Abietane lactones and iridoids from Goldfussia yunnanensis

Two new abietane diterpene lactones (1--2), three new abietane diterpene lactone glycosides (3--5) and a new iridoid glycoside (6), together with five known compounds, were isolated from the aerial parts of Goldfussia yunnanensis. The new compounds were determined to be 18-hydroxyhelioscopinolide A (1), 18-oxohelioscopinolide A (2), 18-hydroxy-3-O-beta-D-glucopyranosylhelioscopinolide A (3), 3-O-beta-D-glucopyranosylhelioscopinolide A (4), 3-O-beta-D-galactopyranosylhelioscopinolide A (5), and 6-O-trans-cinnamoyl E-harpagoside (6) on the basis of spectral data and chemical evidence.     

New Labdane‐Type Diterpenoids from Amentotaxus argotaenia

A new labdane diterpene, amentotaxin A ( 1 ), and an unprecedented dinorlabdane diterpene, amentotaxin B ( 2 ), were isolated from the stems of Amentotaxus argotaenia (Hance) Pilger , together with seven known compounds. Their structures were identified by in‐depth spectroscopic and mass‐spectrometric analyses.     

Two diterpene rhamnosides, mimosasides B and C, from Mimosa hostilis

Two new diterpene rhamnosides, mimosasides B and C (1, 2) were isolated together with mimosaside A (3), a known diterpene rhamnoside (4), four known flavones (5-8), five known flavanones (9-13), and four known chalcones (14-17) from the leaves and twigs of a Brazilian medicinal plant, Mimosa hostilis.     

Bioactive diterpenes from Clerodendrum kaichianum

Bioassay-guided isolation studies of the extract of Clerodendrum kaichianum Hsu., a new rearranged abietane diterpene and five known diterpene compounds were isolated by various chromatography methods. Their structures were identified by means of spectroscopic methods, including 1D- and 2D-NMR spectroscopy, as (16R)-12,16-epoxy-11,14,17-trihydroxy-17(15-->16)-abeo-8,11,13-abietatrien-7-one (1), villosin A (2), salvinolone (3), 14-deoxyloleon U (4), 5,6-dehydrosugiol (5), and coleon U (6). Compounds 1, 2, 3, and 5 are reported for the first time for this genus. Compounds 1, 2, and 6 demonstrated potent cytotoxic activities against the HL-60 tumor cell line.     

Two new compounds from the leaves of Calocedrus microlepic var. formosana

Two new compounds, 15-methoxypinusolidic acid (1) and isonerylgeraniol-18-oic acid (2) together with four knowns taiwaniaflavone (3), nerylgeraniol-18-oic acid (4), 3-(3,4-dihydroxyphenyl)-1-propanol (5), and amentoflavone (6) are isolated from the leaves of Calocedrus microlepic var. formosana. Compounds 1 and 2 were elucidated as labdane diterpene and linear diterpene, respectively, through spectral studies.     

Two minor diterpene glycosides and an eudesman sesquiterpene from Coleus forskohlii

Two new labdane diterpene glycosides, forskoditerpenosides A, B (1, 2) and a new eudesmane sesquiterpene, 4beta,7beta,11-enantioeudesmantriol (3), were isolated from the ethanol extract of the whole plant of Coleus forskohlii. Their structures and stereochemistry were elucidated by extensive spectroscopic analysis and chemical methods. The structure of compound 3 was confirmed by X-ray diffraction. This is the first report about the occurrence of glycosides derived from the kind of labdane diterpene, 8,13-epoxy-labd-14-en-11-one, in the nature. Compounds 1 and 2 showed relaxative effects on isolated guinea pig tracheal spirals in vitro.     

Diterpenes from Coleus forskohlii (WILLD.) BRIQ. (Labiatae)

Three new minor labdane diterpene glycosides, forskoditerpenoside C, D, and E (1-3), and a novel labdane diterpene forskoditerpene A (4) were isolated from the ethanol extract of the whole plant of Coleus forskohlii. Their structures and relative stereochemistry were elucidated on the basis of extensive spectroscopic analyses including 1D-, 2D-NMR, and HR-ESI-MS experiments. Compounds 1-3 showed an unusual 8,13-epoxy-labd-14-en-11-one glycoside pattern. They showed relaxative effects on isolated guinea pig tracheal spirals in vitro. Compound 4 with a cyclopropyl, confirmed by a single-crystal X-ray diffraction determination, is the first known labdane derivative with a spiro element.     

A new furanoid diterpene from Caesalpinia pulcherrima

A new cassane-type diterpene isovouacapenol E (1) was isolated from the leaves of Caesalpinia pulcherrima, together with the known compounds caesaldekarin A (3), spathulenol (4), caryophyllene oxide (5), phytol, and sitosterol. The structure of 1 was elucidated by spectral data interpretation.     

A New Alkaloid from the Roots of Aconitum carmichaeli Debx.

A new diterpene alkaloid, 12‐epi‐15‐O‐acetyl‐17‐benzoyl‐16‐hydroxy‐16,17‐dihydronapelline ( 1 ), along with nine known diterpene alkaloids including yunaconitine ( 2 ), neoline ( 3 ), mesaconitine ( 4 ), beiwutine ( 5 ), chasmanine ( 6 ), songorine ( 7 ), 12‐epi‐napelline ( 8 ), foresticine ( 9 ), and 15α‐hydroxyneoline ( 10 ) were isolated from the roots of Aconitum carmichaeli Debx. The structure of compound 1 was elucidated by comprehensive spectroscopic analysis.     

毛姜花中的细胞毒活性二萜成分

从毛姜花(Hedychium villosum Wall.)中分离得到1个新二萜(1)和1个已知二萜(3). 新二萜命名为Villosumcoronarin, 该化合物在氯仿或甲醇溶液中发生异构化, 部分转化为其差向异构体1'; 其平面结构经质谱、红外光谱、氢谱、碳谱及无畸变极化转移增强技术(DEPT)、氢氢相关谱(¹H-¹H COSY)和异核多键相关谱(HMBC)等方法确证; 其相对构型由氢谱、ROESY及量化计算确证. 化合物3用琼斯试剂氧化后得到化合物4. 生物活性筛选结果表明, 化合物1对人白血病细胞株(HL-60)和肝癌细胞株(SMMC-7721)具有强的细胞毒活性, 其活性超过阳性对照顺铂(DDP). 化合物4对HL-60和SMMC-7721细胞具有显著的细胞毒活性.     

Novel dolabellane-type diterpene alkaloids with lipid metabolism promoting activities from the seeds of Nigella sativa

[structure: see text] Four new dolabellane-type diterpene alkaloids, nigellamines A(1) (1), A(2) (2), B(1) (3), and B(2) (4), were isolated from the seeds of Nigella sativa. Their absolute stereostructures were determined on the basis of chemical and physicochemical evidence. Nigellamines A(1) (1), B(1) (3), and B(2) (4) were found to show potent lipid metabolism promoting activity in primary cultured mouse hepatocytes, and their activities were equivalent to that of a PPAR-alpha agonist, clofibrate.     

A New Glycoside and a Novel‐Type Diterpene from Hemerocallis fulva (L.) L.

The CHCl₃ extract of dried roots of Hemerocallis fulva (L.) L. afforded a novel diterpene named hemerocallal A ( 1 ), which is the second reported naturally occurring diterpene with a trans‐bicyclo[5.1.0]octane system. The BuOH extract afforded a new glycoside named hemerocalloside ( 2 ). Their structures were established on the basis of spectroscopic and chemical studies.     

Diterpene derivative and chromone from Hypericum perforatum

A novel diterpene derivative, 5-methyl-5-(4,8,12-trimethyl-tridecyl)-dihydro-furan-2-one (1) and a new chromone, 5-hydroxy-7-methoxy-3-methyl-chromen-4-one (2), along with a known compound, phytol (3) have been isolated from the aerial parts of Hypericum perforatum. Their structures were established on the basis of spectroscopic analysis and by comparison with published values.     

New Diterpene Alkaloids from Aconitum sungpanense var. leucanthum

Five new C₁₉ diterpene alkaloids, leucanthumsines A ( 1 ), B ( 2 ), C ( 3 ), D ( 4 ), and E ( 5 ), were isolated from the Chinese medicinal herb Aconitum sungpanense var. leucanthum, together with the known C₁₉ diterpene alkaloids pseudaconine, neoline, 1‐O‐methyldelphisine, crassicaudine, chasmanine, talatisamine, indaconitine, ezochansmanine, and leueantine D. The structures of these new alkaloids were elucidated by HR‐MS and advanced NMR methods, including ¹H‐ and ¹³C‐NMR (DEPT), ¹H,¹H‐COSY, HMQC, and HMBC experiments.     

A new ent-clerodane diterpene from the aerial parts of Baccharis gaudichaudiana

A new ent-clerodane diterpene, named bacchariol (1) was isolated from the aerial parts of Baccharis gaudichaudiana DC. (Compositae), together with known ent-clerodane diterpenes (2, 3), eight known flavonoids (4-11) and 3, 5-dicaffeoylquinic acid (12). Their structures were determined by spectroscopic analyses. Flavonoids (7, 8, 11) and 12 showed moderate scavenging activities toward 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radicals.     

Three New Diterpenoids from Euphorbia wallichii

Three new abietane diterpene lactones, 3α-hydroxyjolkinolide A (1), ent-8α, 14β-dihydroxy-13(15)-ene-16(12α)-abietanolide (2) and ent-8α,14α-dihydroxy-13(15)-ene-16(12α)-abietanolide (3) as well as a known abietane diterpene jolkinolide A (4) were isolated from the roots of Euphorbia wallichii. Their structures were elucidated on the basis of spectroscopic analysis.     

Two New Acidic Diterpenoids from the Heartwood of Pinus massoniana Lamb.

A new abietane diterpene, named abietopinoic acid, and a new podocarpane diterpene, named podopinoic acid, were isolated from the acetone extract of the heartwood of Pinus massoniana. Their structures were established as 12‐hydroxy‐7‐oxoabieta‐8,11,13‐trien‐18‐oic acid ( 1 ) and 13‐hydroxy‐7‐oxopodocarpane ( 2 ) by means of spectroscopic analyses including 2D‐NMR. To the best of our knowledge, this is the second report of a podocarpa‐8,11,13‐trien‐18‐oic acid diterpene, isolated from the genus Pinus.     

A new antibacterial diterpene from the roots of Salvia caespitosa

From the roots of Saliva caespitosa Montbret and Aucher ex. Bentham a new diterpene 6beta-hydroxyisopimaric acid (1) has been isolated together with four known diterpenes, one new triterpenoid, 3-acetylvergatic acid (2), as well as five known triterpenoids, two steroids and a flavone. The structures of the compounds were established by spectroscopic analyses. The isolated compounds were tested against standard bacterial strains. Only the new diterpene, 6beta-hydroxyisopimaric acid has strong activity (MIC 9 microg/ml) against S. aureus and (MIC 18 microg/ml) against S. epidermidis as well as against B. subtilis (MIC 9 microg/ml).     

Update of spectroscopic data for 4-hydroxydictyolactone and dictyol E isolated from a Halimeda stuposa - Dictyota sp. assemblage

The methanol extract of an assemblage of Halimeda stuposa and a Dictyota sp., yielded three natural products characteristic of Dictyota sp., and one of Halimeda sp. These included the xenicane diterpene 4-hydroxydictyolactone (1), and the diterpenes dictyol E (2), 8a,11-dihydroxypachydictyol A (3) and indole-3-carboxaldehyde (4). A minor revision of 1 and new spectroscopic data for 1 and 2 are provided, along with associated anti-cancer activities of compounds.     

Chemical constituents from the submerged plant Potamogeton crispus and their effects on NAD(P)H:quinone oxidoreductase 1

A new isopimarane-type diterpene(liwariverol,1) and eight known compounds were isolated and characterized from the EtOAc extract of the whole plant oi Potamogeton crispus.The structure of 1 was elucidated to be 17-hydroxy-8αH-isopimara-9(11),15- diene by means of spectroscopic methods.Among the isolates,crenulatoside A(2),an acyclic sesquiterpene glycoside,was found to have anti-oxidative activity with enhancement of the expression of the NAD(P)H:quinone oxidoreductase 1(NQO1) in human neuroblastoma SH-SY5Y cells at 100μmol/L after a 24-h incubation.