Comprehensive Summary Talachalasins A-C(1-3),three new cytochalasans(CYTs),were isolated from deep-sea-derived fungus Talaromyces muroii sp.SCSIO 40439.The structures of 1-3,including absolute configurations,were dete...Comprehensive Summary Talachalasins A-C(1-3),three new cytochalasans(CYTs),were isolated from deep-sea-derived fungus Talaromyces muroii sp.SCSIO 40439.The structures of 1-3,including absolute configurations,were determined based on HRESIMS,NMR spectroscopic data,ECD comparison,and single crystal X-ray diffraction analysis.Talachalasins A-C(1-3)represented the first examples of cytochalasans possessing a unique 16β-methyl group,distinct from>500 reported CYTs.Talachalasin C(3)was an unprecedented 20,21-seco-cytochalasans characterized by a 2-oxabicyclo[3.3.1]nonan-3-one unit.Talachalasin A(1)displayed moderate cytotoxic activity against four tumor cell lines(IC_(50)3.40-10.02μM).Talachalasin B(2)showed comparable anti-RSV and HSV-1 activities(IC5012.5μM or IC5020.0μM).展开更多
Four unprecedented sulfur-containing cytochalasans,thiocytochalasins A−D(1−4),were isolated from an endophytic fungus Phoma multirostrata XJ-2-1.Thiocytochalasins A(1)and B(2)feature a novel 5/6/14/5 tetracyclic scaff...Four unprecedented sulfur-containing cytochalasans,thiocytochalasins A−D(1−4),were isolated from an endophytic fungus Phoma multirostrata XJ-2-1.Thiocytochalasins A(1)and B(2)feature a novel 5/6/14/5 tetracyclic scaffold,which are the first examples of cytochalasan containing a thiophene moiety.Thiocytochalasins C(3)and D(4)are epimeric cytochalasan homodimers formed via a thioether bridge.Their structures with absolute configurations were established by detailed analysis of the HRESIMS,NMR,and X-ray crystallography.The plausible biogenetic pathway of 1−4 was postulated.Compounds 3 and 4 exhibited significant cytotoxicity against CT26 cells with IC_(50) values of 0.85 and 0.76µmol/L,respectively.展开更多
Five novel heterodimers of cytochalasan and ergosterol,ergochaeglobosins A—E,were isolated from an endophytic fungus Chaetomium globosum P2-2-2.Ergochaeglobosin A(1) possesses an unprecedented 5/6/13/6/5/6/6/6 fused ...Five novel heterodimers of cytochalasan and ergosterol,ergochaeglobosins A—E,were isolated from an endophytic fungus Chaetomium globosum P2-2-2.Ergochaeglobosin A(1) possesses an unprecedented 5/6/13/6/5/6/6/6 fused octacyclic ring system,and ergochaeglobosins B(2) and C(3) form a unique 5/6/13/6/6/6/6/5 fused octacyclic ring system,whereas ergochaeglobosins D(4) and F(5) are the first cytochalasan heterodimers formed via a N-1′/C-3′′single bond.Their structures with absolute configurations were established by extensive spectroscopic analyses,single-crystal X-ray diffraction,and ECD calculations.The plausible biogenetic pathway of 1—5 was postulated.Compound 1 exhibited inhibitory effects against ConA-induced T cells and LPS-induced B cells proliferation with IC50 values of 19.2 and 14.1μmol/L,respectively.Co-treatment of 3(20μmol/L)with TRAIL(150 ng/mL)could significantly decrease the cell viability of A549 by 24.9%comparing with monotherapy of 3(20μmol/L).展开更多
基金supported in part by the National Natural Science Technology Project of Hainan Province(ZDKJ202018)K.C.Wong Education Foundation(GJTD-2020-12)+1 种基金the Guangdong Provincial Special Fund for Marine Economic Development Project(GDNRC[2021]48)Southern Marine Science and Engineering Guangdong Laboratory(Guangzhou)(GML2019ZD0406).
文摘Comprehensive Summary Talachalasins A-C(1-3),three new cytochalasans(CYTs),were isolated from deep-sea-derived fungus Talaromyces muroii sp.SCSIO 40439.The structures of 1-3,including absolute configurations,were determined based on HRESIMS,NMR spectroscopic data,ECD comparison,and single crystal X-ray diffraction analysis.Talachalasins A-C(1-3)represented the first examples of cytochalasans possessing a unique 16β-methyl group,distinct from>500 reported CYTs.Talachalasin C(3)was an unprecedented 20,21-seco-cytochalasans characterized by a 2-oxabicyclo[3.3.1]nonan-3-one unit.Talachalasin A(1)displayed moderate cytotoxic activity against four tumor cell lines(IC_(50)3.40-10.02μM).Talachalasin B(2)showed comparable anti-RSV and HSV-1 activities(IC5012.5μM or IC5020.0μM).
基金financially supported by the National Natural Science Foundation of China(Nos.22077041 and 31770380).
文摘Four unprecedented sulfur-containing cytochalasans,thiocytochalasins A−D(1−4),were isolated from an endophytic fungus Phoma multirostrata XJ-2-1.Thiocytochalasins A(1)and B(2)feature a novel 5/6/14/5 tetracyclic scaffold,which are the first examples of cytochalasan containing a thiophene moiety.Thiocytochalasins C(3)and D(4)are epimeric cytochalasan homodimers formed via a thioether bridge.Their structures with absolute configurations were established by detailed analysis of the HRESIMS,NMR,and X-ray crystallography.The plausible biogenetic pathway of 1−4 was postulated.Compounds 3 and 4 exhibited significant cytotoxicity against CT26 cells with IC_(50) values of 0.85 and 0.76µmol/L,respectively.
基金financially supported by the National Natural Science Foundation of China(Nos.22077041 and 31770380)。
文摘Five novel heterodimers of cytochalasan and ergosterol,ergochaeglobosins A—E,were isolated from an endophytic fungus Chaetomium globosum P2-2-2.Ergochaeglobosin A(1) possesses an unprecedented 5/6/13/6/5/6/6/6 fused octacyclic ring system,and ergochaeglobosins B(2) and C(3) form a unique 5/6/13/6/6/6/6/5 fused octacyclic ring system,whereas ergochaeglobosins D(4) and F(5) are the first cytochalasan heterodimers formed via a N-1′/C-3′′single bond.Their structures with absolute configurations were established by extensive spectroscopic analyses,single-crystal X-ray diffraction,and ECD calculations.The plausible biogenetic pathway of 1—5 was postulated.Compound 1 exhibited inhibitory effects against ConA-induced T cells and LPS-induced B cells proliferation with IC50 values of 19.2 and 14.1μmol/L,respectively.Co-treatment of 3(20μmol/L)with TRAIL(150 ng/mL)could significantly decrease the cell viability of A549 by 24.9%comparing with monotherapy of 3(20μmol/L).