A novel anti-HBeAg homolignan, taiwanschirin D from Kadsura matsudai

A novel C19 homolignan, taiwanschirin D (1), possessing a 3,4-(1-[(Z)-2-methoxy-2-oxoethylidenel)pentano (2,3-dihydrobenzo[b]furan)-3(2-oxoacetate) skeleton, was isolated from the stem of Kadsura matsudai Hayata. Its structure was determined from physical and spectral data including 2D NMR spectra. The Anti-HBeAg test revealed that taiwanschirin D (1) had moderate activity at a concentration of 94.3 microM (50 microg/ml).     

The anti-HBsAg (human type B hepatitis, surface antigen) and anti-HBeAg (human type B hepatitis, e antigen) C18 dibenzocyclooctadiene lignans from Kadsura matsudai and Schizandra arisanensis

The C(18) dibenzocyclooctadiene lignans including three novel schizanrin F (1), G (2), H (3), along with the known kadsurarin (4), were isolated from Kadsura matsudai. A new C(19) homolignan named schiarisanrin E (5), together with the known C(18) lignans, gomisin B (6), G (7) and (+)-gomisin K(3) (8) were obtained from Schizandra arisanensis. Gomisin B, G and (+)-gomisin K(3) showed moderate to strong activity for antihepatitis in anti-HBsAg (human type B hepatitis, surface antigen) and/or anti-HBeAg (human type B hepatitis, e antigen) tests. The structural elucidations of new compounds 1-3 and 5 were based on two-dimensional (2D) NMR techniques including COSY, HMQC, HMBC, NOESY and CD spectra. Preliminary structure-activity relationship studies for these isolated lignans are also discussed.     

Schinarisanlactone A, a new bisnortriterpenoid from Schisandra arisanensis

A novel triterpenoid, schinarisanlactone A (1), was isolated from the fruits of Schisandra arisanensis. Compound 1 possesses an unprecedented skeleton having a 5/7/7/5/7/5/6/5-fused octacyclic ring system. The structure of 1 was determined by 2D NMR techniques (COSY, HMQC, HMBC, and NOESY) and was confirmed by X-ray crystallographic analysis. Schinarisanlactone A (1) exhibited significant anti-HIV activity.     

A new triterpenoid from Kadsura coccinea

<正>A new triterpenoid,possessing a lanost-9(11)-3-one skeleton,was isolated from the roots of Kadsura coccinea,based on the spectral analysis,its structure was elucidated as 3-hydroxy-12-acetoxycoccinic acid.     

A new lignan from Gynostemma pentaphyllum

A new lignan ligballinone 1 with the know ligballinol 2 were isolated from plant Gynostemma pentaphyllum.Their structures were determined through spectroscopic methods including ESI-MS,1D and 2D NMR (1H,13C,DEPT,1H-1H COSY,HMQC,RMBC) and X-ray diffraction experiment for 2.     

A new lignan from Oxytropis myriophylla

The 70% alcohol extract of Oxytropis myriophylla (PALL.) DC. (Leguminosae) exhibited high radical scavenging activity (IC(50) value: 88.0?μg?mL(-1) and 86.7?μg?mL(-1)) on 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid) (ABTS) radical scavenging assays. Further chemical investigation led the isolation of one new lignan, namely myriophylloside G (1), together with three known compounds. Their structural elucidations of all the compounds were based on extensive spectroscopic methods, including HRESIMS and 2D NMR experiments (HSQC, HMBC and (1)H-(1)HCOSY) and by comparison with reference values.     

Renchanglactone A, a new triterpenoid lactone from Kadsura renchangiana

From the stems of Kadsura rechangiana, a new triterpenoid lactone named renchanglactone A (1), was isolated together with four known triterpenoids, kadsulactone A, mawuweizic acid, ganwuweizic acid and kadsuric acid. Their structures were determined by spectroscopic methods including 2D-NMR techniques.     

A new aryltetrahydronaphthalene lignan from Epimedium brevicornum

A new aryltetrahydronaphthalene lignan,(+)-cycloolivil formaldehyde condensate(1),was isolated from the whole plants of Epimedium brevicornum(Berberidaceae).Its structure was elucidated on the basis of MS,1D and 2D NMR techniques.     

A new pinoresinol-type lignan from Ligularia kanaitizensis

A new pinoresinol-type Lignan, 9alpha-angloyloxypinoresinol (1), was isolated from the roots and rhizomes of Ligularia kanaitizensis (Franch.) Hand.-Mazz, in addition to a known compound, 9alpha-hydroxypinoresinol (2). The structure of this new lignan (1) was established on the basis of 1D and 2D NMR experiments. Anti-HIV-1 RT biological assay showed that 1 was inhibitory to HIV-1 RT.     

A new cyclobutane lignan from Cinnamomum balansae

A new cyclobutane lignan, named cinbalansan (6), was isolated from the leaves of Cinnamomum balansae, along with five known compounds, 1,2-dimethoxy-4-(1-E-propenyl)benzene (1), 1,2-dimethoxy-4-(1-Z-propenyl)benzene (2), 1,2-dimethoxy-4-(2-propenyl)benzene (3), 3,4-dimethoxybenzaldehyde (4), and E-(3,4-dimethoxyphenyl)-2-propenal (5). The structure of cinbalansan was shown to be 1beta,2beta,3alpha,4alpha-1,2-dimethyl-3,4-bis(3,4-dimethoxyphenyl)cyclobutane by a combination of 1H-, 13C-NMR, and NOE- experiments and by direct analysis of the 1H-NMR spectrum by the method of X-application.     

A new furofuran lignan from Piper terminaliflorum Tseng

The chemical investigation of whole plants Piper terminaliflorum Tseng led to the isolation of one new furofuran lignan, 7-methoxyasarinin (1), along with three known amide alkaloids (2–4) as N-3,5-dimethoxy-4-hydroxycinnamoylpyrrole (2), dihydropipercide (3) and 1-[(2E,4E,9E)-10-(3,4-Methylenedioxyphenyl)-2,4,9-undecatrienoyl]pyrrolidine (4). Their structures were elucidated by extensive spectroscopic analyses, including 1D, 2D NMR and HR-ESI-MS, and by comparison with the literature. Compounds (2–4) were isolated from Piper terminaliflorum Tseng for the first time. All isolated compounds (1–4) were evaluated for their cytotoxic activities against five human cancer cell lines (including A-549, SMMC-7721, HL-60, MCF-7 and SW-480).     

Officinalioside,a new lignan glucoside from Borago officinalis L.

A new lignan glucoside, officinalioside (1), was isolated from n-BuOH fraction of the aerial parts of Borago officinalis L., together with four known compounds: actinidioionoside (2), roseoside (3), crotalionoside C (4) and kaempferol 3-O-β-D-galactopyranoside (5). The structure of the new compound was established by means of spectroscopic and chemical analyses. Compounds 1 and 2 showed a moderate DPPH radical scavenging activity (IC₅₀: 52.6 ± 1.70 and 41.3 ± 0.25 μM, respectively) comparable with that of the standard trolox (16.6 ± 2.2 μM) without any significant cytotoxicity towards human cell line A549 (IC₅₀ > 100 μM).     

Three new compounds from Kadsura longipedunculata

Two new tetrahydrofuran lignans, kadlongirins A and B (1, 2), a new cadinane-type sesquiterpenoid, 2,7-dihydroxy-11,12-dehydrocalamenene (3), together with seven known lignans, grandisin, fragransin B1, vladirol F, kadsuralignan C, otobaphenol, isoanwulignan, and 4-[4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-2-methoxy-phenol, were isolated from the leaves and stems of Kadsura longipedunculata. The structures of these new compounds were elucidated by spectroscopic methods. Compound 2 exhibited weak anti-human immunodeficiency virus-1 activity with an EC50 value of 16.0 microg/ml, and therapeutic index (TI) value of 6.7.     

Taiwankadsurins A, B, and C, three new C19 homolignans from Kadsura philippinensis

[structures: see text] Three novel C19 homolignans, designated taiwankadsurins A (1), B (2), and C (3), were isolated from the aerial parts of Taiwanese medicinal plant Kadsura philippinensis. The structures of 1-3, which have a 3,4-{1'-[(Z)-2'-methoxy-2'-oxo-ethylidene]}-pentano(2,3-dihydro-benzo[b]furano)-3-(2'-methoxycarbonyl-2'-hydroxy-2',3'-epoxide) skeleton, were determined by spectroscopic analyses, especially 2D NMR techniques (HMBC and NOESY). Compound 2 exhibited mild cytotoxicity against human KB and Hela tumor cells.     

A new lignan and other constituents from Zanthoxylum armatum DC

A new lignan (1), named armatumin, along with 25 known compounds, was isolated from Zanthoxylum armatum. The structure of compound 1 was elucidated using spectroscopic methods. Compounds 7, 8, 11, 13, 16, 20 and 21 were first isolated from Z. armatum and compounds 14 and 19 were isolated for the first time from Rutaceae.     

A new lignan glycoside and other constituents from Cephalaria ambrosioides

A new lignan glycoside, 1,5-dihydroxy-2-(4"-beta-D-glucopyranosyloxy-3"-methoxyphenyl)-6-(4'-hydroxy-3'-methoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane, named ambrosidine ([structure: see text]), along with seven known compounds (four iridoids and three hydroxycinnamic esters) were isolated from the roots of Cephalaria ambrosioides. The structures of these compounds were determined by use of NMR and MS techniques and by chemical transformations. The cytotoxic activity of the novel compound [structure: see text] was evaluated against five human solid tumour cell lines.