Three new nortriterpene glycosides and two new triterpene glycosides from the bulbs of Scilla scilloides

Three new norlanostane-type triterpene glycosides, scillanostasides A, B, and C, and two new lanostane-type triterpene glycosides, scillanostasides D and E, were isolated from the bulbs of Scilla scilloides Druce (Liliaceae) along with one known norlanostane-type triterpene heptaglycoside, scillascilloside G-1. Their chemical structures were determined on the basis of spectroscopic data as well as chemical evidence.     

Triterpene Saponins from the Leaves of Ilex pernyi

Eight new triterpene saponins, ilexpernosides C–J ( 1 – 8 , resp.), and eight known triterpene saponins were isolated from the 70% EtOH extract of the leaves of Ilex pernyi. The structures of the new compounds were elucidated by spectroscopic data and chemical degradation.     

Acetylated triterpene saponins from the Thai medicinal plant, Sapindus emarginatus

From the pericarps of Sapindus emarginatus (Sapindaceae), three new acetylated triterpene saponins were isolated together with hederagenin and five known triterpene saponins, as well as one known sweet acyclic sesquiterpene glycoside, mukurozioside IIb. The structures of new compounds were elucidated as hederagenin 3-O-(2-O-acetyl-beta-D-xylopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside, 23-O-acetyl-hederagenin 3-O-(4-O-acetyl-beta-D-xylopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside and oleanolic acid 3-O-(4-O-acetyl-beta-D-xylopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside by chemical and spectroscopic data.     

Triterpenes and triterpene saponins from the stems of Akebia trifoliata

To characterize the stems of Akebia trifoliata chemically, a detailed phytochemical examination was carried out on A. trifoliata stems, with particular attention to the triterpene and triterpene saponin constituents, and resulted in the isolation of three new triterpenes (1-3) and three new triterpene saponins (11-13), together with seven known triterpenes (4-10) and 12 known triterpene saponins (14-25). The structures of the new compounds were determined on the basis of spectroscopic analysis, including two-dimensional NMR spectroscopic data, and the results of hydrolysis. Four saponins (22-25), which were obtained in good yields and were not isolated from Akebia quinata stems, are concluded to be applicable as marker compounds in chemically distinguishing between A. trifoliata and A. quinata by conventional TLC examination. To the best our knowledge, the current work is the first chemical investigation of A. trifoliata.     

Medicinal flowers. XXXVI.1) Acylated oleanane-type triterpene saponins with inhibitory effects on melanogenesis from the flower buds of Chinese Camellia japonica

Four acylated oleanane-type triterpene oligoglycosides, sanchakasaponins E-H, were isolated from the flower buds of Camellia japonica cultivated in Yunnan province, China, together with four known triterpene oligoglycosides. The chemical structures of the new triterpene oligoglycosides were elucidated on the basis of chemical and physicochemical evidence. The inhibitory effects of the triterpene oligoglycoside constituents on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells were investigated.     

Two new holostan-type triterpene glycosides from the sea cucumber Bohadschia marmorata JAEGER

Two new holostan-type triterpene glycosides, 17-hydroxy fuscocineroside B (1) and 25-hydroxy fuscocineroside B (2), together with a known triterpene glycoside, fuscocineroside B (3) were isolated from the sea cucumber Bohadschia marmorata JAEGER. The structures of the new triterpene glycosides were elucidated on the basis of spectroscopic analyses and chemical reactions. Compounds 1 and 3 showed considerable antifungal activities against six strains.     

A new lanostane-type triterpene and sesquiterpene lactones from Vernonia leopoldii and their in vitro cytotoxicity

Investigation of the aerial parts of Vernonia leopoldii (Sch. Bip.) Vatke afforded a new lanostane-type triterpene along with known hirsutinolide-type sesquiterpene lactones and flavonoid glycosides, all are identified for the first time in this species. The new compound was identified as lanost-3β, 23S-dihydroxy-22(31)-ene. The structures of the isolated compounds were elucidated based on spectroscopic evidence. The hirsutinolides and the triterpene were evaluated for their cytotoxicity against four human cancer cell lines using MTT assay.     

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.     

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.     

A new 18,19-secoursane triterpene from the leaves of <Emphasis Type="Italic">Diospyros kaki</Emphasis>

A new 18,19-secoursane triterpene together with five known compounds were isolated from the leaves of Diospyros kaki. The structure of the new compound was elucidated as 18,19-seco-3β-hydroxy-urs-12-en-18-one on the basis of spectroscopic methods.     

Structures of new cucurbitane-type triterpenes and glycosides, karavilagenins and karavilosides, from the dried fruit of Momordica charantia L. in Sri Lanka

Three new cucurbitane-type triterpene called karavilagenins A, B, and C and five new cucurbitane-type triterpene glycosides called karavilosides I, II, III, IV, and V were isolated from the dried fruit of Sri Lanka Momordica charantia L. (Cucurbitaceae) together with two known cucurbitane-type triterpenes, 19(R)-methoxy-5beta,19-epoxycucurbita-6,23-dien-3beta,25-diol and 5,19-epoxycucurbita-6,23-diene-3,25-diol, and nine known cucurbitane-type triterpene glycosides, goyaglycosides-b, -c, and -d, and momordicosides F1, F2, G, I, K, and L. The structures of karavilagenins and karavilosides were elucidated on the basis of chemical and physicochemical evidence.     

Medicinal flowers. XVII. New dammarane-type triterpene glycosides from flower buds of American ginseng, Panax quinquefolium L

Five new dammarane-type triterpene glycosides, floralquinquenosides A, B, C, D, and E, were isolated from the flower buds of American ginseng, Panax quinquefolium L., together with 18 known dammarane-type triterpene glycosides and 3 flavonoid glycosides. The structures of new floralquinquenosides were elucidated on the basis of chemical and physicochemical evidence.     

A new triterpene and dibenzocyclooctadiene lignans from Schisandra propinqua (WALL.) BAILL

A new triterpene and two new natural dibenzocyclooctadiene lignans were isolated from the stems of Schisandra propinqua. In addition, three known lignans, octadecanoic acid, 2,3-dihydroxypropyl ester and beta-sitosterol were isolated. The structures of the new triterpene and new natural products were elucidated base on spectral analysis, including 1D and 2D NMR experiments. The isolates were tested for their cytotoxic effects against several tumor cell lines by MTT assay.     

Medicinal flowers. XI. Structures of new dammarane-type triterpene diglycosides with hydroperoxide group from flower buds of Panax ginseng

Six new dammarane-type triterpene diglycosides with a hydroperoxide group, floralginsenosides A, B, C, D, E, and F, were isolated from ginseng flower, the flower buds of Panax ginseng C. A. MEYER, together with seven known dammarane-type triterpene oligoglycosides. The structures of new floralginsenosides were elucidated on the basis of chemical and physicochemical evidence.     

Two new triterpene glycosides with monomethyl malonate groups from the rhizome of Cimifuga foetida L

Two new 9,19-cycloartane triterpene glycosides 1-2, together with four known compounds--26-deoxyactein (3), actein (4), 7,8-didehydro-26-deoxyactein (5) and cimiaceroside B (6)--were isolated from the rhizome of Cimicifuga foetida. The new triterpene glycosides were identified as 23-O-methyl-24-deoxy-2'-O-(3'-methylmalonyl)-cimiaceroside B (1) and 2'-O-(3'-methylmalonyl)actein (2) based on analysis of their spectral data and chemical reactions.     

A new triterpene glucosyl ester from the fruit of the blackberry (Rubus allegheniensis)

A new triterpene glucosyl ester, rubusside A, has been isolated from the fruit of the blackberry (Rubus allegheniensis PORT.) along with a known triterpene glucosyl ester, niga-ichigoside F1. The chemical structure of rubusside A was determined on the basis of spectroscopic data as well as chemical evidence.     

New triterpene diglycosides from the rhizome of Cimifuga foetida

Five new 9,19-cycloartane triterpene diglycosides, which have been named cimiaceroside C (1), and cimifosides A-D (2-5) together with the known compounds cimiracemoside D (6), cimidahurine (7) and alpha-D-glucopyranosyl-l-beta-D-fructofuranoside (8) were isolated from the rhizome of Cimicifuga foetida. The new triterpene diglycosides 1-5 were identified as cimiacerol-3-O-beta-D-xylopyranosyl-(1'-->3')-beta-D-xylopyranoside, 12beta-hydroxycimigenol-3-O-beta-D-xylopyranosyl-(1'-->3')-beta-D-xylopyranoside, 25-Oacetylcimig-enol-3-O-beta-D-xylopyranosyl-(1'-->3')-beta-D-xylopyranoside, 24- acetylhydroshengmanol-3-O-beta-D-xylopyranosyl-(1'-->3')-beta-D-xylopyranoside and 26-deoxyacetylacteol-3-O-beta-D-xylo- pyranosyl-(1'-->3')-beta-D-xylopyranoside, respectively, based on analysis of their spectral data and chemical reactions.     

Triterpene Saponins from <i>Pleurospermum kamtschaticum</i> and Their Biological Activity

Eleven new triterpene saponins (1-11), together with fourteen known triterpene and triterpene saponins (12-25) were isolated from a MeOH extract of Pleurospermum kamtschaticum HOFFMANN (Umbelliferae). The chemical structures of the new compounds (1-11) were determined by means of MS, ¹H-NMR, ¹³C-NMR, correlated spectroscopy (COSY), heteronuclear multiple bond correlation (HMBC), total correlated spectroscopy (TOCSY) and nuclear Overhauser effect spectroscopy (NOESY) to be pleurosaponin A (1)-K (11). The isolated compounds were tested for their cytotoxicity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, HCT15) in vitro using the sulforhodamine B bioassay (SRB) assay. All compounds showed little cytotoxicity against tested cell lines (IC50 >30?μM).     

Phenolic and Triterpenoid Glycosides from Pyrola calliantha

Pyrocallianthasides A ( 1 ) and B ( 2 ), a new dimer and a new mono‐deglucosyl trimer of homoarbutin (=4‐hydroxy‐3‐methylphenyl β‐glucopyranoside), and callianthaside A ( 3 ), a new ursane‐type triterpene glycoside, together with three known phenolic glycosides and three known ursane‐type triterpenoids, were isolated from the whole plants of Pyrola calliantha. The structures of 1 – 3 were elucidated by chemical and spectroscopic methods.     

Two triterpene glycosides from the sea cucumber Bohadschia marmorata Jaeger

Further studies on the sea cucumber Bohadschia marmorata Jaeger led to the isolation of a new holostan-type triterpene glycoside,Marmoroside C（1）together with a known triterpene glycoside（2）.On the basis of spectroscopic analyses,including two- dimensional NMR techniques,and chemical reactions,the structure of the new triterpene glycoside was elucidated as 3-O-[3-O- methyl-β-D-glucopyranosyl-（1→3）-β-D-glucopyranosyl-（1→4）-β-D-quinovopyranosyl-（1→2）-4-O-sodium-sulfato-β-D-xylo- pyranosyl]-25-acetoxy-22-oxo-9（11）-holostene-3β,12α,17α-triol.