Selaginellin A and B, two novel natural pigments isolated from Selaginella tamariscina.
Two new unusual natural pigments were first isolated from the whole herbs of Selaginella tamariscina. The structure of selaginellin A (1) was established as (R,S)-4-[(4'-hydroxy-3-((4-hydroxyphenyl)ethynyl)biphenyl-2-yl)(4-hydroxyphenyl)methylene]-2,5-cyclohexadien-1-one and selaginellin B (2) as (R,S)-4-[(4'-methoxy-4-(methyl)-3-((4-methoxyphenyl)ethynyl)biphenyl-2-yl)(4-methoxyphenyl)methylene]-2,5-cyclohexadien-1-one, along with four known biflavonoids, amentoflavone (3), hinokiflavone (4), heveaflavone (5), and 7''-O-methylamentoflavone (6). Their chemical structures were elucidated by spectral analysis of electrospray ionization mass spectroscopy (ESI-MS), one-dimensional nuclear magnetic resonance spectroscopy (1D-NMR) and two-dimensional-nuclear magnetic resonance spectroscopy (2D-NMR) including (1)H-NMR, (13)C-NMR, distortionless enhancement by polarization transfer (DEPT) and heteronuclear multiple bond coherence (HMBC), and single-crystal X-ray diffraction techniques.
Cheng
Xian-Long
XL
Department of Chinese Materia Medica and Natural Products, National Institute for the Control of Pharmaceutical & Biological Products, Beijing, PR China.
Ma
Shuang-Cheng
SC
Yu
Jian-Dong
JD
Yang
Shi-Ying
SY
Xiao
Xin-Yue
XY
Hu
Jun-Ying
JY
Lu
Yang
Y
Shaw
Pang-Chui
PC
But
Paul Pui-Hay
PP
Lin
Rui-Chao
RC
D001713:Biphenyl Compounds / Q000737:chemistry / Q000302:isolation & purification*; D003512:Cyclohexanones / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D010860:Pigments, Biological / Q000737:chemistry / Q000302:isolation & purification*; D032503:Selaginellaceae / Q000737:chemistry*
C530550:(R,S)-4-((4'-hydroxy-3-((4-hydroxyphenyl)ethynyl)biphenyl-2-yl)(4-hydroxyphenyl)methylene)-2,5-cyclohexadien-1-one; C530549:(R,S)-4-((4'-methoxy-4-(methyl)-3-((4-methoxyphenyl)ethynyl)biphenyl-2-yl)(4-methoxyphenyl)methylene)-2,5-cyclohexadien-1-one,; D001713:Biphenyl Compounds; D003512:Cyclohexanones; D010860:Pigments, Biological