Two unprecedented polycyclic spirooliganones C and D(1 and 2)with a novel spiro[bicyclo[2.2.2]octane-2,2′-bicyclo[3.1.0]hexane]carbon skeleton,one known dimeric prenylated C_(6)single bondC_(3)compound(3),and a pair ...Two unprecedented polycyclic spirooliganones C and D(1 and 2)with a novel spiro[bicyclo[2.2.2]octane-2,2′-bicyclo[3.1.0]hexane]carbon skeleton,one known dimeric prenylated C_(6)single bondC_(3)compound(3),and a pair of new enantiomeric prenylated C_(6)single bondC_(3)compounds(+)-5 and(−)-5 together with their direct precursors(+)-4 and(−)-4 were isolated from the roots of Illicium oligandrum.Their structures and absolute configurations were elucidated by spectroscopic analysis,single crystal X-ray diffraction data,and electronic circular dichroism calculations.A possible biosynthetic pathway for compounds 1 and 2 involving the Diels-Alder reaction between(−)-sabinene and cyclic prenylated tetrahydropyrano-type C_(6)single bondC_(3)compounds was proposed.The characteristic prenylated C_(6)single bondC_(3)compounds(+)-4 and(−)-4 were separated on a chiral stationary phase and their absolute configurations were determined by calculated ECD for the first time.In the antiviral bioassays,compounds 1 and(+)-5 exhibited significant inhibitory activity against CVB3 with IC_(50)values of 11.11μmol/L and 1.11μmol/L,respectively.Compounds 1 and 2 also showed moderate inhibition against influenza A(H1N1)virus.展开更多
基金supported by grants from the National Natural Science Foundation of China(Nos.21732008 and 22177135)。
文摘Two unprecedented polycyclic spirooliganones C and D(1 and 2)with a novel spiro[bicyclo[2.2.2]octane-2,2′-bicyclo[3.1.0]hexane]carbon skeleton,one known dimeric prenylated C_(6)single bondC_(3)compound(3),and a pair of new enantiomeric prenylated C_(6)single bondC_(3)compounds(+)-5 and(−)-5 together with their direct precursors(+)-4 and(−)-4 were isolated from the roots of Illicium oligandrum.Their structures and absolute configurations were elucidated by spectroscopic analysis,single crystal X-ray diffraction data,and electronic circular dichroism calculations.A possible biosynthetic pathway for compounds 1 and 2 involving the Diels-Alder reaction between(−)-sabinene and cyclic prenylated tetrahydropyrano-type C_(6)single bondC_(3)compounds was proposed.The characteristic prenylated C_(6)single bondC_(3)compounds(+)-4 and(−)-4 were separated on a chiral stationary phase and their absolute configurations were determined by calculated ECD for the first time.In the antiviral bioassays,compounds 1 and(+)-5 exhibited significant inhibitory activity against CVB3 with IC_(50)values of 11.11μmol/L and 1.11μmol/L,respectively.Compounds 1 and 2 also showed moderate inhibition against influenza A(H1N1)virus.
文摘【目的】探讨对核桃基腐病(Pythium oligandrum Drechsler)有较好抑制效果的菌株Gy-11的最优发酵条件,提高其次生代谢产物的产量。【方法】开展了最适培养基和最优碳氮源的筛选,以菌体生物量和发酵液对病原菌的抑菌活性为指标,采用单因素方法对菌株的发酵条件进行优化。【结果】菌株Gy-11在LB培养基和NB培养基中生长量最大;生长所需的最佳碳源为葡萄糖,最佳氮源为蛋白胨;菌株Gy-11最佳发酵条件为温度25℃,p H 7.0,装液量50 m L/250m L,接种量体积分数为6%,转速为180 r·min^(-1)。【结论】明确了菌株Gy-11的最适碳氮源和最优发酵条件为进一步研发生防制剂提供理论基础。
