Isolation and chemotaxonomic significance of tuberostemospironine-type alkaloids from Stemona tuberosa.
An alkaloid named 6alpha-hydroxycroomine (1) as well as the known croomine (2), both belonging to the tuberostemospironine-alkaloid type, were isolated from Stemona tuberosa as the major components. The structure of 1 was elucidated through extensive spectroscopic analyses. Comparison of the HPLC profiles of the total alkaloids and the crude methanol extract showed that both compounds are naturally occurring. The first isolation of 1 and 2 from S. tuberosa has chemotaxonomic significance, confirming the close relationship between Stemona and Croomia. The trnL sequences of plants from the four genera of Stemonaceae cluster together as a clade, further lending support to retaining them in a single family.
Jiang
Ren-Wang
RW
Institute of Chinese Medicine, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, PR China.
Hon
Po-Ming
PM
Xu
Yan-Tong
YT
Chan
Yiu-Man
YM
Xu
Hong-Xi
HX
Shaw
Pang-Chui
PC
But
Paul Pui-Hay
PP
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000235:genetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D010802:Phylogeny; D011759:Pyrrolidines / Q000737:chemistry* / Q000302:isolation & purification*; D012015:Reference Standards; D013045:Species Specificity; D013141:Spiro Compounds / Q000737:chemistry* / Q000302:isolation & purification*; D041901:Stemonaceae / Q000737:chemistry* / Q000235:genetics
C509532:6-hydroxycroomine; D000470:Alkaloids; D011759:Pyrrolidines; D013141:Spiro Compounds; C082845:croomine; D004247:DNA