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).     

Fluorogenic substrates for chymotrypsin with new fluorescent markers

Several substrates for chymotrypsin Glt-Phe-NHR_x have been synthesized, where R_xNH₂ are the compounds 3-aminocoumarin (2), 6-aminocoumarin (3), 3-acetamido-6-aminocoumarin (4), 3-acetamido-8-aminocoumarin (5), 7-amino-4-methyl-2-quinolinone (AMQ), (6). The fluorescence properties of the new substrates and those of the corresponding free amines were examined. The compound 7-glutarylphenylalaninamido-4-methyl-2-quinolinone (Glt-Phe-AMQ), (15), provided a new suitable substrate for chymotrypsin determination. The enzymatic release of the fluorophore AMQ was measured at Λex = 360nm and Λem=435nm. The Km of 15 was 0.5mM and its kcat/Km ratio was 47 M^-1 s^-1. By using this substrate, the detection limit of chymotrypsin was 10 ng/ml.     

A new isopimarane-type diterpene and a new natural atisane-type diterpene from Excoecaria agallocha

From the woods of Excoecaria agallocha, a new isopimarane-type diterpene, 3α,11β-dihydroxy-ent-isopimara-8(14),15-dien-2-one (1) and a new natural atisane-type diterpene, 16β-hydroxy-ent-atisan-3-one (2) were isolated together with three known compounds, ribenone (3), ent-labda-8(17),13E-diene-3β,15-diol (4), and ent-3β-hydroxybeyer-15-ene-2,12-dione (5). Their structures were determined by spectral data and x-ray crystallography evidence.     

Three new C-flavonoids from Corallodiscus flabellata

Three new C-glycosylflavones, named 5,7,4'-trihydroxy-6-methoxy-8-C-[beta-D-xylopyranosyl- (1 --> 2)]-beta-D-glucopyranosyl flavonoside (1), 5,7,4'-trihydroxy-8-methoxy-6-C-[beta-D-xylopyranosyl-(1 --> 2)]-beta-D-glucopyranosyl flavonoside (2), and 5,3',4'-trihydroxy-7,8-dimethoxy-6-C-[beta-D-xylopyranosyl-(1 --> 2)]-beta-D-glucopyranosyl flavonoside (3), along with two known compounds 5,4'-dihydroxy-7-methoxy-6-C-glucopyranosyl-flavonoside (4), 3-methoxy-4-hydroxymethyl benzoate (5) were isolated from 70% acetone extract of Corallodiscus flabellata. Their structures were identified on the basis of spectroscopic techniques and chemical methods.     

Two new compounds from the roots of Swietenia macrophylla

Abstract

Phytochemical investigation on the roots of Swietenia macrophylla yielded one new pharagmalin-type limonoid named 2-dehydroxyl-swietephragmin C (1) and one new xanthone, 1,5-dihydroxy-6-methoxy-6′,6′-dimethyl-2H-pyrano[2′,3′:3,2]xanthone (2), in addition to three known compounds. The structures of the new compounds were unambiguously determined by comprehensive spectroscopic methods (NMR, UV, IR, MS), as well as by comparison with the reported data in the literature. Xanthones were reported from Swietenia genus for the first time.     

Three new saponins from Tribulus terrestris

Three new steroidal saponins 1-3, together with five known steroidal saponins, L-mannitol and an inorganic salt were isolated from Tribulus terrestris L. (Zygophyllaceae). The structures of the new steroidal saponins were elucidated as hecogenin 3-O-beta-xylopyranosyl(1-->3)-beta-glucopyranosyl(1-->4)-beta-galactopyr anoside (1), hecogenin 3-O-beta-glucopyranosyl(1-->2)-beta-glucopyranosyl(1-->4)- beta-galactopyranoside (2) and 3-O-[beta-xylopyranosyl(1-->2)-[beta-xylopyranosyl(1-->3)]-beta- glucopyranosyl(1-->4)-[alpha-rhamnopyranosyl(1-->2)]-beta-galactopyranos yl]- 26-O-beta-glucopyranosyl-22-methoxy-(3 beta,5 alpha,25R)-furostan-3,26-diol (3). Structure elucidation was accomplished by 1D and 2D NMR spectra (13C-1H COSY, HMQC, HMBC, 1H-1H COSY, TOCSY, and NOESY), mass spectrometry (FABMS, ESIMS) and chemical methods.     

Two new compounds from Acanthopanax senticosus Harms

From the dried aerial part of Acanthopanax senticosus, a new coumarin glycoside, eleutheroside B₂ (1), and a new sesquiterpenoid, oplopanone B (2), were isolated. Their structures were elucidated on the basis of chemical and spectroscopic methods.     

Three new saponins from the leaves of Ilex hylonoma

Three new triterpenoid saponins, hylonosides III-V (1-3) have been isolated, along with three known oleanolic acid saponins (4-6), from the methanol extract of leaves of Ilex hylonoma. The structures were elucidated using a combination of homo- and hetero-nuclear 2D NMR techniques (COSY, TOCSY, NOESY, HMQC and HMBC) and negative FAB-MS. The new compounds were characterized as 3-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucuronopyranosyl siaresinolic acid-28-O-beta-D-glucopyranosyl ester (1), 3-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucuronopyranosyl siaresinolic acid-28-O-beta-D-glucopyranosyl ester (2), 3-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucuronopyranosyl oleanolic acid-28-O-beta-D-glucopyranosyl ester (3).     

Three new sesquiterpenes from Pterocarpus santalinus

Three new sesquiterpenes of canusesnol K (1), canusesnol L (2) and 12, 15-dihydroxycurcumene (3), along with five known ones (4–8), were isolated from the heartwood extract of Pterocarpus santalinus. Their structures were established by extensive analyses of 1D and 2D NMR spectroscopy, including ¹H NMR, ¹³C NMR, HSQC, HMBC and NOESY, and HRESI-MS. The absolute configurations of the new compounds were established with Modified Mosher’s method. The cytotoxic activities of all these compounds against HepG2 (human liver cancer), MCF-7 (human breast cancer), MDA-MB-231 (human breast cancer), and Hela (human cervical carcinoma) cancer cell lines were evaluated. Compound 1 exhibited moderate cytotoxic activity toward MDA-MB-231 cell lines.     

Two new furostanol saponins from Tribulus terrestris L

Two new furostanol saponins, tribufurosides B (1) and C (2), were isolated from the fruits of Tribulus terrestris L. With the help of chemical and spectral analyses (IR, MS, 1D NMR and 2D NMR), the structures of two new furostanol saponins were established as 26-O-beta-d-glucopyranosyl-(25S)-5alpha-furost-20(22)-en-2alpha,3beta,26-triol-3-O-beta-d-galactopyranosyl(1 --> 2)-beta-d-glucopyranosyl(1 --> 2)-beta-d-galactopyranoside (1) and (25S)-5alpha-furost-20(22)-en-12-one-3beta, 26-diol-26-O-beta-d-glucopyranoside (2).     

A new triterpene glycoside from Asterias rollentoni

A new triterpene glycoside, rollentoside A, has been isolated from Asterias rollentoni Bell and identified as 3beta-O-{3-O-methyl-beta-D-xylopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-quinopyranosyl-(1-->2)-O-beta-D-xylopyranosyl}-16-beta-acetoxy-23S-acetoxy-holost-7-ene (1), together with a new natural product, rollentoside B (2). The structures of compounds1 and 2 were elucidated by extensive 1D and 2D NMR investigation (1H-1H COSY, TOCSY, HSQC, HMBC, NOESY).     

Three new polyphenols from the rhizomes of Arachniodes exilis

Three new polyphenols, araspidin BB (1), arachniodesin A (2) and arachniodesin B (3), together with two known compounds, epicatechin (4) and procyanidin B-2 (5), were isolated from the rhizomes of Arachniodes exilis. The structures of three new compounds were elucidated as 5-methyl-methylene-bis-phlorobutyrophenone (1), 4beta-ethoxycarbonylmethylepicatechin (2) and epicatechin-(4beta --> 8)-4beta-ethoxycarbonylmethylepicatechin (3), on the basis of their spectral analysis and by comparing them with the related model compounds. Compounds 4 and 5 were obtained from the title plant for the first time.     

Schisanlactone H and sphenanthin A,new metabolites from Schisandra sphenanthera

From the fruits of Schisandra sphenanthera (Schisandraceae), a new 3,4-seco-lanostane triterpenoid, schisanlactone H (1), and a new monocyclofarnesane sesquiterpenoid, sphenanthin A (2), were isolated. Their structures were elucidated by spectroscopic methods including extensive 1D and 2D NMR techniques.     

A new compound from Geum rivale L

A new compound, 1- O -methyl-6- O -caffeoyl- β- d -glucopyranose ( 1 ), has been isolated from the aerial part of G. rivale , together with five known compounds, cecropiacic acid ( 2 ), niga-ichgoside ( 3 ), gallic acid ( 4 ), 1- o -protocatechuoylglucose ( 5 ), and sucrose ( 6 ). Their structures were elucidated by spectral methods and chemical reactions.     

太白乌头中一新的去甲二萜生物碱

为了研究太白乌头(Aconitum taipaicum)根的化学成分，采用硅胶柱色谱进行分离纯化，根据其理化性质和波谱数据确定化合物结构。从该植物的根中分离得到1个新的去甲二萜生物碱isodelelatine (1)和5个已知生物碱，分别为atisine (2)、 delfissinol (3)、 liangshanine (4)、 hypaconitine (5)和delelatine (6)。化合物2～6均为首次从该植物中分离得到。     

A new cucurbitacin from Bolbostemma paniculatum Franguent

A new cucurbitacin with an unusual ring A, isocucurbitacin D 25-O-acetate (1), was isolated from Bolbostemma paniculatum Franguent together with one known compound, cucurbitacin E (2). The structure of new compound was established by spectroscopic methods.     

A new decalin derivative from red yeast rice

A new decalin derivative, monascusic acid A (1), together with a new natural product (2), was isolated from the ethanol extract of red yeast rice. Their structures were elucidated by spectroscopic methods.     

A new bisabolane sesquiterpenoid from Euphorbia chrysocoma

The new sesquiterpenoid (6R)-2-chloro-6-[(1S)-1,5-dimethylhex-4-en-1-yl]-3-methylcyclohex-2-en-1-one (1), together with ten known compounds, (6R)-6-[(1S)-1,5-dimethylhex-4-en-1-yl]-3-methylcyclohex-2-en-1-one (2), bauerenol acetate (3), lupenone (4), alpha-amyrenone (5), beta-sitosterol (6), stigmasterol (7), beta-amyrin (8), ursolic acid (9), betulinic acid (10), scopolin (11), have been isolated from the roots of Euphorbia chrysocoma Lévl. et Vant. Their structures have been elucidated by spectroscopic data.     

Three new Phlegmariurine B type lycopodium alkaloids from Huperzia serrata

Phlegmariurine B ( 1 ), a known alkaloid, along with three new analogous compounds, 2 f -hydroxyphlegmariurine B ( 2 ), 2-oxoyphlegmariurine B ( 3 ) and 11-oxophlegmariurine B ( 4 ), were isolated from the CHCl 3 fraction of total alkaloids of whole plant of the Chinese medicinal herb Huperzia serrata . Their structures were elucidated by spectral analysis.     

Three new compounds from Isodon melissoides

Reinvestigation of the aerial parts of Isodon melissoides has afforded two new ent-diterpenoids, melissoidesins V (1) and W (2), together with five known ones, glabcensin W (3), melissoidesin C (4), melissoidesin A (5), melissoidesin B (6) and melissoidesin D (7), one new ionone derivative 3alpha,4alpha-isopropyliden-beta-ionol (8), as well as three analogues, 3-hydroxy-4-oxo-beta-ionol (9), megastigma-7-en-3,5,6,9-tetraol (10) and blumenol A (11), and three phenolic compounds salicylic acid (12), syringic acid (13) and cirsiliol (14). The new structures were elucidated on the basis of spectroscopic techniques, especially the 2D-NMR spectral analysis.