Two New Sesquiterpenes from Euonymus alatus

Two new sesquiterpenes, 1 and 2 , as well as the five known compounds 3 – 7 , were isolated from the stems of Euonymus alatus. Compounds 2 – 7 have a β‐dihydroagarofuran skeleton. The structures of these compounds were elucidated mainly by spectroscopic methods (1D‐, 2D‐NMR, ESI‐MS, and HR‐ESI‐MS). We also report the X‐ray crystal structure of evonine ( 3 ) for the first time.     

Three New Sesquiterpene Pyridine Alkaloids from Euonymus fortunei

Three new macrocyclic β‐dihydroagarofuran‐type sesquiterpene pyridine alkaloids, fortuneines A ( 1 ), B ( 2 ), and C ( 3 ), together with the four known alkaloids wilfornine E ( 4 ), aquifoliunine E‐I ( 5 ), euoverrine B ( 6 ), and euojaponine I ( 7 ), were isolated from the aerial parts of Euonymus fortunei. Their structures were elucidated by spectroscopic methods, including HR‐ESI‐MS, ¹H‐ and ¹³C‐NMR, DEPT, ¹H,¹H‐COSY, HSQC, HMBC, and ROESY. This is the first isolation of the above sesquiterpene pyridine alkaloids from this plant, except for compound 6 .     

甘西鼠尾草中三个新的萜类化合物

采用反复硅胶、葡聚糖凝胶、反相硅胶及MCI凝胶柱色谱等多种色谱方法分离纯化了甘西鼠尾草的化学成分,根据理化性质和波谱数据对化合物的结构进行了鉴定.由甘西鼠尾草的根和根茎的50%乙醇提取物中得到了2个新的二萜化合物,命名为甘西鼠尾三醇A(1)和甘西鼠尾三醇B(2),同时得到了一个新的单萜苷化合物,命名为甘西鼠尾甲苷(3)...     

Two New Compounds from Rhododendron Przewalskii Maxim

Two new ionone derivatives, rhododendrone A and rhododendronside, have been isolated from the alco-holic extract of the aerial parts of Rhododendron Przewalskii Maxim. The structures of the two compounds, (3R, 6S)-3-hydroxy-a-ionone 1 and 1,1,5-trimethyl-6-(3-hydroxyl)cyclohexene-5-yl-1-β-D-pyranoglucoside 2, have been elucidated on the basis of the spectroscopic analyses.     

Three new sesquiterpenes from Ainsliaea glabra

Three new sesquiterpenes: 4-acrylic-6-methyl-α-tetralone (1), ainsliaea acid A (2) and ainsliaea acid B (3), together with 8 known compounds (4-11) were isolated from the whole herb of Ainsliaea glabra and their structures were established by means of 1D and 2D NMR spectroscopy and HR-ESIMS. Compounds 1–6 were tested for the inhibition of nuclear factor kappa B (NF-κB) in the 293-NF-κB-luciferase reporter cell line induced by lipopolysaccharide (LPS), and compound 2 was further tested for the production of tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β), IL-6 and IL-10 in RAW264.7 macrophages induced by LPS. The isolated compound 2 exhibited significant anti-inflammatory activity.     

A New Compound from the Root of Salvia przewalskii Maxim

Neo-przewaquinone A was isolated from the root of Salvia przewalskii Maxim. The structure elucidation and ^1H, ^13C NMR assignments were achieved by spectroscopic method.     

Two New Sesquiterpenes from Euonymus nanoides

Two new dihydroagarofuran sesquiterpenes with a novel substitution pattern:1α-(α-methyl)-butanoyl-2α,15-diacetoxy-4β-hydroxy-9β-(β-)furancarboxy-β-dihydroagarofuran (1) and 1α,2α-di-(α-methyl)-butanoyl-4β-hydroxy-9β-(β-)furancarboxy-15-acetoxy-β-dihydro-agaro-furan (2) were isolated from Euonymus nanoides. Their structures were elucidated by means of ^1H and ^13C NMR spectroscopic studies, including 2D NMR technique.     

Three new eudesmane sesquiterpenes from Artemisia vestita

Three eudesmane sesquiterpene lactones,namely artemivestinolides A–C(1–3),along with three known 11-epimeric lactones(4–6),were isolated from the aerial parts of Artemisia vestita.Their structures were elucidated on the basis of extensive spectroscopic analyses(IR,HR-ESIMS,1D NMR and 2D NMR),and the absolute confgurations were determined by single-crystal X-ray diffraction(with copper radiation).Furthermore,in an in vitro assay,the three new compounds exhibited a moderate inhibition of the lipopolysaccharide(LPS)-induced nitric oxide(NO)production in BV-2 microglial cells.     

Three new diterpenoids from Leonurus japonicus

Phytochemical investigation of the aerial parts of Leonurus japonicus led to the isolation of one unusual clerodane diterpenoid,leojaponin A(1),characterized by a C4–C7oxa-bridge,and two new labdane diterpenoids,leojaponins B(2) and C(3).The structures of these new compounds were determined based on extensive 1D and 2D NMR spectroscopic data.To the best of our knowledge,compound 1 is the first clerodane diterpenoid obtained from Leonurus.japonicus.All of them were evaluated for their cytotoxicity.     

Neolignan and phenylpropanoid compounds from the fruits of Illicium simonsii Maxim

One new sesqui-neolignan compound, namely, sesqui-illisimonan A (1), one new neolignan, illisimonan A (2), and one new phenylpropanoid compound, illisimoid A (3) were isolated from the fruits of Illicium simonsii Maxim. The structures and absolute configurations of these compounds were determined by extensive spectroscopic, including NMR, circular dichroism and calculated electronic circular dichroism methods. The antioxidant activities of compounds 1–3 were also evaluated. Vitamin E was selected as the positive control (IC₅₀ = 49.73 ± 0.88 μM). Compounds 1 and 2 exhibited in vitro antioxidant activity with an IC₅₀ value of 55.76 ± 1.30 and 59.36 ± 0.50 μM, respectively. However, the compound 3 didn’t show obvious antioxidant activity.     

Two new oplopane sesquiterpenes from Artemisia gmelinii Web. ex Stechm.

Two new oplopane sesquiterpenes, gmelinin A（1） and gmelinin B（2）, were isolated from Artemisia gmelinii Web. ex Stechm. Their structures were established by spectroscopic techniques（mainly 1D and2 D NMR） and application of the modified Mosher method.     

A new phenolic glycoside from the Idesia polycarpa Maxim. leaves

Phytochemical investigation on the ethyl acetate extract of Idesia polycarpa Maxim. Leaves led to the isolation of four phenolic glycoside isomers (1–4). Compound 2 appeared to be new reported phenolic glycoside, while compound 1 was the first time isolated from the titled species. Their structures were established by IR, UV, HRESI-MS and 1D and 2D NMR spectroscopies analysis and comparison of spectral data with previously reported data. The compounds 3 and 4 showed stronger activity of scavenging the DPPH free radical than the other two compounds, while the compounds 1 and 2 showed a significant activity of scavenging the ABTS free radical. Compounds 2 and 4 exhibited stronger cytotoxicity against HepG2 cell lines compared to compounds 1 and 3. Moreover, compound 3 presented the highest cytotoxicity against MCF cell lines with IC₅₀ value of 37.17?±?0.26?μg/mL than compounds 1, 2 and 4.     

Two new tetralone glycosides from the green walnut husks of Juglans mandshurica Maxim

Two new tetralone glycosides, 4(S)-5-methoxy juglanoside A (1), 4(S)-5-methoxy juglanoside D (2), together with ten known compounds (3–12) have been isolated from the green walnut husks of Juglans mandshurica Maxim. Their structures were elucidated on the basis of their ESI-MS, 1?D and 2?D NMR spectroscopic data. In addition, all compounds were evaluated for their cytotoxic activities against the cancer BGC-823 (human gastric carcinoma), HCT-15 (human colorectal carcinoma) and K562 (human chronic myeloid leukemia) cell lines. The results showed aglycones of naphthoquinones had stronger cytotoxic activities than glycosides of tetralone.     

Two new coumarins from <Emphasis Type="Italic">Euonymus hamiltonianus</Emphasis>

Two new coumarins, euonidiol (1) and euoniside (2), and a known flavone, luteolin 7-methyl ether, were isolated from the aerial parts of the plant Euonymus hamiltanianus Wall. All the compounds were characterized on the basis of spectral analysis viz. ¹H NMR, ¹³C NMR, DEPT, IR, UV, ESI-MS, and elemental analysis. Published in Khimiya Prirodnykh Soedinenii, No. 1, pp. 10–11, January–February, 2008.     

Three new sesquiterpenes from the black heartwood of Cryptomeria japonica

Three new sesquiterpenes, (4S)-2,6,10-bisaboratrien-4-ol-1-one (1), 1,8-epoxy-1(6),2,4,7,10-bisaborapenta-en-4-ol (2), and 1-methoxy-4-cadinene (3) have been isolated from the black heartwood of Cryptomeria japonica. Compounds 1 and 2 were designated sugikurojinols A and B, respectively, and the structures of compounds 1-3 were established by extensive NMR experiments. Compounds 1 and 2 were also examined for antibacterial activity against Staphylococcus aureus and Escherichia coli, and for termiticidal activity against Coptotermes formosanus SHIRAKI.     

Two new tremulane sesquiterpenes from a mangrove endophytic fungus,Coriolopsis sp. J5

Two new tremulane sesquiterpenes coriolopsin A (1) and coriolopsin B (2), together with two known ones conocenol C (3) and ceriponol E (4), were isolated from the fermentation extract of endophytic fungus Coriolopsis sp. J5 from Ceriops tagal. The structures and absolute configuration of compounds 1 and 2 were determined based on HR-ESI-MS and spectroscopic data (IR, UV, 1D, 2D NMR and X-ray crystallographic analysis).     

New sesquiterpenes from the red alga Laurencia microcladia

Three new aromatic sesquiterpenes (1, 2, and 4), one new dimeric sesquiterpene of the cyclolaurane-type (3), one sesquiterpene alcohol of bisabolene type (8) along with three previously reported metabolites (5-7), were isolated from the organic extracts of Laurencia microcladia, collected from the Chios island in the North Aegean Sea. The structures of the new natural products, as well as their relative stereochemistries, were established by means of spectral data analyses, including 2D experiments. The cytotoxicity of the isolated metabolites was evaluated against five human tumor cell lines.     

Diterpenes and sesquiterpenes with anti-Coxsackie virus B3 activity from the stems of Illicium jiadifengpi

Seven new diterpenes, jiadifenoic acids J–P (1–7), two new sesquicarane sesquiterpenes, sesquicaranoic acids A and B (8 and 9), and four known compounds, were isolated from the stems of Illicium jiadifengpi. The trans-fused A/B ring junction in diterpenes was deduced from NMR data analysis and confirmed by single-crystal X-ray crystallography of 3. The absolute configurations of compounds 1 and 5 were determined using the Mo₂(OAc)₄-induced circular dichroism (ICD) method. Compounds 8 and 9 are a pair of C-10 epimers, and their absolute configurations were confirmed by analyzing their CD and ICD data. All of the isolated compounds were evaluated in vitro for their antiviral activities against Coxsackie virus B3 (CVB3). Among the isolated compounds, 4, 5, 7, 10, and 11 exhibited reasonable activity against CVB3, with IC₅₀ values of 7.0–22.2 μmol/mL and selective index values (SI=TC₅₀/IC₅₀) of 49.3, 37.1, 31.3, 45.6 and 40.9, respectively.