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1.
J Asian Nat Prod Res ; 9(3-5): 299-305, 2007.
Article in English | MEDLINE | ID: mdl-17566925

ABSTRACT

Phytochemical investigations of the fruits of Stocksia brauhica (Sapindaceae) resulted in the isolation of a new acylated flavone glycoside. Its structure of the new compound brauhenefloroside D (1) was established as 3-O-[(alpha-L-rhamnopyranosyl)oxy]-7-O-[(acetyl)-beta-D-glucopyranosyl (1 --> 4)]-[6-O-(4-hydroxy-E-cinnamoyl)-beta-D-glucopyranosyl-(1 --> 2)-alpha-L-rhamnopyranosyl)-oxy]-kaempferol. The structure elucidation of the new compound was based primarily on 1D and 2D NMR analysis, including COSY, HMBC and HMQC correlations.


Subject(s)
Flavones/isolation & purification , Fruit/chemistry , Glycosides/isolation & purification , Sapindaceae/chemistry , Trisaccharides/isolation & purification , Acylation , Flavones/chemistry , Glycosides/chemistry , Magnetic Resonance Spectroscopy , Trisaccharides/chemistry
2.
Fitoterapia ; 71(5): 618-20, 2000 Sep.
Article in English | MEDLINE | ID: mdl-11449528

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/chemistry
4.
Phytochemistry ; 40(1): 213-8, 1995 Sep.
Article in English | MEDLINE | ID: mdl-7546550

ABSTRACT

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 & purification
5.
J Nat Prod ; 58(7): 1070-4, 1995 Jul.
Article in English | MEDLINE | ID: mdl-7561899

ABSTRACT

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, Infrared
7.
Phytochemistry ; 36(2): 439-43, 1994 May.
Article in English | MEDLINE | ID: mdl-7764880

ABSTRACT

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 Data
8.
Planta Med ; 59(5): 461-4, 1993 Oct.
Article in English | MEDLINE | ID: mdl-17236008

ABSTRACT

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.

9.
Planta Med ; 59(4): 366-8, 1993 Aug.
Article in English | MEDLINE | ID: mdl-17235991

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.

10.
Phytochemistry ; 32(6): 1543-7, 1993 Apr.
Article in English | MEDLINE | ID: mdl-7763557

ABSTRACT

A new triterpenoid saponin, macrophyllicin has been isolated from the methanolic extract of the whole plant of Primula macrophylla. On the basis of chemical and spectral evidence, the structure of macrophyllicin was determined as 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl- (1-->2)-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl] -6 beta,16 alpha,28-trihydroxy-olean-12-ene. The 2D NMR experiments were useful in providing complete information on the structure of macrophyllogenin, a new sapogenin.


Subject(s)
Oleanolic Acid/analogs & derivatives , Plants/chemistry , Saponins/isolation & purification , Triterpenes/isolation & purification , Carbohydrate Sequence , Magnetic Resonance Spectroscopy , Molecular Sequence Data , Molecular Structure , Saponins/chemistry , Triterpenes/chemistry
11.
Phytochemistry ; 32(4): 1003-6, 1993 Mar.
Article in English | MEDLINE | ID: mdl-7763474

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/pharmacology
12.
J Nat Prod ; 56(3): 329-34, 1993 Mar.
Article in English | MEDLINE | ID: mdl-8482944

ABSTRACT

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].


Subject(s)
Oleanolic Acid/analogs & derivatives , Plants, Medicinal/chemistry , Saponins/chemistry , Carbohydrate Sequence , Hydrolysis , Magnetic Resonance Spectroscopy , Molecular Sequence Data , Monosaccharides/analysis , Oleanolic Acid/chemistry , Oleanolic Acid/isolation & purification , Saponins/isolation & purification , Spectrometry, Mass, Fast Atom Bombardment
13.
Planta Med ; 51(6): 521-3, 1985 Dec.
Article in English | MEDLINE | ID: mdl-17345277

ABSTRACT

A new triterpene, nepehinol, has been isolated from the medicinal plant NEPETA HINDOSTANA. The structure 3beta-hydroxy-18beta, 19alpha H-lup-20 (19)-ene has been suggested for it.

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