The basidiomycetes Stereum hirsutum and Boreostereum vibrans are two fungi of the same genus.In this study,chemical investigation on the co-cultures of the two congeneric fungi led to the isolation of eleven new vibra...The basidiomycetes Stereum hirsutum and Boreostereum vibrans are two fungi of the same genus.In this study,chemical investigation on the co-cultures of the two congeneric fungi led to the isolation of eleven new vibralactone derivatives,hirsutavibrins A-K(1-11).The structures of 1-11 were elucidated by extensive NMR and HRESIMS spectroscopic analysis,and computational methods.Hirsutavibrins A(1)and B(2)showed weak cytotoxicity against the human lung cancer cell line A549.Hirsutavibrin D(4)showed moderate anti-nitric oxide activity in murine monocytic RAW 264.7 macrophages.This work not only expands the members of vibralactone derivatives with variable configurations but also opens a new avenue for fungal co-culturing study between congeneric fungi.展开更多
Phytochemical reinvestigation on the cultural broth of Boreostereum vibrans led to the isolation of six new vibralactone derivatives,vibralactone N(1),vibralactone O(2),vibralactone P(3),10-lactyl vibralactone G(4),(3...Phytochemical reinvestigation on the cultural broth of Boreostereum vibrans led to the isolation of six new vibralactone derivatives,vibralactone N(1),vibralactone O(2),vibralactone P(3),10-lactyl vibralactone G(4),(3S*,4R*)-6-acetoxymethyl-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol(5),vibralactone Q(6).Their structures were elucidated by extensive spectroscopic methods.展开更多
A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesis-associated analogues,namely vibralactamide A(1),vibralactone T(2),13-O-lactyl vibralactone(3),10-...A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesis-associated analogues,namely vibralactamide A(1),vibralactone T(2),13-O-lactyl vibralactone(3),10-O-acetyl vibralactone G(4),(11R,12R)-and(11S,12R)-vibradiol(5,6).Their structures were established via extensive spectroscopic analyses,specific optical rotation comparison,and Snatzke’s method.The biosynthetic pathway for vibralactamide A was postulated.The absolute configuration of vibralactone B was revised by single crystal X-ray diffraction analysis.This work puts the divergent vibralactone biosynthesis pathway one step further and expands the structural diversity of vibralactone-associated compounds.展开更多
The unusual fused b-lactone vibralactone was isolated from cultures of the basidiomycete Boreostereum vibrans and has been shown to significantly inhibit pancreatic lipase.In this study,a structure-based lead optimiza...The unusual fused b-lactone vibralactone was isolated from cultures of the basidiomycete Boreostereum vibrans and has been shown to significantly inhibit pancreatic lipase.In this study,a structure-based lead optimization of vibralactone resulted in three series of 104 analogs,among which compound C1 exhibited the most potent inhibition of pancreatic lipase,with an IC50 value of 14 nM.This activity is more than 3000-fold higher than that of vibralactone.The effect of compound C1 on obesity was investigated using high-fat diet(HFD)-induced C57BL/6 J obese mice.Treatment with compound C1 at a dose of 100 mg/kg significantly decreased HFD-induced obesity,primarily through the improvement of metabolic parameters,such as triglyceride levels.展开更多
基金supported by the National Natural Science Foundation of China(Grant number 82473810)the Fundamental Research Funds for the Central Universities,South-Central Minzu University(Grant No.CPT22033).
文摘The basidiomycetes Stereum hirsutum and Boreostereum vibrans are two fungi of the same genus.In this study,chemical investigation on the co-cultures of the two congeneric fungi led to the isolation of eleven new vibralactone derivatives,hirsutavibrins A-K(1-11).The structures of 1-11 were elucidated by extensive NMR and HRESIMS spectroscopic analysis,and computational methods.Hirsutavibrins A(1)and B(2)showed weak cytotoxicity against the human lung cancer cell line A549.Hirsutavibrin D(4)showed moderate anti-nitric oxide activity in murine monocytic RAW 264.7 macrophages.This work not only expands the members of vibralactone derivatives with variable configurations but also opens a new avenue for fungal co-culturing study between congeneric fungi.
基金This work was financially supported by National Natural Science Foundation of China(81102348).
文摘Phytochemical reinvestigation on the cultural broth of Boreostereum vibrans led to the isolation of six new vibralactone derivatives,vibralactone N(1),vibralactone O(2),vibralactone P(3),10-lactyl vibralactone G(4),(3S*,4R*)-6-acetoxymethyl-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol(5),vibralactone Q(6).Their structures were elucidated by extensive spectroscopic methods.
基金supported by National Natural Science Foundation of China(No.81561148013).
文摘A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesis-associated analogues,namely vibralactamide A(1),vibralactone T(2),13-O-lactyl vibralactone(3),10-O-acetyl vibralactone G(4),(11R,12R)-and(11S,12R)-vibradiol(5,6).Their structures were established via extensive spectroscopic analyses,specific optical rotation comparison,and Snatzke’s method.The biosynthetic pathway for vibralactamide A was postulated.The absolute configuration of vibralactone B was revised by single crystal X-ray diffraction analysis.This work puts the divergent vibralactone biosynthesis pathway one step further and expands the structural diversity of vibralactone-associated compounds.
基金The authors are grateful to the National Natural Science Foundation of China(81102348,U1132607,81373289).
文摘The unusual fused b-lactone vibralactone was isolated from cultures of the basidiomycete Boreostereum vibrans and has been shown to significantly inhibit pancreatic lipase.In this study,a structure-based lead optimization of vibralactone resulted in three series of 104 analogs,among which compound C1 exhibited the most potent inhibition of pancreatic lipase,with an IC50 value of 14 nM.This activity is more than 3000-fold higher than that of vibralactone.The effect of compound C1 on obesity was investigated using high-fat diet(HFD)-induced C57BL/6 J obese mice.Treatment with compound C1 at a dose of 100 mg/kg significantly decreased HFD-induced obesity,primarily through the improvement of metabolic parameters,such as triglyceride levels.
