Monosescinol A(1),the first example of sesquiterpene–polycyclic polyprenylated acylphloroglucinol(PPAP)adduct,which represented a new subclass of PPAP-type natural products,along with two new congeners with normal sp...Monosescinol A(1),the first example of sesquiterpene–polycyclic polyprenylated acylphloroglucinol(PPAP)adduct,which represented a new subclass of PPAP-type natural products,along with two new congeners with normal spiro 6/6/5 tricyclic architecture,were isolated from Hypericum longistylum.Monosescinol A possessed an unprecedented 6/5/5/6/6 pentacyclic carbon skeleton that might be assembled from the 6/6/5 carbon skeleton,via the splitting decomposition of C-3/C-14,and the attack from the C-3 in the PPAP core to C-28 in sesquiterpene section.In addition,we have firstly confirmed that 24R configuration was existed in sec–Bu containing PPAPs by single crystal diffraction data analysis of monosescinol B(2),that might provide an enlightenment in the configurational determination of sec–Bu containing PPAPs.Significantly,further pharmacological research has found that compound 1 exhibited remarkable pharmacological effects against acute myeloid leukemia(AML)cell lines,with direct inhibition of mitochondrial complex V and an increase in mitochondrial membrane potential,and led to an induction of oxidative stress,endogenous inflammation,and apoptosis of AML cells.展开更多
基金supported financially by the National Natural Science Foundation for Distinguished Young Scholars(No.81725021)the National Natural Science Foundation of China(Nos.82003633 and 82104043)the National Natural Science Foundation of Hubei Province(No.2023AFB791)。
文摘Monosescinol A(1),the first example of sesquiterpene–polycyclic polyprenylated acylphloroglucinol(PPAP)adduct,which represented a new subclass of PPAP-type natural products,along with two new congeners with normal spiro 6/6/5 tricyclic architecture,were isolated from Hypericum longistylum.Monosescinol A possessed an unprecedented 6/5/5/6/6 pentacyclic carbon skeleton that might be assembled from the 6/6/5 carbon skeleton,via the splitting decomposition of C-3/C-14,and the attack from the C-3 in the PPAP core to C-28 in sesquiterpene section.In addition,we have firstly confirmed that 24R configuration was existed in sec–Bu containing PPAPs by single crystal diffraction data analysis of monosescinol B(2),that might provide an enlightenment in the configurational determination of sec–Bu containing PPAPs.Significantly,further pharmacological research has found that compound 1 exhibited remarkable pharmacological effects against acute myeloid leukemia(AML)cell lines,with direct inhibition of mitochondrial complex V and an increase in mitochondrial membrane potential,and led to an induction of oxidative stress,endogenous inflammation,and apoptosis of AML cells.
