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1.
J Org Chem ; 87(19): 12986-12996, 2022 Oct 07.
Artigo em Inglês | MEDLINE | ID: mdl-36149831

RESUMO

Boron/nitrogen-doped acenaphthylenes, a new class of BN-doped cyclopenta-fused polycyclic aromatic hydrocarbons, were synthesized via indole-directed C-H borylation. The reference molecule BN-acenaphthene was also synthesized in a similar manner. Both BN-acenaphthylene and BN-acenaphthene were unequivocally characterized by single-crystal X-ray analysis. The aromaticities of each ring in BN-acenaphthylenes were quantified by experimental and theoretical methods. Moreover, doping the BN unit into acenaphthylene can increase the LUMO level and decrease the HOMO level, resulting in wider HOMO-LUMO energy gaps. Furthermore, regioselective bromination of BN-acenaphthylene (B-Mes) afforded monobrominated BN-acenaphthylene in good yield. Subsequently, cross-coupling of brominated BN-acenaphthylene gave a series of BN-acenaphthylene derivatives. In addition, the photophysical properties of these BN-acenaphthylene derivatives can be fine-tuned by the substituents on the BN-acenaphthylene scaffold.

2.
Org Lett ; 24(30): 5503-5508, 2022 Aug 05.
Artigo em Inglês | MEDLINE | ID: mdl-35730794

RESUMO

Boron/nitrogen-doped fluoranthenes, a new class of BN-doped cyclopenta-fused polycyclic aromatic hydrocarbons, were synthesized via pyrrolic-type nitrogen directed C-H borylation. Regioselective bromination of BN-fluoranthene (3a) gave mono- and dibrominated BN-fluoranthenes. The halogenated BN-fluoranthene (3b) can undergo various of further cross-coupling reactions to deliver a series of BN-fluoranthenes. Moreover, incorporating BN unit in to fluoranthene resulted in a wider HOMO-LUMO energy gaps. The aromaticities of the BN-fluoranthene (3a) were quantified by experimental and computational studies.

3.
J Org Chem ; 87(10): 6630-6637, 2022 05 20.
Artigo em Inglês | MEDLINE | ID: mdl-35481748

RESUMO

Two types of "parental" BN-dibenzo[f,k]tetraphenes (BNDBT-1 and BNDBT-2) have been synthesized via a transition-metal-catalyzed tandem cross-coupling reaction as key steps. Both BNDBT-1 and BNDBT-2 are fully characterized; one of them is unambiguously confirmed by a single X-ray crystal structure. Compared to its all-carbon analogue DBT, BNDBT-1 and BNDBT-2 exhibit a higher highest occupied molecular orbital (HOMO) and lower lowest unoccupied molecular orbital (LUMO) energy, while the BN doping position slightly influences the HOMO and LUMO energies of BNDBT-1 and BNDBT-2. Both BNDBT-1 and BNDBT-2 exhibit red-shifted absorption and emission spectra and higher emission efficiencies, as compared to their carbonaceous analogue DBT. Moreover, organic light emitting diodes were fabricated using BNDBT-1 and BNDBT-2 as emitters, demonstrating their potential applications.

4.
Clin Exp Rheumatol ; 37(1): 156-163, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-29846163

RESUMO

OBJECTIVES: Long noncoding RNAs (lncRNAs) are reported to play crucial roles in several physiological and biological processes. However, knowledge of lncRNAs in children with systemic lupus erythematosus (cSLE) remains limited. We investigate lncRNA expression profiling of cSLE and explore the potential function of lncRNAs. METHODS: LncRNA and mRNA microarrays were performed to identify changes in lncRNA and mRNA expression between children with SLE and paired healthy children. Quantitative polymerase chain reaction (qPCR) validated these results. A Gene Ontology (GO) analysis and Kyoto Encyclopedia of Genes and Genomes (KEGG) pathway analysis were performed to explore the potential lncRNA function. RESULTS: A comparison between children with SLE and paired healthy children revealed that 1042 lncRNAs and 1162 mRNAs were differentially expressed. By using gene co-expression network analysis, we constructed a complex lncRNA target network consisting of 817 matched lncRNA-mRNA pairs for 309 differentially expressed lncRNAs and 210 differentially expressed mRNAs. The results of further GO and KEGG pathway analyses indicated that lncRNAs were involved mainly in pathways with crucial pathobiological relevance in SLE. CONCLUSIONS: We firstly characterised the expression profiles of lncRNA and mRNA in children with SLE and propose herein their possible roles in the pathogenesis of SLE. These results provide novel insights into the mechanisms of SLE pathogenesis and may serve as diagnostic biomarkers for SLE therapy.


Assuntos
Perfilação da Expressão Gênica/métodos , Lúpus Eritematoso Sistêmico/genética , Análise de Sequência com Séries de Oligonucleotídeos , RNA Longo não Codificante , Estudos de Casos e Controles , Criança , Humanos , RNA Longo não Codificante/genética , RNA Longo não Codificante/metabolismo , RNA Mensageiro
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