Two new limonoids from Munronia henryi

Two new limonoids, munronolide (1) and munronolide 21-O-beta-D-glucopyranoside (2), were isolated from the whole plant of Munronia henryi (Meliaceae). Their structures have been elucidated on the basis of spectroscopic and chemical methods. The D-glucose moiety attached to C-21 position of limonoid is firstly reported.     

Two new limonoids from Melia toosendan

Two new limonoid-type triterpenoids, named 12-o-ethyl-l-deacetylnimbolinin B and 1-o-tigloyl-1-o-debenzoylohchinal, have been isolated from the fruit of Melia toosendan Sieb. et Zucc. Their structures were elucidated by spectral methods, including 2D-NMR spectra.     

Two new galloylglucosides from the leaves of Mallotus furetianus

Two new galloylglucosides, mallophenols A (1) and B (2), were isolated from the leaves of Mallotus furetianus (Euphorbiaceae), together with seven known compounds, (6S,9R)-roseoside (3), aviculin (4), (+)-lyoniresinol-3alpha-O-alpha-L-rhamnopyranoside (5), (Z)-3-hexenyl-beta-D-glucopyranoside (6), 3,3,8,9,10-pentahydroxydibenzo[b,d]pyran-6-one (7), 3-hydroxy-4,5(R)-dimethyl-2(5H)-furanone (8) and gallic acid (9). The stereostructures of 1 and 2 were elucidated on the basis of spectroscopic analysis and chemical evidence.     

Two new megastigmanes from the leaves of Cucumis sativus

Two new megastigmane, cucumegastigmanes I (1) and II (2), together with a known megastigmane, (+)-dehydrovomifoliol (3), and five other known compounds were isolated from the leaves of Cucumis sativus. The structures of the new compounds were elucidated from spectroscopic analysis and their absolute stereochemistries were determined in detail using the chemical conversion and a modified Mosher's method.     

Two new xanthons from Garcinia rigida leaves

Two new xanthons, musaxanthone (1) and asmaxanthone (2) were isolated from the leaves of Garciniarigida. The structures were determined by means of spectroscopic analysis.     

Three new limonoids from Cipadessa cinerascens

Three new limonoids, cipadesins D--F (1--3), together with 8,15-dihydroxy-13E-labdane, beta-sitosterol and beta-daucosterol, were isolated from the leaves and bark of Cipadessa cinerascens. Their structures were elucidated by spectral evidence. X-Ray crystallographic analysis confirmed the structure of 1.     

Two new acyclic diterpene-y-lactones from the leaves of Salix matsudana

Two new acyclic diterpene-(-lactones named hanliuine III (1) and hanliuine IV (2) were isolated from leaves of Salix matsudana (Chinese name "hanliu"). Their structures were deduced from spectral data.     

Two new sesquiterpene lactones from the leaves of Laurus nobilis

As a part of our ongoing interest in new bioactive compounds from natural sources, we studied Laurus nobilis (Lauraceae). This plant is widespread in the Mediterranean area and is used for medicinal and economic purposes. Chromatographic separations on active extracts led to the isolation of two new sesquiterpene lactones, 5a,9-dimethyl-3-methylene-3,3a,4,5,5a,6,7,8-octahydro-1-oxacyclopenta[c]azulen-2-one (1) and 3beta-chlorodehydrocostuslactone (2). The structures of the new compounds were identified by 1D and 2D NMR experiments, as well as high resolution mass spectrometry. The cytotoxic activity was also evaluated against three different tumor cell lines of human origin.     

Two new cyanogenic glucosides from the leaves of Hydrangea macrophylla

Chemical investigation of the ethanol extract of the aerial parts of Hydrangea macrophylla collected in the Sichuan Province of China resulted in the isolation of two new cyanogenic glucosides. Their structures were elucidated as [(2R)-2-β-D-glucopyranosyloxy)-2-(3,4-dimethoxy-phenyl)] acetonitrile (1) and {(2R)-2-[α-D-glucopyranosyl(1-->6)β-D-glucopyranosyloxy]-2-(3-hydroxy-4-methoxy-phenyl)}acetonitrile (2) on the basis of extensive spectroscopic analysis (1D, 2D NMR and HRESIMS) and chemical studies.     

Two new alkaloids from the leaves of Uncaria hirsuta Haviland

Two new alkaloids, uncaric acid A and hirsutaside A, were isolated from Uncaria hirsuta. Their structures were determined by spectroscopic evidences and chemical means.     

Two new lipid analogues from the soft coral Sinularia flexibilis

Soft corals of the genus Sinularia are widely distributed in the South China Sea. Two new lipid analogues (Z)-N-(3,4-dihydroxyphenethyl)-3-methyldo-dec-2-enamide (1) and (E)-1-(2,5-dihydroxy-4-methylphenyl)-6-acetoxy-2,3,7-trihydroxy-3,7,11,15-tetramethylhexadeca-11,14-dien (2), together with three known compounds (3–5) were isolated from the soft coral Sinularia flexibilis. Their structures were elucidated on the basis of extensive spectroscopic analysis, including one and two-dimensional NMR, MS, IR, UV, as well as by comparison with published data.     

Two new flavonol glycosides from Dimocarpus longan leaves

From the extracts of Dimocarpus longan Lour leaves, 2 unusual flavonol glycosides, quercetin 3-O-(3″-O-2?-methyl-2?-hydroxylethyl)-β-d-xyloside (1) and quercetin 3-O-(3″-O-2?-methyl-2?-hydroxylethyl)-α-l-rhamnopyranoside (2), as well as 10 known compounds including 2 flavonol glycosides, afzelin (3) and kaempferol-3-O-α-l-rhamnopyranoside (4), 2 flavans, ( ? )-epicatechin (5) and proanthocyanidin A-2 (6), 3 triterpenoids, friedelin (7), epifriedelanol (8) and β-amyrin (9), a peptide, N-benzoylphenylalanyl-N-benzoylphenylalaninate (10), and 2 sterols, β-sitosterol (11) and daucosterol (12) were isolated and identified by using combination of mass spectrometry and various 1D and 2D NMR techniques. This is the first report of flavonoid glycosides possessing a 2-methyl-2-hydroxylethoxyl group in sugar moiety from D. longan.     

Two new 2-arylbenzofurnan derivatives from the leaves of Morus alba

Two new 2-arylbenzofuran derivatives, moracinfurol A and B (1–2), and ten known compounds (3–12) were isolated from the leaves of Morus alba. Their structures were determined on the basis of spectroscopic analysis including 1D, 2D NMR and HR-ESI-MS. All of the 2-arylbenzofuran derivatives were evaluated for cytotoxicity against A549 cells. Some cytotoxic 2-arylbenzofuran derivatives might induce autophagy characterized by the accumulation of LC-3 Ⅱ.     

Two new flavans from the trunk and leaves of Horsfieldia glabra

Two new flavans, (2R, 4R)-4′-hydroxy-3′,5′-methyl-6,7-methylenedioxy-4-O-2′-cycloflavan (1), and (2R, 4R)-4′-hydroxy-3′-methyl-6,7-methylenedioxy-4-O-2′-cycloflavan (2), along with six known compounds were isolated from the trunk and leaves of Horsfieldia glabra. Their structures were elucidated by means of extensive spectroscopic analysis. Compounds 1 and 2, together with 4–7 were assessed for their cytotoxicity against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW-480), and the result showed that they had no activity.     

Eight new limonoids from Turraea pubescens

Eight new ring B-seco limonoids, turrapubesic acids A-C (1-3) and turrapubesins C-G (4-8), along with turraflorin E and isoazadironolide were isolated from the twigs and leaves of Turraea pubescens. Turrapubesic acids A-C (1-3) are a group of ring B-seco limonoid 17-carboxylic acids with a new C₂₃ skeleton, and turrapubesin C (4) incorporates an unprecedented 1,30-oxygen bridge. The structures including absolute stereochemistry of 1-8 were established on the basis of extensive NMR spectroscopic analysis and CD study. The cytotoxicity of the isolates against the P-388 and A-549 cells was evaluated.     

Ceramicines E-I, new limonoids from Chisocheton ceramicus

Five new limonoids, ceramicines E-I (1-5), have been isolated from the bark of Chisocheton ceramicus. The structures and relative stereochemistry of them were fully elucidated based on 1D- and 2D-NMR data. Ceramicines E-I (1-5) exhibited moderate cell growth inhibitory activities on a range of cell lines (HL-60, A549, MCF7, and HCT116). The absolute structure of previously isolated ceramicine B (6) was also elucidated by circular dichroism (CD) and X-ray analysis.     

Two new C-glycosylflavones from the leaves of Iris lactea var.chinensis

Two new acylated C-glycosylflavones were isolated from the leaves of Iris lactea var. chinensis, and their structures were elucidated on the basis of extensive NMR experiments and mass spectrometry methods and were assigned as 5-hydroxy-4＇- methoxyflavone-7-O-（β-D-2＇＇＇＇4＇＇＇＇-diacetylrhamnopyranosyl）-6-C-[ O-（α-L-6＇＇＇-acetyl-glucpyranosyl）-1→2-β-D-glucopyrano- side] （irislactin A） and 5-hydroxy-4＇,7-dimethoxyflavone-6-C-[O-（α-L-2＇＇＇,3＇＇＇-diacetylrhanmo-pyranosyl）-1→ 2-β-D-glucopyranoside] （irislactin B）.     

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 new spongian diterpene analogues isolated from the marine sponge Acanthodendrilla sp

Abstract

Two new marine natural compounds, 3β-acetoxy-15-hydroxyspongia-12-en (1) and 3-methylspongia-3,12-dien-16-one (2), were isolated from the marine sponge Acanthodendrilla sp., collected in Pulau-Pulau. Compounds 1 and 2 represent new chemical entities of the known spongian diterpene family. Compound 1 is a new 3-acetoxyspongia and compound 2 presents an unreported rearranged 3-methylspongia-3-en. Their structures, including relative configurations, were fully elucidated based on 1D and 2D NMR analyses, as well as HRESTOFMS experiments. No significant bioactivities were found for these compounds. This work reports two new chemical structures, compounds 1 and 2, together with the first isolation of spongian diterpenes from Acanthodendrilla genus.     

Two new acylated flavanone glycosides from the leaves and branches of Phyllanthus emblica

Two new acylated flavanone glycosides, (S)-eriodictyol 7-O-(6"-O-trans-p-coumaroyl)-beta-D-glucopyranoside (1) and (S)-eriodictyol 7-O-(6"-O-galloyl)-beta-D-glucopyranoside (2) were isolated from the leaves and branches of Phyllanthus emblica together with a new phenolic glycoside, 2-(2-methylbutyryl)phloroglucinol 1-O-(6"-O-beta-D-apiofuranosyl)-beta-D-glucopyranoside (3), as well as 22 known compounds. Their structures were determined by spectral and chemical methods.