A new triterpenoid acid from <Emphasis Type="Italic">Schisandra henryi</Emphasis>

A new lanostane triterpenoid acid, nigranoic acid 3-ethyl ester (1), together with two known lanostane triterpenoid acids, isoschizandronic acid (2) and anwuweizic acid (3), was isolated from the stems of Schisandra henryi Clarke. The new compound was identified based on extensive spectroscopic studies including HR-ESI-MS and 2D NMR spectra, and the known compounds were identified by their spectroscopic data analysis and comparison with reports in the literature. Compounds 2 and 3 were isolated from the plant for the first time.     

New triterpenoids from the orchids Scaphyglottis livida and Nidema boothii

Two new triterpenoids, nidemin (1), a modified lanostane, and 9,19-cyclolanosta-24,24-dimethyl-25-en-3beta-yl trans-p-hydroxycinnamate (2) have been isolated from the orchids Nidema boothii and Scaphyglottis livida, respectively. The isolates were characterized by spectral methods. The structure of nidemin (1) was unambiguously confirmed by X-ray analysis.     

Chymotrypsin inhibitory triterpenoids from Silybum marianum

Marianine, the new lanostane triterpene (1) and marianosides A (2) and B (3) have been isolated from the whole plant of Silybum marianum. Their structures were elucidated on the basis of extensive analysis of their one dimensional and two dimensional nuclear magnetic resonance (1D, 2D-NMR) spectral data. All inhibited chymotrypsin in a concentration-dependent manner.     

Lanostanoids Isolated from Ganoderma lucidum Mycelium Cultured by Submerged Fermentation

Three new lanostane triterpene acids, 3‐O‐acetylganoderic acid B ( 1 ), 8β,9α‐dihydroganoderic acid C ( 3 ), and 3‐O‐acetylganoderic acid K ( 4 ), as well as two new lanostane triterpene acid ethyl esters, ethyl 3‐O‐acetylganoderate B ( 2 ) and ethyl ganoderate J ( 5 ), were isolated and characterized from Ganoderma lucidum mycelia which was cultured by submerged fermentation method. Their structures were elucidated on the basis of spectroscopic methods. In addition, the identification of two known lanostane triterpene acid methyl esters, methyl O‐acetyl ganoderate C and methyl 3,7,11,15,23‐pentaoxo‐lanost‐8‐en‐26‐oate were identified by comparison of the NMR data with those reported in the literature.     

Two new lanostane triterpenoids from Abies sachalinensis

The continuous chemical investigation on the ethyl acetate (EtOAc) soluble fraction of the MeOH extract afforded two new lanostane triterpenoid derivatives including one with a rearranged lanostane skeleton. They were identified as 3,4-seco-8-(14→,13R)abeo-17,13-friedo-9β-lanosta-4(28), 7,14(30),24-tetraen-26,23-olide-23-hydroxy-3-oic acid (1) and 7,14-mariesa-dien-3a-hydroxy-25-methoxy-26-oic acid (2). Structural determination of these compounds were carried out by the spectral studies especially by the two digital (2D)-NMR and high-resolution MS experiences.     

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.     

Chemical constituents of Jordanian propolis

Seventeen compounds, including a new lanostane triterpenoid, 24(Z)-1β-3β-dihydroxyeupha-7,24-dien-26-oic acid, have been isolated from the methanolic extracts of two samples of Jordanian propolis collected from two different places with different dominant flora. The structures of the isolated compounds were elucidated by spectral methods including IR, UV, MS and 1- and 2-D NMR.     

New lanostane-type triterpene acids from wolfiporia extensa

ABSTRACT: BACKGROUD: Dried sclerotia of Wolfiporia extensa (Polyporaceae) is used to invigorate the spleen and to tranquilize the mind in Chinese herbal medicine. Lanostane-type triterpene acids were regard as major secondary metabolites from dried sclerotia of W. extensa. RESULTS: Three new lanostane-type triterpene acids, 3-epi-benzoyloxyl-dehydrotumulosic acid (1), 3-epi-(3'-O-methyl malonyloxy)-dehydrotumulosic acid (2) and 3-epi-(3'-hydroxy-3'-methylglutaryloxyl)-dehydrotumulosic acid (3), were isolated from the sclerotia of W. extensa, together with 3 known lanostane derivatives (4-6). Their structures were elucidated on the basis of spectroscopic analysis, including 1D and 2D-NMR techniques. CONCLUSION: Six lanostane derivatives including three new triterpene acids and three known compounds were reported from the sclerotia of W. extensa in this paper.     

Two new lanostane triterpenoids from Abies sachalinensis

The continuous chemical investigation on the ethyl acetate （EtOAc） soluble fraction of the MeOH extract afforded two new lanostane triterpenoid derivatives including one with a rearranged lanostane skeleton. They were identified as 3,4-seco-8-（14→13R）abeo-17,13-friedo-9β-lanosta-4（28）, 7,14（30）,24-tetraen-26,23-olide-23-hydroxy-3-oic acid （1） and 7,14-mariesa- dien-3oL-hydroxy-25-methoxy-26-oic acid （2）. Structural determination of these compounds were carried out by the spectral studies especially by the two digital （2D）-NMR and high-resolution MS experiences.     

Synthesis of desoxyanteridiol,a lanostane analog of a fungal sex hormone

The stereoselective synthesis of a-lactone, (22R)-3-acetoxy-22-hydroxylanosta-8,24(31)-dien-32-oic acid (X), which is the first lanostane analog of the sex hormone ofAchlya aqueous fungi, was carried out by means of 1,3-dipolar addition of nitrile oxides to lanostane olefin (I) through (22R)-isoxazoline (III) as a key intermediate.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 969–972, April, 1991.     

A new triterpenic alcohol from Fomitopsis pinicola

From a biologically active fraction of extract from the fungus Fomitopsis pinicola, a new lanostane triterpene was isolated, 3alpha-acetyloxylanosta-8,24-diene-21-ol (1), along with two known triterpenic acids, (2) and (3). The structures of the compounds were elucidated based on their spectral properties. [structure: see text]     

Novel lanostane and rearranged lanostane-type triterpenoids from Abies sachalinensis - II -

In the previous work we reported five A-seco-rearranged lanostane triterpenoids as antibacterial constituents from the ethyl acetate soluble fraction of Abies sachalinensei leaves. In further study on the isolation of constituents from the ethyl acetate soluble fraction, two new rearranged lanostane and lanostane-type triterpenoids (3, 4) and three reported compound (1, 2, 5) were isolated. The structures of new compound 3 and 4 were determined to be 3,4-seco-4(28),6,8(14),24-mariesatetraen-26,23-olide-23-hydroxy-3-oic acid and 3,4-seco-4(28),7,24-lanostatrien-26,23-olide-23-hydroxy-3-oic acid, respectively, by spectral studies on HR-MS, (1)H-NMR, (13)C-NMR, and 2D-NMR spectra. Compound 1 was identified with pindrolactone and its structure was revised as 7,14,22Z,24-mariesatetraen-26,23-olide-3alpha-ol. Structures of 2 and 5 were determined as 7,14,24-mariesatrien-26,23-olide-3alpha,23-diol and 3alpha-hydroxy-7,14,24E-mariesatrien-23-oxo-26-oic acid. Of these compounds, 2, 3 and 4 were obtained as lactol tautomer mixtures at gamma-lactone structures of side chains.     

New lanostane triterpene lactones from the Vietnamese mushroom Ganoderma colossum (FR.) C. F. BAKER

Four new lanostane triterpene lactones (colossolactone I, colossolactone II, colossolactone III and colossolactone IV) were isolated from the Vietnamese mushroom Ganoderma colossum (FR.) C. F. BAKER along with five known compounds. The structures of the new compounds were determined on the basis of MS, NMR and circular dichroism.     

Triterpenoids from Abies sp. IX. Triterpene lactones from Abies sibirica bark

Four lanostane lactones have been isolated from an ethereal extract of Siberian fir bark — abieslactone and its hydroxy and keto analogs, and also (25R)-24,25-dihydroabieslactone, the structure of which was established on the basis of a chemical and spectral correlation with known compounds.Novosibirsk Institute of Organic Chemistry, Siberian Branch, USSR Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 220–225, March–April, 1989.     

Tyromycic acids F and G: two new triterpenoids from the mushroom Tyromyces fissilis

Phytochemical examination of the methanol extract of the fruit bodies of the Japanese fungus Tyromyces fissilis led to the isolation of two new lanostane derivatives called tyromycic acids F (1) and G (2), together with two known compounds, tyromycic acid (3) and trametenolic acid B (4). Their structures were identified by 2D NMR, IR, and UV spectroscopy.     

Triterpenoids from Abies species

From an acid fraction of an ethereal extract of Siberian fir needles two new stereoisomeric acids, the molecules of which have a modified lanostane carbon skeleton, have been isolated in the form of methyl esters. The structures of the molecules of these substances have been established by the use of¹³C and¹H NMR,¹H-¹H and¹³C-¹H two-dimensional NMR spectra, circular dichroism, and chemical transformations as (24Z)- and (24E)-8(14 → 13)-abeo-17,13-friedo-lanosta-8,14(30),24-triene-3,23-dion-26-oic acids.     

Structures of Ganoderic Acid A and B,Two New Lanostane Type Bitter Triterpenes from Ganoderma lucidum (FR.) KARST.

The structures of two new bitter triterpenes, ganoderic acid A and B. isolated from a mushroom Ganoderma lucidum (FR.) Karst. (Polyporaceae) were determined as 1 and 2 on the basis of spectral data. Ganoderic acid A is a novel highly oxidized triterpene bearing a boat-shaped A-ring of lanostane.     

Highly oxygenated lanostane triterpenoids from the fungus Ganoderma applanatum

Two new highly oxygenated lanostane triterpenoids, ganoderic acid AP2 (1) and ganoderic acid AP3 (2), were isolated from the fruiting bodies of the fungus Ganoderma applanatum (Ganodermataceae), along with four known analogues, ganoderenic acids A, B, D and G (3-6). The structures of the new compounds were elucidated on the basis of extensive spectroscopic analysis.     

Triterpenoids from Abies species VII. New lanostane lactones from Siberian fir needles

Two new lanostane lactones have been isolated from the neutral fraction of an ethereal extract of Siberian fir needles by chromatography, and their structures have been established on the basis of their spectral characteristics and chemical transformations.Novosibirsk Institute of Organic Chemistry, Siberian Branch, USSR Academy of Sciences. S. M. Kirov Leningrad Academy of Wood Technology. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 207–212, March–April, 1989.     

Triterpenoids from the Stems of Schisandra glaucescens

Two new lanostane triterpenoids, schiglauzic acid ( 1 ) and schiglaucyclozic acid ( 2 ), together with two known ones, anwuweizic acid ( 3 ) and manwuweizic acid ( 4 ), were isolated from the stems of Schisandra glaucescens. Their structures were determined on the basis of extensive spectroscopic methods, including two‐dimensional NMR techniques, and were further confirmed by X‐ray crystallographic analysis.