consisting of an oxocane skeleton was achieved via an extremely selective endocyclization strategy. The key features of the synthesis include a regio- and diastereoselective epoxide opening reaction, concise elaboration of oxocane cores via abnormally selective endocyclization ether ring formation, and versatile incorporation of the labile functional groups

Additional file 1 of Long non-coding RNA SOX2OT in tamoxifen-resistant breast cancer

Supplementary Figure 1: Heatmap of gene expression in TAMR cell lines. Based on the analysis of 144 genes in the two TAMR cell lines that differed more than tenfold from MCF7. Red, black, and green represent higher than average, close to average, and lower than average expressions of a particular gene, respectivel

Asymmetric Total Synthesis of (+)-(3<i>E</i>)‑Pinnatifidenyne via Abnormally Regioselective Pd(0)-Catalyzed Endocyclization

The asymmetric total synthesis of the marine natural product (+)-(3<i>E</i>)-pinnatifidenyne was accomplished. The key features of the synthesis involve the construction of an eight-membered cyclic ether by the abnormally regioselective Pd(0)-catalyzed cyclization, the installation of a double bond in the oxocene skeleton by sequential <i>in situ</i> deconjugative isomerization, and the efficient introduction of the crucial chloride mediated by the substrate-controlled diastereoselective reduction