Triterpene saponins fromThalictrum minus. V. Structure of thalicoside B

The epigeal part ofThalictrum minus L. has yielded a new bidesmoside — thalicoside B — which has the structure of oleanolic acid 28-O-β-D-glucopyranoside 3-O-[O-α-L-rhamnopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranoside].     

Natural products from medicinal plants: non-alkaloidal natural constituents of the Thalictrum species

Thalictrum is an important plant genus that is widely used in traditional medicine. In this review considerable attention has been given to triterpenoid saponins in connection with their specific distribution in the Thalictrum genus and with their biological activity. All other non-alkaloid compounds isolated from the Thalictrum genus are also reviewed; these metabolites are discussed in relation to their structural features and to their role in the plants.     

Triterpene saponins fromThalictrum minus. II. Structure of an artefact

The acid hydrolysis of the predominating saponins isolated fromThalictrum minu? L. has led to the formation of a triterpenoid (I), which is an artefact of the native genin. The structure of (I) has been established as 22,25-epoxylanost-9(11)-ene-3β,16β,29-triol.     

Triterpene glycosides and their genins fromThalictrum foetidum. I. The structure of foetoside C

A new glycoside — foetoside C — has been isolated from the epigeal part ofThalictrum foetidum L. and, on the basis of chemical transformations and spectral characteristics its structure has been established as oleanolic acid 28-[O-α-D-glycopyranosyl-(1 → 6)-O-β-D-glucopyranoside] 3-O-[O-β-D-xylopyranosyl-(1 → 3)-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranoside].     

Triterpene glycosides of Thalictrum squarrosum. II. Molecular and crystal structure of squarrofuric acid

The structure of squarrofuric acid (an artifactual genin fromThalictrum squarrosum) has been confirmed by x-ray structural analysis and the configurations of the C13, C14, C17, C20, and C22 asymmetric centers have been established, which has enabled this compound to be assigned to the lanostane series with the following structure: 3β,30-dihydroxy-20(S),22(S)-22,25-epoxylanost-9(11)-en-21-oic acid.     

Flavonoids ofThalictrum foetidum

Conclusions Two fluavonoid glucosides have been isolated from the herbThalictrum foetidum L.: rutin and a new flavonoid glucorhamnin with an aglycone rarely found in nature. Glucorhamnin has been characterized as rhamentin 3--D-glucopyranoside.Khimiya Prirodnykh Soedinenii, Vol. 5, No. 5, pp. 369–371, 1969     

Triterpene saponins fromThalictrum minus. VIII. Structure of thalicoside D

Thalicoside D — a new triterpene glycoside isolated fromThalictrum minus L. (Ranunculaceae) — has the structure of oleanolic acid 3-O-[O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranoside 28-O-[O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside]. This structure was established by the use of the results of acid and alkaline hydrolyses, SIMS spectra, and one- and two-dimensional NMR spectroscopy. Deceased.     

Triterpene glycosides ofThalictrum squarrosum I. Structure of squarrofuric acid

Squarrofuric acid has been isolated fromThalictrum squarrosum by the acid hydryolysis of a methanolic extract. It is suggested that is is an artefact formed on hydrolysis and has the structure of 3, 30-dihydroxy-22,25-epoxylanost-9(11)-en-21-oic acid.¹H and¹³C NMR spectra are given for squarrofuric acid and nine of its derivatives. The mass-spectral characteristics and physicochemical constants of the compounds studied are presented.Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Irkutsk State University. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 376–384, May–June, 1987.     

Structure of thalictoside

Thalictoside (I), a novel glycoside containing a nitro group, has been isolated from Thalictrum aquilegifolium and the structure has been established by chemical transformations, spectral analysis and synthesis.     

Biosynthesis of aporphine - benzylisoquinoline alkaloids. I. Reticuline as a precursor of thalicarpine in thalictrum minus.

Reticuline considered as the most possible precursor of thalicarpine has been administered into intact plants of $\text{Thalictrum minus}$ and its incorporation established in both benzylisoquinoline and aporthine parts of this alkaloid.     

Alkaloids ofThalictrum sachalinense. V

Summary Glaucine, N-methylnantenine, thalrugosine, magnoflorine, berberine, and the unidentified bases (II) and (III) have been obtained from the roots and rhizomes ofThalictrum sachalinense. The main alkaloid in the combined bases of the roots and rhizomes was magnoflorine.Intitute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center of the Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 594–597, September–October, 1978.     

Triterpene saponins fromThalictrum minus. VII. Structure of thalicoside E

A new minor cycloartane glycoside — thalicoside E, 9,19-cyclo-20(S)-lanost-23-ene-3β,16β,22ζ,25,29-pentaol 3-O-β-D-galactoside 29-O-β-D-glucopyranoside — has been isolated from the epigeal part ofThalictrum minus L. (Ranunculaceae).     

Two New Anti-Tobacco Mosaic Virus Alkaloids from the Whole Plants of Thalictrum microgynum

Chemistry of Natural Compounds - Two new (1 and 2), together with four known (3–6) alkaloids were isolated from the whole plants of Thalictrum microgynum. Compounds 1–6 were tested for...     

The polarographic behavior of thalsimine

Summary In a study of the polarographic behavior of thalsimine in an aqueous alcholic solution of (C₂H₅)₄NOH it was found that the product of the electrode reaction is dihydrothalsimine.A chromatopolarographic method for the quantitative determination of thalsimine in the epigeal part ofThalictrum simplex has been proposed.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 387–389, May–June, 1975.     

Triterpene glycosides of Thalictrum squarrosum. II. Molecular and crystal structure of squarrofuric acid

The structure of squarrofuric acid (an artifactual genin fromThalictrum squarrosum) has been confirmed by x-ray structural analysis and the configurations of the C13, C14, C17, C20, and C22 asymmetric centers have been established, which has enabled this compound to be assigned to the lanostane series with the following structure: 3,30-dihydroxy-20(S),22(S)-22,25-epoxylanost-9(11)-en-21-oic acid.Novosibirsk Institute of Organic Chemistry, Siberian Branch of the USSR Academy of Science. Irkutsk Institute of Organic Chemistry, Siberian Branch of the USSR Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 533–537, July–August, 1987.     

Enzymic control of stereochemistry among the Thalictrum bisbenzylisoquinoline alkaloids

The new bisbenzylisoquinolines (+)-tha1igrisine $\text{1}$ and (+)-tha1iphylline ($\text{6}$) have been isolated from $\text{Thalictrum minus}$ var. $\text{microphyllum}$. Four rules are described which correlate the structures of Thalictrum bisbenzylisoquinolines with their stereochemistry at C-1 and C-1'. As a result, (+)-tha1rugosamine is shown to be identical with (+)-homoaromo1ine ($\text{14}$). (+)-Thalisamine and (+)-N'-norhernandezine are also identical and are represented by expression $\text{18}$. The sole exception to the rules is (-)-isothalidezine ($\text{15}$).     

Determination of isoquinoline alkaloids inThalictrum herbal drugs by non-aqueous capillary electrophoresis

Summary A rapid non-aqueous capillary electrophoresis method has been developed for the separation and determination, within 14 min, of eight isoquinoline alkaloids (berberine, palmatine, jatrorrhizine, (+)-tetrandrine, berbamine, thalifaricine, northalfine, and thalistine) in seventeen samples of the herbal drug thalictrum. A methanolic solution of sodium acetate (75mm) and acetic acid (1m) was found to be the optimum running buffer for the separation. Thalictrum Atriplex Finet et Gagep (T.AFG) was selected for further study, including investigation of recovery and precision, because this preparation contained all the isoquinoline alkaloids tested. Calibration curves were highly linear over a 20-fold concentration range and detection limits for all eight alkaloids were in the range 0.42–3.04 μg mL⁻¹.     

Two New Benzazepine Alkaloids from Thalictrum wangii and their Anti-Rotavirus Activity

Chemistry of Natural Compounds - Two new benzazepine alkaloids (1 and 2) were isolated from the whole plants of Thalictrum wangii. Their structures were determined by means of HR-ESI-MS and...     

New dimeric aporphine-benzylisoquinoline alkaloids from Thalictrum faberi

From Thalictrum faberi ten new aporphine-benzylisoquinoline dimers were isolated and the complete structures assigned by spectral methods. Of them, thalifaberine (1), thalifabine (2), thalifarapine (3), thalifabatine (4), thalifasine (5) and dehydrothalifaberine (6) ' constitute a new type of aporphine-benzylisoquinoline dimers. Huangshanine (7), faberonine (8), faberidine (9) and dehydrohuangshanine (10) are fetidine-type alkaloids.     

小叶唐松草的两个新氧化阿朴芬类生物碱

Two new oxoaporphine alkaloids, 1,2,3,10-tetramethoxy-9-(2-hydroxy-4,5-dimethoxybenzyloxy)oxoaporphine (1) and 1,2,3,10-tetramethoxy-9-(4,5-dimethoxy-2-formylphenoxy)oxoaporphine (2), were isolated from Thalictrum elegans. Their structures were elucidated based on spectroscopic analysis including 1D, 2D NMR, IR and MS.