Securines A—E,three dimeric diarymethane derivatives(1-3)and two enantiomeric diarymethane derivative monomers(4 and 5),were isolated and characterized from the medicinal plant Securidaca inappendiculata.Compounds 1 ...Securines A—E,three dimeric diarymethane derivatives(1-3)and two enantiomeric diarymethane derivative monomers(4 and 5),were isolated and characterized from the medicinal plant Securidaca inappendiculata.Compounds 1 and 2 are a pair of enantiomeric diarymethane derivative dimers,and compound 3 is a mesomeric diarymethane derivative dimer.Their structures were determined by a combination of spectroscopic data,X-ray crystallography,electronic circular dichroism(ECD)analysis,and computational ECD calculations.Dimeric compounds 1-3 showed moderate antiplasmodial activities with IC50 values of 0.9,1.4,and 1.5μM,respectively.展开更多
To search naturally occurring interleukin-1β(IL-1β) inhibitors,biscaesalmins A(1) and B(2),two highly oxidized dimeric cassane diterpenoids with a newly formed alicyclic skeleton,have been isolated from the traditio...To search naturally occurring interleukin-1β(IL-1β) inhibitors,biscaesalmins A(1) and B(2),two highly oxidized dimeric cassane diterpenoids with a newly formed alicyclic skeleton,have been isolated from the traditional Chinese medicine Kushilian(Caesalpinia minax).Their full structures were determined by comprehensive spectroscopic analysis and quantum chemical TD-DFT(time-dependent density functional theory) calculation.Biosynthetically,1 and 2 were formed via an intermolecular [4+2]Diels-Alder cycloaddition of two monomers,affording an additional six-membered carbon ring linkage.Compounds 1 and 2 inhibited nitric oxide production on lipopolysaccharide-stimulated THP-1 macrophages,with IC_(50) values being at 1.20±0.23 and 2.30±0.15 μmol/L,respectively.Furthermore,compound 1 inhibited NLRP3(NOD-,LRR-and pyrin domain-containing protein 3) inflammasomemediated IL-1β production and blocked the migration of macrophages towards adipocyte conditioned medium.Biscaesalmins A and B might be candidates for treating inflammation-related metabolic diseases.展开更多
基金The National Natural Science Foundation of china(No.21532007)the Druglnnovation Major Project of China(2018ZX09711001-001-005)the Biological Resources Pro-gram,CAS(KFJ-BRP-O08)of China are gratefully acknowledged.
文摘Securines A—E,three dimeric diarymethane derivatives(1-3)and two enantiomeric diarymethane derivative monomers(4 and 5),were isolated and characterized from the medicinal plant Securidaca inappendiculata.Compounds 1 and 2 are a pair of enantiomeric diarymethane derivative dimers,and compound 3 is a mesomeric diarymethane derivative dimer.Their structures were determined by a combination of spectroscopic data,X-ray crystallography,electronic circular dichroism(ECD)analysis,and computational ECD calculations.Dimeric compounds 1-3 showed moderate antiplasmodial activities with IC50 values of 0.9,1.4,and 1.5μM,respectively.
基金the financial support of the Science and Technology Development Fund,Macao SAR (No.FDCT 0031/2019/ A1)the National Natural Science Foundation of China (Nos. 81872754 and 81872756)University of Macao,Macao SAR (Nos.MYRG2017-00109-ICMS and MYRG2018-00037-ICMS)。
文摘To search naturally occurring interleukin-1β(IL-1β) inhibitors,biscaesalmins A(1) and B(2),two highly oxidized dimeric cassane diterpenoids with a newly formed alicyclic skeleton,have been isolated from the traditional Chinese medicine Kushilian(Caesalpinia minax).Their full structures were determined by comprehensive spectroscopic analysis and quantum chemical TD-DFT(time-dependent density functional theory) calculation.Biosynthetically,1 and 2 were formed via an intermolecular [4+2]Diels-Alder cycloaddition of two monomers,affording an additional six-membered carbon ring linkage.Compounds 1 and 2 inhibited nitric oxide production on lipopolysaccharide-stimulated THP-1 macrophages,with IC_(50) values being at 1.20±0.23 and 2.30±0.15 μmol/L,respectively.Furthermore,compound 1 inhibited NLRP3(NOD-,LRR-and pyrin domain-containing protein 3) inflammasomemediated IL-1β production and blocked the migration of macrophages towards adipocyte conditioned medium.Biscaesalmins A and B might be candidates for treating inflammation-related metabolic diseases.
