The title compound maistemonine(1)was isolated from the total alkaloid fraction of the 95%ethanol extract of the roots of Stemona japonica,followed by preparative HPLC and recrystallization from a mixture of n-hexane ...The title compound maistemonine(1)was isolated from the total alkaloid fraction of the 95%ethanol extract of the roots of Stemona japonica,followed by preparative HPLC and recrystallization from a mixture of n-hexane and ethyl acetate.The crystal structure of 1,C23H29NO)6,was determined by single-crystal X-ray diffraction analysis.The crystal belongs to orthorhombic system,space group P212121 with a=8.5698(6),b=14.0460(11),c=17.8815(17)?,V=2152.4(3)?3,Z=4,Mr=415.47,Dc=1.282 g/cm3,λ=0.71079?,μ=0.092 cm^–1,F(000)=888,S=0.995,R=0.0535 and wR=0.1067.A total of 5136 unique reflections were collected,of which 3523 were observed(Ⅰ>2σ(Ⅰ)).The absolute configuration of 1 could be assigned by referring to the conserved configuration of the methyl groups at C(2).Compound 1 shows mild cytotoxic activity against the prostate cancer cells LNCaP and PC3 with the IC50 values of 29.4±2.3 and 46.6±3.1 mM,respectively.It is noteworthy that the natural maistemonine(1)is different from the synthetic compound which was a racemic with the triclinic space group P1.The lactone rings E from the natural and synthetic 1 are almost perpendicular to each other when overlapping the remaining parts of the molecules.展开更多
基金supported by Guangdong Key Scientific Project(2013A022100029)Guangdong Characteristic Innovation Projects of Universities(2018GKTSCX055)。
文摘The title compound maistemonine(1)was isolated from the total alkaloid fraction of the 95%ethanol extract of the roots of Stemona japonica,followed by preparative HPLC and recrystallization from a mixture of n-hexane and ethyl acetate.The crystal structure of 1,C23H29NO)6,was determined by single-crystal X-ray diffraction analysis.The crystal belongs to orthorhombic system,space group P212121 with a=8.5698(6),b=14.0460(11),c=17.8815(17)?,V=2152.4(3)?3,Z=4,Mr=415.47,Dc=1.282 g/cm3,λ=0.71079?,μ=0.092 cm^–1,F(000)=888,S=0.995,R=0.0535 and wR=0.1067.A total of 5136 unique reflections were collected,of which 3523 were observed(Ⅰ>2σ(Ⅰ)).The absolute configuration of 1 could be assigned by referring to the conserved configuration of the methyl groups at C(2).Compound 1 shows mild cytotoxic activity against the prostate cancer cells LNCaP and PC3 with the IC50 values of 29.4±2.3 and 46.6±3.1 mM,respectively.It is noteworthy that the natural maistemonine(1)is different from the synthetic compound which was a racemic with the triclinic space group P1.The lactone rings E from the natural and synthetic 1 are almost perpendicular to each other when overlapping the remaining parts of the molecules.
