ABSTRACT
The isolation and NMR spectra of otosenine (1) and seneciphylline (2) from Senecio lorenthii are reported.
Subject(s)
Asteraceae , Plants, Medicinal , Pyrrolizidine Alkaloids/isolation & purification , Humans , Magnetic Resonance Spectroscopy , Plant Structures , Pyrrolizidine Alkaloids/chemistrySubject(s)
Oleanolic Acid/analogs & derivatives , Plants, Medicinal/chemistry , Saponins , Animals , Carbohydrate Sequence , Europe , Hemodynamics/drug effects , Magnetic Resonance Spectroscopy , Male , Molecular Sequence Data , Oleanolic Acid/chemistry , Oleanolic Acid/pharmacology , Rats , Rats, Sprague-Dawley , Spectrometry, Mass, Fast Atom Bombardment , Spectrophotometry, Infrared , Spectrophotometry, UltravioletABSTRACT
A new bidesmosidic triterpenoidal saponin 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->4)-alpha-L - arabinopyranosyl]-hederagenin-28-O-[alpha-L-rhamnopyranosyl- (1-->4)-beta-D- glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester, was isolated from the roots of Symphytum officinale. The structure was assigned by chemical methods and spectral analysis (1H, 13C, DEPT, NMR, EI-MS and FAB-MS) including 1H-1H COSY, 1H-13C COSY and HOHAHA. The prosapogenin of this saponin is also a new compound.
Subject(s)
Oleanolic Acid/analogs & derivatives , Plants, Medicinal , Saponins/chemistry , Triterpenes/chemistry , Carbohydrate Conformation , Carbohydrate Sequence , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Sequence Data , Oligosaccharides/chemistry , Oligosaccharides/isolation & purification , Plant Roots , Saponins/isolation & purification , Spectrometry, Mass, Fast Atom Bombardment , Triterpenes/isolation & purificationABSTRACT
A new triterpenoid saponin, 3-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D- galactopyranosyl-(1-->4)-beta-D-glucuronopyranosyl]-soyaspogeno l B [1] was isolated along with cycloartenol, stigmasterol, 3-O-acetyloleanolic acid, and sitosterol 3-beta-D-glucoside from a methanolic extract of the seeds of Vigna unguiculata subsp. unguiculata. The structure of 1 was elucidated by spectroscopic and chemical means.
Subject(s)
Oleanolic Acid/analogs & derivatives , Plants, Medicinal/chemistry , Saponins/chemistry , Triterpenes/chemistry , Carbohydrate Sequence , Hydrolysis , Magnetic Resonance Spectroscopy , Molecular Conformation , Molecular Sequence Data , Plant Extracts/analysis , Seeds/chemistry , Spectrophotometry, InfraredABSTRACT
A new bidesmosidic triterpenoidal saponin of hederagenin was isolated from the ethanolic extract of the roots of Symphytum officinale L. Its structure was elucidated by using 1H NMR, 1H-1H COSY NMR, heteronuclear 1H-13C correlated spectroscopy (heteroCOSY), 13C NMR, DEPT, FAB mass spectrometry and chemical evidence as 3-O-alpha-L-arabinopyranosyl]-hederagenin-28-O-[beta-D-gluco pyranosyl- (-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl]ester.
Subject(s)
Plants, Medicinal/chemistry , Saponins/isolation & purification , Triterpenes/isolation & purification , Carbohydrate Sequence , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Sequence DataABSTRACT
A new triterpenoidal saponin having hederagenin as the aglycone was isolated from the roots of SYMPHYTUM OFFICINALE L. The structure of this saponin was elucidated by FAB-MS, (1)H-, (13)C-NMR, 2D-NMR analyses and chemical studies as 3- O-[beta- D-glucopyranosyl-(1-->4)-alpha- L-arabinopyranosyl]-hederagenin 28- O-[beta- D-glucopyranosyl-(1-->6)-beta- D-glucopyranosyl] ester.
ABSTRACT
A new triterpenoidal aldehyde, nepehinal ( 1), has been isolated from the alcoholic extract of the whole plant of NEPETA HINDOSTANA. Its structure was established as 1beta,3beta,1 1alpha-trihydroxy-lup-20(29)-en-30-al through chemical and spectroscopic studies including two dimensional NMR. (13)C-NMR spectral assignments of nepeticin ( 2) have also been revised.
ABSTRACT
A new triterpenoidal saponin of hederagenin named symphytoxide A has been isolated from the ethanolic extract of the roots of Symphytum officinale and characterized on the basis of chemical investigations and spectroscopic studies as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->4)- alpha-L-arabinopyranosyl] hederagenin. The structure of this new saponin was established on the basis of 1D and 2D NMR experiments including heteroCOSY, COSY-45 degrees as well as HMBC measurements and other spectroscopic techniques. The saponin exhibited hypotensive activity in anesthetized rats.
Subject(s)
Oleanolic Acid/analogs & derivatives , Plants, Medicinal/chemistry , Saponins/isolation & purification , Animals , Antihypertensive Agents/chemistry , Antihypertensive Agents/isolation & purification , Antihypertensive Agents/pharmacology , Blood Pressure/drug effects , Carbohydrate Sequence , Female , Magnetic Resonance Spectroscopy , Male , Molecular Sequence Data , Oleanolic Acid/chemistry , Oleanolic Acid/isolation & purification , Oleanolic Acid/pharmacology , Rats , Rats, Wistar , Saponins/chemistry , Saponins/pharmacologyABSTRACT
Chemical investigation of the EtOH-soluble portion of Symphytum officinale roots has resulted in the isolation of a new pentacyclic triterpene glycoside of oleanolic acid. Its structure was elucidated by spectroscopic studies, including 2D nmr, and chemical evidences as 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->4)-alpha-L -arabinopyranosyl]-oleanolic acid [1].
