A New Bicoumarin from Stellera Chamaejasme L

Thirteen compounds were isolated from roots of Stellera chamaejasme L. (Thymelaeaceae). They are β-sitosterol (2), simplexin (3), pimelea factor P2 (4), daucosterol (5), (+)-3-hydroxy-1,5-diphenyl-1-pentanone (6), 4-ethoxy-benzoic acid (7), 2,4,6-Trimethoxy-benzoic acid (8), (+)-afzelechin (9), fumaric acid (10), N,N-dimethyl-L-aspartic acid (11), umbelliferone (12), daphniretin (13) and a novel bicoumarin named bicoumastechamin (1). Among the known compounds, 7, 8, 9, 10 and 11 were first isolated from this plant, and 6 was first isolated from the natural resources. Their structures have been elucidated on the basis of spectral data. In vitro bioassays showed that 4 inhibited cancer cell growth, 13 exhibited immunomodulatory activity, and 6 exhibited both immunomodulatory and anti-tumor activity.     

Triterpenes from Tripterygium wilfordii Hook

Two new friedelane-type triterpenes, tripterfrielanons A (1) and B (2), along with six known triterpenoids, friedelin (3), canophyllal (4), canophyllalic acid (5), 3-oxo-29-hydroxyfriedelane (6), wilforlide A (7), wilforlide B (8), have been isolated from the EtOH extract of the roots of Tripterygium wilfordii Hook.f. Compounds 4, 5, 6 were isolated for the first time from this plant. The new triterpenes 1 and 2 exhibited mild cytotoxic activity against human Hela cell lines in vitro. The assay showed the IC₅₀ of 1 and 2 were 8.5 and 25 μg/mL, respectively.     

Studies on the alkaloid constituents of Evodia rutaecarpa (Juss) Benth var. bodinaieri (Dode) Huang and their acute toxicity in mice

Six alkaloids (1-6) have been isolated from the fruits of Evodia rutaecarpa (Juss) Benth var. bodinaieri (Dode) Huang, two of which are new compounds, identified as 2-undecyl-4(1H)-quinolone (4) and 1-methyl-2-undecanone-10'-4(1H)-quinolone (5); the known compounds were identified as rutaecarpine (1), evodiamine (2), 1-methyl-2-undecyl-4(1H)-quinoline (3) and 2-undecanone-10'-4(1H)-quinolone (6). Compounds 1-5 were evaluated for their acute toxicity.     

Furostanoside from Asparagus filicinus

A new furostanoside, named aspafilioside D (1), together with the five known compounds officinalisnin-II (2), Asp-IV' (3), (+)-4'-O-methyl-nyasol (4), (+)-nyasol (5) and tormentic acid (6), have been isolated from the roots of Asparagus filicinus. The structure of 1 has been elucidated on the basis of spectral data.     

Ether-soluble resin glycosides from the roots of Ipomoea batatas

Two new resin glycosides, batataosides I (1) and II (2), and five known compounds, friedelin (3), scopoletin (4), octadecyl caffeate (5), β-sistosterol (6) and daucosterol (7), were isolated from the roots of Ipomoea batatas. Their structures have been determined based on the chemical and spectral data. Batataosides I and II have novel structures because the core simonic acid B was esterised with cinnamic acid for the first time, and three different substituent esterification groups in one resin glycoside is scarce. The absolute configuration of the aglycone was elucidated to be S by Mosher's method.     

New flavonoids and other constituents from Lespedeza cuneata

Two new flavonoids, 6,8,3',4'-tetrahydroxy-2'-methoxy-7-methylisoflavanone (1) and 6,8,3',4'-tetrahydroxy-2'-methoxy-6'-(1,1-dimethylallyl)-isoflavone (2), were isolated from the 95% ethanolic extract of the dried roots of Lespedeza cuneata together with betulinic acid (3), β-sitosterol (4), hexacosanoic acid 2,3-dihydroxy-propyl ester (5), which were isolated from this plant for the first time. Their structures were elucidated by spectral analysis.     

Studies on chemical constituents from Ilex pubescens

Two new phenolic glycosides, ilexpubsides A and B, along with four known lignan glycosides were isolated from the roots of Ilex pubescens. By spectral evidence, the structures of the new compounds were elucidated as 4-O-β-D-[6'-O-(4'-O-β-D-glucopyranosylvanilloyl)glucopyranosyl] vanillic acid (1) and syringinic 6'-O-β-D-xylopyranoside (2). The known compounds were identified to be liriodendrin (3), (-)-olivil (4), tortoside A (5) and (+)-cyclo-olivil (6). All compounds were first isolated from Ilex pubescens.     

A new amide from Asarum forbesii Maxim

A highly unsaturated new amide, (2E,4Z,8Z,10Z)-N-isobutyl-2,4,8,10-dodecatetraenamide (1), was isolated in very small quantities from the whole plant of Asarum forbesii Maxim. together with four known compounds, (2E,4E,8Z,10E)-N-isobutyl-2,4,8,10-dodecatetraenamide (2), (-)-sesamin (3), (-)-asarinin (4) andE)-asarone5). The Z/E isomers, 1 and 2, were separated successfully by developed silver-ion medium-pressure liquid chromatography (SIMPLC). Compound 2 and the two diastereoisomers, 3 and 4, were isolated from this plant for the first time. The characterization of these compounds was achieved by various spectroscopic methods.     

A new triterpenoid from Entodon okamurae Broth

One new triterpenoid, entokamurol (1), was isolated from Entodon okamurae Broth, together with other nine compounds, namely dryocrassol (2), chrysophamol (3), physcion (4), 10-nonacosamnol (5), n-hexadecanol (6), phthalic acid isodibutyl ester (7), curcumol (8), β-sitosterol (9) and daucosterol (10). Their structures were elucidated on the basis of extensive NMR (DEPT, DQF-COSY, HMQC, HMBC and NOESY), IR and MS studies. All the compounds were isolated and identified from the genus of Entodon for the first time, and it is also the first report of a guaiane-type sesquiterpenoid and compounds with anthraquinone skeleton in mosses.     

Harzianums A and B produced by a fungal strain, Hypocrea sp. F000527, and their cytotoxicity against tumor cell lines

A new compound, harzianum B (1), was isolated from the culture broth of a fungal strain, Hypocrea sp. F000527, together with a known trichothecene, harzianum A (2). Its structure was determined by spectroscopic analyses including HRFAB-MS and various ¹H NMR and ¹³C NMR spectral data. Harzianum B (1) was characterised as (E,Z,E)-2', 4', 6'-octatriendioic acid esterified on the 4β-hydroxyl group of trichodermol. Harzianums A (2) and B (1) showed cytotoxicity against several human cancer cell lines.     

Anthraquinones from Gladiolus gandavensis

Five new anthraquinones have been obtained from the ethanolic extracts of the subterranean corms of Gladiolus gandavensis Van Houtt. Their structures were elucidated as 3,8-dihydroxy-6-methoxy-1-methyl-anthraquinone (gandavensin D, 1), methyl 3,8-dihydroxy-6,7-methylenedioxy-1-methyl-anthraquinone- 2-carboxylate (gandavensin E, 2), 2,3,8-trihydroxy-6-methoxy-1-methoxymethyl-anthraquinone (gandavensin F, 3), 8-hydroxy-3,6-dimethoxy-1-methyl-anthraquinone-2-carboxylic acid (gandavensin G, 4) and 1,7-dihydroxy-3,6-dimethoxy-anthraquinone (gandavensin H, 5) on the basis of spectral data. The known compounds isolated for the first time from this plant have been determined to be methyl 3,6,8-trihydroxy-7-methoxy-1-methyl-anthraquinone-2-carboxylate (6), methyl 3,6,8-trihydroxy-1-methyl-anthraquinone-2-carboxylate (7), 3,8-dihydroxy-6-methoxy-1-methyl-anthraquinone-2-carboxylic acid (8), 3,6,8-trihydroxy-1-methyl-anthraquinone-2-carboxylic acid (9), 6,8-dihydroxy-3-methoxy-1-methyl-anthraquinone-2-carboxylic acid (10), methyl 3,8-dihydroxy-6-methoxy-1-methyl-anthraquinone-2-carboxylate (11) and methyl 3,7,8-trihydroxy-1-methyl-anthraquinone-2-carboxylate (12).     

Three new triterpenoid saponins from the rhizomes of Impatiens pritzellii var. hupehensis

Three new triterpenoid saponins, impatiprins A-C (1-3), together with a known triterpenoid (4) and two known triterpenoid saponins (5, 6), were isolated from the rhizomes of Impatiens pritzellii Hook. f. var. hupehensis Hook. f. The structures of 1-3 were determined by 1D and 2D NMR, FAB-MS techniques and chemical methods. Compounds 1 and 2 showed weak cytotoxicities against S-180, HeLa and HepG2 cell lines.     

A novel sulphur glycoside from the seeds of Descurainia sophia (L.)

A new sulphur glycoside, named descurainoside (1), and the known compound sinapic acid (2) have been isolated from the seeds of Descurainia sophia (L.) Webb ex Prantl. The structure of 1 has been identified as (1R,6S,8R,9S,10S)-9,10-dihydroxy-4-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]-8-(hydroxymethyl)-2,7-dioxa-5-thiabicyclo[4.4.0]decan-3-one by means of physico-chemical properties and spectroscopic methods (1D and 2D NMR, HRMS, ESI-MS).     

A new diterpenoid and active stilbenes from Pinus armandii heartwood

8(17),13-Labdadien-16,14-olid-18-oic acid (1), a new diterpenoid, has been isolated from the heartwood of Pinus armandii Francher, along with seven known diterpenoids (2-8) and four known stilbenes (9-12). Their structures have been elucidated by spectral evidence. (E)-3-Hydroxy-5-methoxystilbene (9) showed significant inhibition against white-rot fungi.     

Five novel prenylated xanthones from Resina Garciniae

Fourteen prenylated xanthone derivatives were isolated from gamboge, the dry latex of Garcinia hanburyi, and their structures were elucidated by a detailed spectroscopic analysis. Five of them, isogambogenic acid (1), desoxymorellinin (2), 10-methoxygambogenic acid (3), 10-methoxygambogic acid (4) and 10-ethoxy gambogic acid (5), are new compounds. All of them showed potent cytotoxicity against HL-60, SMMC-7721 and BGC-83 cells.     

Chemical constituents of the brown alga Dictyopteris divaricata

A novel sesquiterpene-substituted benzoic acid, named dictyvaric acid (1), together with nine known compounds (2-10), have been isolated from the brown alga Dictyopteris divaricata Okam. The structure of 1 was elucidated as 3-[(decahydro-2-hydroxy-2,5,5,8a-tetramethyl-1-naphthalenyl)-methyl]-4-hydroxybenzoic acid by spectroscopic methods, including IR, FABMS, HR-FABMS, 1D and 2D NMR techniques. All compounds were obtained from this species for the first time.     

Two new and four known polyphenolics obtained as new cell-cycle inhibitors from Rubus aleaefolius Poir

Two new polyphenolics, rubuphenol (1) and sanguiin H-2 ethyl ester (2), were isolated together with ellagic acid (3), ethyl gallate (4), 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose (5) and 1,2,3,6-tetra-O-galloyl-β-D-glucopyranose (6) as new cell-cycle inhibitors from Rubus aleaefolius by bioassay-guided separation procedure and the structures of 1 and 2 were elucidated by spectroscopic method. Compounds 1 - 6 inhibited the cell cycle progression of tsFT210 cells at the G₀/G₁ phase with the MIC values of 14.6 μM (1), 22.1 μM (2), 10.3 μM (3), 7.8 μM (4), 7.9 μM (5) and 6.6 μM (6).     

Two new triterpenoids from Picria fel-terrae

Two new triterpenoids, picfeltarraegenin VII (1) and picfeltarraenin X (2), have been isolated from Picria fel-terrae Lour., along with three known ones, picfeltarraegenin VI (3), picfeltarraenins VI (4) and VII (5). Their structures have been elucidated by means of spectroscopic methods.     

A new anti-HIV lupane acid from Gleditsia sinensis Lam.

A new lupane acid, 2β-carboxyl,3β-hydroxyl-norlupA (1)-20 (29)-en-28-oic acid (1), together with five known lupane acid derivatives (2-6), were isolated from the stings of Gleditsia sinensis Lam.. Their structures were elucidated on the basis of 1D and 2D NMR techniques. All these known compounds were isolated from this genus for the first time. The new compound 1 showed strong anti-HIV activity.     

Stilbene derivatives from Gnetum cleistostachyum

Three new stilbene derivatives, named gnetucleistol A (1), B (2) and C (3), together with four known compounds, gnetifolin A (4), p-hydroxycinnamic acid (5), piceatannol (6) and resveratrol (7), were isolated from Gnetum cleistostachyum C.Y. Cheng (Gnetaceae). Their structures were elucidated on the basis of spectroscopic evidence (EI-MS, UV, IR, NOE, ¹H, ¹³C and 2D NMR).