Two new minor constituents,musinisins A(1)and B(2),together with five known compounds(3-7),were isolated from the aerial parts of Munronia sinica.Their structures were established by means of spectroscopic methods and...Two new minor constituents,musinisins A(1)and B(2),together with five known compounds(3-7),were isolated from the aerial parts of Munronia sinica.Their structures were established by means of spectroscopic methods and the absolute stereochemistry of 1 was determined by single crystal X-ray experiment.Compound 4 showed antiangiogenic activity evaluated by a zebrafish model and apoptosis-inducing effect on A549 lung cancer cells.展开更多
Mufolinin A(1),a ring A-seco rearranged limonoid with an unprecedented ethyl at C-10 and novel 6/6/6/5 fused-ring skeleton,together with three new potential precursors(ring A-seco limonoids,2–4)were isolated from Mun...Mufolinin A(1),a ring A-seco rearranged limonoid with an unprecedented ethyl at C-10 and novel 6/6/6/5 fused-ring skeleton,together with three new potential precursors(ring A-seco limonoids,2–4)were isolated from Munronia unifoliolata.Their structures and absolute configurations were confirmed by nuclear magnetic resonance(NMR),high resolution electrospray ionization mass spectroscopy(HRESIMS),X-ray crystallography,electronic circular dichroism(ECD)calculations and NMR calculations with DP4+analyses.The unprecedented ethyl group of 1 was hypothesized to be derived from methyl migration and ring reduction rearrangement of ring A-seco limonoid 4.Compounds 2 and 4 showed significant multidrug resistance(MDR)reversal activities in MCF-7/DOX cells with reversal fold(RF)values of 13.1 and 8.0,respectively.展开更多
To search for pharmacologically active constituents of folk medicine, a new pregnane, 2α,3α,15β-trihydroxy-20（S）-tigloyl-pregnane （compound 1）, and nine known compounds, geranylgeraniol （compound 2）, β-dauco...To search for pharmacologically active constituents of folk medicine, a new pregnane, 2α,3α,15β-trihydroxy-20（S）-tigloyl-pregnane （compound 1）, and nine known compounds, geranylgeraniol （compound 2）, β-daucosterol （compound 3）, 6-hydroxystigmast-4oen-3-one （compound 4）, sitoindoside Ⅰ （compound 5）, sitoindoside Ⅱ （compound 6）, β-sitosterol （compound 7）, kaempferol （compound 8）, quercetin （compound 9）, and rutin （compound 10）, were isolated from the ethanol extract of whole plants of Munronia delavayi Franch using chromatographic methods. The structures of compounds 1-10 were elucidated on the basis of spectral data.展开更多
A tetranortriterpenoid, named munronin G, was isolated from Munronia delavayi （Meliaceae） by chromatography. Its structure was determined on the basis of 1D-, 2D-NMR and mass spectral analyses.
Twenty-two new limonoids,mufolinoids A—V(1—22),including six rings A,B-seco limonoids(1—6),twelve ring A-seco limonoids(7—18),four ring-intact limonoids(19—22),together with thirteen known compounds(23—35)were i...Twenty-two new limonoids,mufolinoids A—V(1—22),including six rings A,B-seco limonoids(1—6),twelve ring A-seco limonoids(7—18),four ring-intact limonoids(19—22),together with thirteen known compounds(23—35)were isolated from Munronia unifoliolata.Their structures including absolute configurations were elucidated by combination of NMR,HR-MS,single-crystal X-ray diffraction and calculations of ECD and NMR technologies.Compounds 24,25,33,34 could be significantly reversed the multidrug resistance of MCF-7/doxorubicin(DOX)cells,and the reversal fold(RF)was much higher than that of positive drug Verapamil.Compounds 24,28,and 29 exhibited significant anti-inflammatory activity with the IC50 values in the range of 17.7—39.4μmol/L.Furthermore,compound 29 could markedly inhibit the release of IL-1βby inhibiting the initiation and assembly of NLRP3 inflammasome,which demonstrates the great potential of limonoids as an anti-inflammatory agent.展开更多
基金supported financially by the Bureau of Science and Technology of Kunming City.
文摘Two new minor constituents,musinisins A(1)and B(2),together with five known compounds(3-7),were isolated from the aerial parts of Munronia sinica.Their structures were established by means of spectroscopic methods and the absolute stereochemistry of 1 was determined by single crystal X-ray experiment.Compound 4 showed antiangiogenic activity evaluated by a zebrafish model and apoptosis-inducing effect on A549 lung cancer cells.
基金supported by the National Natural Science Foundation of China(No.31470416)the 111 Project from Ministry of Education of China and the State Administration of Foreign Export Affairs of China(No.B18056).ll supported in part by SciGrid,Chinese Academy of Sciences。
文摘Mufolinin A(1),a ring A-seco rearranged limonoid with an unprecedented ethyl at C-10 and novel 6/6/6/5 fused-ring skeleton,together with three new potential precursors(ring A-seco limonoids,2–4)were isolated from Munronia unifoliolata.Their structures and absolute configurations were confirmed by nuclear magnetic resonance(NMR),high resolution electrospray ionization mass spectroscopy(HRESIMS),X-ray crystallography,electronic circular dichroism(ECD)calculations and NMR calculations with DP4+analyses.The unprecedented ethyl group of 1 was hypothesized to be derived from methyl migration and ring reduction rearrangement of ring A-seco limonoid 4.Compounds 2 and 4 showed significant multidrug resistance(MDR)reversal activities in MCF-7/DOX cells with reversal fold(RF)values of 13.1 and 8.0,respectively.
文摘To search for pharmacologically active constituents of folk medicine, a new pregnane, 2α,3α,15β-trihydroxy-20（S）-tigloyl-pregnane （compound 1）, and nine known compounds, geranylgeraniol （compound 2）, β-daucosterol （compound 3）, 6-hydroxystigmast-4oen-3-one （compound 4）, sitoindoside Ⅰ （compound 5）, sitoindoside Ⅱ （compound 6）, β-sitosterol （compound 7）, kaempferol （compound 8）, quercetin （compound 9）, and rutin （compound 10）, were isolated from the ethanol extract of whole plants of Munronia delavayi Franch using chromatographic methods. The structures of compounds 1-10 were elucidated on the basis of spectral data.
基金Project supported by the National Natural Science Foundation of China （No. 30370160）.Acknowledgements The authors are grateful to Mr. Xie Li-Shan （Kunming Institute of Botany, the Chinese Academy of Sciences） for collection and identification of the specimens, and members of the analytical group of the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, for the spectral measurements.
文摘A tetranortriterpenoid, named munronin G, was isolated from Munronia delavayi （Meliaceae） by chromatography. Its structure was determined on the basis of 1D-, 2D-NMR and mass spectral analyses.
基金sponsored by the National Natural Science Foundation of China(31470416)the 111 Project from Ministry of Education of Chinathe State Administration of Foreign Export Affairs of China(B18056).
文摘Twenty-two new limonoids,mufolinoids A—V(1—22),including six rings A,B-seco limonoids(1—6),twelve ring A-seco limonoids(7—18),four ring-intact limonoids(19—22),together with thirteen known compounds(23—35)were isolated from Munronia unifoliolata.Their structures including absolute configurations were elucidated by combination of NMR,HR-MS,single-crystal X-ray diffraction and calculations of ECD and NMR technologies.Compounds 24,25,33,34 could be significantly reversed the multidrug resistance of MCF-7/doxorubicin(DOX)cells,and the reversal fold(RF)was much higher than that of positive drug Verapamil.Compounds 24,28,and 29 exhibited significant anti-inflammatory activity with the IC50 values in the range of 17.7—39.4μmol/L.Furthermore,compound 29 could markedly inhibit the release of IL-1βby inhibiting the initiation and assembly of NLRP3 inflammasome,which demonstrates the great potential of limonoids as an anti-inflammatory agent.
