Recurvosides A - E, new polyhydroxylated steroidal saponins from Nolina recurvata stems
A series of five new polyhydroxylated steroidal saponins, named recurvosides A - E, were isolated from the stems of Nolina recurvata (Agavaceae). Their structures were determined through detailed interpretation of various spectra, including two-dimensional (2D) NMR, and by acid-catalized hydrolysis....
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| Published in | Tetrahedron Vol. 51; no. 8; pp. 2281 - 2292 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier Ltd
20.02.1995
Elsevier |
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| Abstract | A series of five new polyhydroxylated steroidal saponins, named recurvosides A - E, were isolated from the stems of
Nolina recurvata (Agavaceae). Their structures were determined through detailed interpretation of various spectra, including two-dimensional (2D) NMR, and by acid-catalized hydrolysis. Among them, recurvoside E was revealed to be very unique in structure being a trisdesmoside with a β-
d-fructofuranose as the monosaccharide component attached to the C-21 hydroxyl group of the aglycone. The isolated saponins were evaluated for inhibitory activity on cAMP phosphodiesterase as a primary screening test to find new biologically active compounds.
The structures of recurvosides A (
1) – E (
5) were determined by extensive 2D NMR analysis and hydrolysis. |
|---|---|
| AbstractList | A series of five new polyhydroxylated steroidal saponins, named recurvosides A - E, were isolated from the stems of Nolina recurvata (Agavaceae). Their structures were determined through detailed interpretation of various spectra, including two-dimensional (2D) NMR, and by acid-catalized hydrolysis. Among them, recurvoside E was revealed to be very unique in structure being a trisdesmoside with a beta-D-fructofuranose as the monosaccharide component attached to the C-21 hydroxyl group of the aglycone. The isolated saponins were evaluated for inhibitory activity on cAMP phosphodiesterase as a primary screening test to find new biologically active compounds. A series of five new polyhydroxylated steroidal saponins, named recurvosides A - E, were isolated from the stems of Nolina recurvata (Agavaceae). Their structures were determined through detailed interpretation of various spectra, including two-dimensional (2D) NMR, and by acid-catalized hydrolysis. Among them, recurvoside E was revealed to be very unique in structure being a trisdesmoside with a β- d-fructofuranose as the monosaccharide component attached to the C-21 hydroxyl group of the aglycone. The isolated saponins were evaluated for inhibitory activity on cAMP phosphodiesterase as a primary screening test to find new biologically active compounds. The structures of recurvosides A ( 1) – E ( 5) were determined by extensive 2D NMR analysis and hydrolysis. |
| Author | Kuroda, Minpei Nikaido, Tamotsu Mimaki, Yoshihiro Takaashi, Yoko Ohmoto, Taichi Sashida, Yutaka |
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| Cites_doi | 10.1248/cpb.29.3586 10.1016/0031-9422(92)83678-R 10.1248/cpb.42.710 10.1002/jps.2600611003 10.1016/S0040-4039(00)61731-8 10.1055/s-2007-971466 10.1248/cpb.42.1116 10.1016/S0031-9422(00)80653-6 10.1248/cpb.41.1784 10.1246/bcsj.66.1182 10.1016/0031-9422(88)80001-3 10.1246/cl.1994.805 10.1016/0031-9422(91)84170-W 10.1248/cpb.42.926 10.1016/S0008-6215(00)80536-4 10.1016/0031-9422(93)85361-T 10.1016/S0031-9422(00)82400-0 10.1248/cpb.36.654 |
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| Keywords | GLYCOSIDES CYCLIC-AMP PHOSPHODIESTERASE OLIGOSACCHARIDES BULBS TRITERPENOID SAPONINS NMR-SPECTROSCOPY INHIBITORS |
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| Snippet | A series of five new polyhydroxylated steroidal saponins, named recurvosides A - E, were isolated from the stems of
Nolina recurvata (Agavaceae). Their... A series of five new polyhydroxylated steroidal saponins, named recurvosides A - E, were isolated from the stems of Nolina recurvata (Agavaceae). Their... |
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| Title | Recurvosides A - E, new polyhydroxylated steroidal saponins from Nolina recurvata stems |
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