Novel DNA binding agents against topoisomerases are needed for effective treatment of cancers. A series of new acridine-based derivatives 7a-7d were synthesized and their antiproliferative activity against K562 and He...Novel DNA binding agents against topoisomerases are needed for effective treatment of cancers. A series of new acridine-based derivatives 7a-7d were synthesized and their antiproliferative activity against K562 and HepG-2 cell lines were evaluated. Compound 7c with pyridin-2-yl-methanamino group substituted at the C9 position of acridine showed good antitumor activity against both cell lines. The DNA-binding affinity of compound 7c was evaluated by UV-vis absorption spectra and fluorescence emission spectra. DNA topoisomerase I mediated relaxation of plasmid pBR322 DNA was also tested. Our results suggested that compound 7c with good antitumor activity and topoisomerase I inhibition activity can be developed as a prime candidate for further chemical optimization.展开更多
Acridone derivatives are widespread in nature and known to be capable of having a variety of biological activities, but there is not any information on the acridone series compounds in relation to higher fungi, includ...Acridone derivatives are widespread in nature and known to be capable of having a variety of biological activities, but there is not any information on the acridone series compounds in relation to higher fungi, including edible mushrooms available in literature at all. Research into the character of the mode of action of these substances on various living systems is necessary to elucidate the possible unfavorable biological consequences and improve measures on their ecological safety. In this work, the effect of acridone-N-acetic acid on mushroom mycelial growth was tested and the culture of basidiomycete Lentinula edocles （shiitake） has been used. The influence of acridone additive upon the fungal mycelium growth on liquid （submerged） and agar media was examined within the wide concentration range of acridone carboxy-derivative. The results obtained testify to the relative ecological safety of these substances for mushroom organism, and to the mycelial growth promoting capability of acridone-N-acetic acid at favorable concentrations, both under the solid-phase and liquid-phase culture conditions. In fact, the very first step toward the investigation into the systems ＂macromycete-acridone series compound＂ has been made.展开更多
A series of cholesterol-appended quinacridone (QA) derivatives 1a-1d have been synthesized,in which 1b and 1c could form stable organogels in a wide range of organic solvents upon ultrasound irradiation.Field emission...A series of cholesterol-appended quinacridone (QA) derivatives 1a-1d have been synthesized,in which 1b and 1c could form stable organogels in a wide range of organic solvents upon ultrasound irradiation.Field emission scanning electronic microscope (FESEM) and transmission electron microscopy (TEM) of xerogels or precipitates indicated that 1b and 1c formed 1D fibrous nanostructure,while 1a assembled into 3D flower-like microstructures.The ultrasound-induced organogel process was characterized by kinetic UV-vis and photoluminescence spectroscopic methods suggesting the formation of ?-? aggregates in the gel state.Experimental results demonstrated that the ultrasound could promote molecules to contact frequently in the solution and induce semistable initial aggregates,which propagate to form nano/micro superstructures.The aggregation model was optimized by semiempirical AM1 calculation suggesting the hierarchical self-assembly process.In addition,the formed xerogel film exhibited mechanochromic property,and the phase transition process was accompanied by the fluorescence changes between yellowish green and orange.展开更多
The syntheses of three carbazyl-containing quinacridone derivatives, N,N’-di((N-carbazyl)-n-butyl) quinacridone (DCBQA), N,N’-di((N-carbazyl)-n-hexyl)quinacridone (DCHQA) and N,N’-di((N-carbazyl)-n-octyl)quinacrido...The syntheses of three carbazyl-containing quinacridone derivatives, N,N’-di((N-carbazyl)-n-butyl) quinacridone (DCBQA), N,N’-di((N-carbazyl)-n-hexyl)quinacridone (DCHQA) and N,N’-di((N-carbazyl)-n-octyl)quinacridone (DCOQA), are reported, and the photoluminescent (PL) characteristics are pre- sented. The single crystal X-ray structures of DCBQA, DCHQA and DCOQA are investigated. The crystal of DCBQA is characterized by intermolecular π…π interactions between quinacridone cores and carbazole moieties resulting in the formation of DCBQA molecule layer, in which every quinacridone core is surrounded by four carbazole groups. In DCHQA crystal, molecules assemble into two kinds of oriented columns based on intermolecular π…π interactions between quinacridone cores. The DCOQA crystal displays intermolecular CH…π and hydrogen bonding interactions feature. In DCOQA solid, every quinacridone core is sandwiched by two alkyl chains from two adjacent DCOQA molecules and simultaneously linked together with two other quinacridone cores by hydrogen bonding interactions. The PL spectra of the three compounds in solution exhibit concentration-dependent properties and their PL quantum causes decrease with the increasing concentration.展开更多
This paper describes a concise and practical route to enantiomerically enriched 5-alkyl substituted nicotine analogs. The Vilsmeier reaction was used to construct the nicotinaldehydes ring followed by the introduction...This paper describes a concise and practical route to enantiomerically enriched 5-alkyl substituted nicotine analogs. The Vilsmeier reaction was used to construct the nicotinaldehydes ring followed by the introduction of the chiral homoallylic alcohol by organic boron reagent and the cyclization of the pyrrolidine ring through the reduction of a chiral azide. 17 analogs have been synthesized and their corresponding biological activities were tested, in which compounds 10d and 10g exhibit excellent ICs0 values against RD and SY-SY5Y.展开更多
基金the Ministry of Science and Technology of the People’s Republic of China(Nos.2012AA020305and 2011DFA30620)the National Natural Science Foundation of China(Nos.21272134 and 21372141)Shenzhen Sci.&Tech.Bureau(No.JCYJ20120831165730905)for the financial supports
文摘Novel DNA binding agents against topoisomerases are needed for effective treatment of cancers. A series of new acridine-based derivatives 7a-7d were synthesized and their antiproliferative activity against K562 and HepG-2 cell lines were evaluated. Compound 7c with pyridin-2-yl-methanamino group substituted at the C9 position of acridine showed good antitumor activity against both cell lines. The DNA-binding affinity of compound 7c was evaluated by UV-vis absorption spectra and fluorescence emission spectra. DNA topoisomerase I mediated relaxation of plasmid pBR322 DNA was also tested. Our results suggested that compound 7c with good antitumor activity and topoisomerase I inhibition activity can be developed as a prime candidate for further chemical optimization.
文摘Acridone derivatives are widespread in nature and known to be capable of having a variety of biological activities, but there is not any information on the acridone series compounds in relation to higher fungi, including edible mushrooms available in literature at all. Research into the character of the mode of action of these substances on various living systems is necessary to elucidate the possible unfavorable biological consequences and improve measures on their ecological safety. In this work, the effect of acridone-N-acetic acid on mushroom mycelial growth was tested and the culture of basidiomycete Lentinula edocles （shiitake） has been used. The influence of acridone additive upon the fungal mycelium growth on liquid （submerged） and agar media was examined within the wide concentration range of acridone carboxy-derivative. The results obtained testify to the relative ecological safety of these substances for mushroom organism, and to the mycelial growth promoting capability of acridone-N-acetic acid at favorable concentrations, both under the solid-phase and liquid-phase culture conditions. In fact, the very first step toward the investigation into the systems ＂macromycete-acridone series compound＂ has been made.
基金supported by the National Natural Science Foundation of China (50773027 and 50733002)the National Basic Research Development Program (2009CB939700)111 Project (B06009)
文摘A series of cholesterol-appended quinacridone (QA) derivatives 1a-1d have been synthesized,in which 1b and 1c could form stable organogels in a wide range of organic solvents upon ultrasound irradiation.Field emission scanning electronic microscope (FESEM) and transmission electron microscopy (TEM) of xerogels or precipitates indicated that 1b and 1c formed 1D fibrous nanostructure,while 1a assembled into 3D flower-like microstructures.The ultrasound-induced organogel process was characterized by kinetic UV-vis and photoluminescence spectroscopic methods suggesting the formation of ?-? aggregates in the gel state.Experimental results demonstrated that the ultrasound could promote molecules to contact frequently in the solution and induce semistable initial aggregates,which propagate to form nano/micro superstructures.The aggregation model was optimized by semiempirical AM1 calculation suggesting the hierarchical self-assembly process.In addition,the formed xerogel film exhibited mechanochromic property,and the phase transition process was accompanied by the fluorescence changes between yellowish green and orange.
基金Supported by the National Natural Science Foundation of China (Grant Nos. 50773027 and 5073302)National High Technology Research and Development Program of China (Grant No. 2006AA03A162)
文摘The syntheses of three carbazyl-containing quinacridone derivatives, N,N’-di((N-carbazyl)-n-butyl) quinacridone (DCBQA), N,N’-di((N-carbazyl)-n-hexyl)quinacridone (DCHQA) and N,N’-di((N-carbazyl)-n-octyl)quinacridone (DCOQA), are reported, and the photoluminescent (PL) characteristics are pre- sented. The single crystal X-ray structures of DCBQA, DCHQA and DCOQA are investigated. The crystal of DCBQA is characterized by intermolecular π…π interactions between quinacridone cores and carbazole moieties resulting in the formation of DCBQA molecule layer, in which every quinacridone core is surrounded by four carbazole groups. In DCHQA crystal, molecules assemble into two kinds of oriented columns based on intermolecular π…π interactions between quinacridone cores. The DCOQA crystal displays intermolecular CH…π and hydrogen bonding interactions feature. In DCOQA solid, every quinacridone core is sandwiched by two alkyl chains from two adjacent DCOQA molecules and simultaneously linked together with two other quinacridone cores by hydrogen bonding interactions. The PL spectra of the three compounds in solution exhibit concentration-dependent properties and their PL quantum causes decrease with the increasing concentration.
文摘This paper describes a concise and practical route to enantiomerically enriched 5-alkyl substituted nicotine analogs. The Vilsmeier reaction was used to construct the nicotinaldehydes ring followed by the introduction of the chiral homoallylic alcohol by organic boron reagent and the cyclization of the pyrrolidine ring through the reduction of a chiral azide. 17 analogs have been synthesized and their corresponding biological activities were tested, in which compounds 10d and 10g exhibit excellent ICs0 values against RD and SY-SY5Y.
