Biflavonoids from Ouratea multiflora

A new flavone dimer, 3-hydroxy-4',5,7-trimethoxyflavone-(6-->8")-3"-hydroxy-3"',4"', 5",7"-tetramethoxyflavone, together with amenthoflavone, have been isolated from the leaves of Ouratea multiflora. Its structure was established by spectroscopic methods, including two-dimensional NMR spectroscopy.     

Two new flavonoids from Retama raetam

Two new flavones were isolated from the aerial parts of Retama raetam subsp. raetam. Their structures were established as luteolin 4'-O-neohesperidoside (1) and 5,4'-dihydroxy-(3",4"-dihydro-3", 4"-dihydroxy)-2",2"-dimethylpyrano-(5",6":7,8)-flavone (2) by means of spectroscopic methods. Also present was ephedroidin (4',5, 7-trihydroxy-8-(2-hydroxy-3-butenyl)-flavone).     

Simultaneous determination of six isoflavonoids in commercial Radix Astragali by HPLC-UV

A HPLC-UV method for the quantification of six major isoflavonoids, calycosin 7-O-beta-D-glucoside (1), formononetin 7-O-beta-D-glucoside (2), (6alphaR, 11alphaR) 3-hydroxy-9,10-dimethoxypterocarpan-3-O-beta-D-glucoside (3), 7,2'-dihydroxy-3',4'-dimethoxyisoflavan-7-O-beta-D-glucoside (4), calycosin (5) and formononetin (6), in Radix Astragali (Huangqi) was developed and validated. The method was proven to be sensitive, specific, accurate and precise, as well as effective and easy.     

Constituents of Cassia laevigata.

Calendin (1), cinnamic acid (2), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-propan-1-one (3), 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-propan-1-one (4), 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-propan-1-one (5), syringic acid (6) and vanillic acid (7) have been isolated from a dichloromethane extract of the leaves and branches of Cassia laevigata.     

Homoisoflavanones from Ledebouria floribunda

The bulbs of Ledebouria floribunda (Baker) Jessop have yielded two novel compounds, 7-O-[α-rhamnopyranosyl-(1→6)-β-glucopiranosyl]-5-hydroxy-3-(4-methoxybenzyl)-chroman-4-one (1) and 7-O-[α-rhamnopyranosyl-(1→6)-β-glucopiranosyl]-5-hydroxy-3-(4′-hydroxybenzyl)-chroman-4-one (2) along with five other known compounds, 5,7-dihydroxy-3-(4′-methoxybenzyl)-chroman-4-one or 3,9-dihidroeucomin (3), 5,7-dihidroxy-6-methoxy-3-(4′-methoxybenzyl)-chroman-4-one (4), 5,7-dihidroxy 3-(4′-hydroxybenzyl)-chroman-4-one or 4,4′-demethyl-3,9-dihydropuctatin (5), 5,7-dihidroxy-3-(4′-hydroxybenzyl)-6-methoxy-chroman-4-one or 3,9-dihydroeucomnalin (6) and 7-hydroxy-3-(4′-hydroxybenzyl)-5-methoxy-chroman-4-one (7). Their structures were elucidated by spectra analysis. The seven homoisoflavanones were found to be antioxidant against DPPH radical and β-carotene/linoleic acid system.     

Iridoid, phenylethanoid and flavonoid glycosides from Sideritis trojana

From the MeOH extract of Sideritis trojana, a new iridoid glycoside, 10-O-(E)-feruloylmelittoside (1) was obtained in addition to four known iridoid glycosides [melittoside (2), 10-O-(E)-p-coumaroylmelittoside (3), stachysosides E (4) and G (5)]. Moreover, five phenylethanoid glycosides [verbascoside (6), isoacteoside (7), lamalboside (8), leonoside A (9), isolavandulifolioside (10), three flavone glycosides (isoscutellarein 7-O-[6'-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (11), 4'-O-methyisoscutellarein 7-O-[6'-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (12), 3'-hydroxy-4'-O-methyisoscutellarein 7-O-[6'-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (13) and a benzylalcohol derivative (di-O-methylcrenatin) were obtained and identified. The structures were elucidated on the basis of NMR and HRMS data. All compounds were tested for their antioxidant activity by in vitro TEAC assay and some of them exhibited moderate activity (0.97-1.44 mM) when compared with the reference compound (quercetin 1.86 mM). Glycosides 6-13, the most active compounds in the TEAC assay, were also tested by flow cytometry to evaluate their ability to affect the levels of reactive oxygen species (ROS) in human prostate cancer cells (PC3).     

Diarylheptanoids from the rhizomes of Alpinia officinarum and their anticancer activity

Two new diarylheptanoids (1, 2), together with two known analogs (3, 4), were isolated from the rhizomes of Alpinia officinarum. The new compounds were elucidated to be (5S)-5-hydroxy-7-(3, 4-dihydroxyphenyl)-1-phenyl-3-heptanone (1) and (5R)-5-hydroxy-7-(3-methoxy-4, 5-dihydroxyphenyl)-1-phenyl-3-heptanone (2) based on their spectral analysis. Compound 4 showed moderate cytotoxicity against human tumor cell lines, HepG2, MCF-7 and SF-268, while no significant effect were found for compounds 1-3.     

A new phenolic glycoside from the aerial parts of Solidago canadensis

A new phenolic glycoside, 2'-hydroxy-4',6'-di-O-beta-D-glucopyranosyl-butyrrophenone (1), was isolated from the aerial parts of Solidago canadensis. The structure was elucidated on the basis of spectroscopic methods.     

Constituents of Agave americana and Agave barbadensis

An investigation of Agave americana and Agave barbadensis resulted in the isolation of a new homoisoflavanoid, 7-hydroxy-3-(4-methoxybenzyl)-chroman (3), together with known compounds 7-hydroxy-3-(4-methoxybenzyl)-chroman-4-one (1), 5,7-dihydroxy-3-(4-methoxybenzyl)-chroman-4-one (2), cantalasaponin-1 (4), and 2-hydroxy-butanedioic acid-1-methyl ester (5).     

A new bisxanthone from Hypericum japonicum

A new bisxanthone, named jacarelhyperols D (1), was isolated from the whole plant of Hypericum japonicum. Its chemical structure was elucidated as 6-[1',5',6'-trihydroxy-2'-(alpha-hydroxy-alpha-methyl)ethyl-3',4'-dihydrofuran (2',3',3',4') xanthone-3'-oxyl]-1,3,5-trihydroxy-xanthone on the basis of spectroscopic analysis.     

Isolation of new flavan-3-ol and lignan glucoside from Loropetalum chinense and their antimicrobial activities

Phytochemical and antimicrobial activity study on the ethanol extract of the leaves and stems of Loropetalum chinense led to the isolation of a new flavan-3-ol compounds, 8-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxopropyl]-catechin (loropetaliside A) (1) and a new lignan glucoside, 1-(5-hydroxy-3-methoxyphenyl)-2-(2-β-glucopyranosyl-4-hydroxy-5-(1-(E)propen-3-ol)-phenyl)-propane-3-ol (loropetaliside B) (3) and several known compounds manglieside D (2), quercetin (4), kaempferol-3-O-D-glucopyranoside (5), quercetin-3-O-β-L-rhamnoside (6) and tiliroside (7). Their structures were elucidated on the basis of extensive spectroscopic analysis.     

Antioxidant neolignan and phenolic glucosides from the fruit of Euterpe oleracea

Three new glucosides, namely, (–)-7R8S-7′,8′-dihydroxy-dihydrodehydroconiferyl alcohol-9-O-β-d-glucopyranoside (1), (+)-7S8R-7′,8′-dihydroxy-dihydrodehydroconiferyl alcohol-9-O-β-d-glucopyranoside (2) and 4-hydroxy-2-methoxyphenyl 1-O-[6-(hydrogen 3-hydroxy-3-methylpentanedioate)]-β-d-glucopyranoside (3), along with 6 known compounds were isolated from the fruit of Euterpe oleracea Mart. Their structures were elucidated based on spectroscopic analyses including NMR, HR-ESI-MS and CD. All the isolated compounds demonstrated significant antioxidant activity and 2 displayed moderate cytotoxicity against HL-60 cells.     

Novel quinoline alkaloid from trunk bark of Galipea officinalis.

The isolation of N-methyl-4-hydroxy-3-(2',3'-epoxyisobutyl)-2-quinolone (1), a new natural compound, and candicine (2) from Galipea officinalis trunk bark is reported. This is the first report of candicine in the genus Galipea.     

Phenolics from Bidens bipinnata and their amylase inhibitory properties

A new chlorinated flavonoid, 3, 6, 8-trichloro-5, 7, 3', 4'-tetrahydroxyflavone (1), a new biscoumaric acid derivative, 4-O-(2″, 3″-O-diacetyl-6″-O-p-coumaroyl-β-d-glucopyranosyl)-p-coumaric acid (2), and 8, 3', 4'-trihydroxyflavone-7-O-β-d-glucopyranoside (3) together with twenty-four known compounds (4-27) were isolated from the whole plant of Bidens bipinnata. All chemical structures were established on the basis of UV-, MS- and NMR ((1)H, (13)C, (1)H-(1)H COSY, HMQC and HMBC) spectroscopic data. Some of the isolated compounds were tested for the inhibition of α-amylase. The result showed that isookanin (6) was a potent inhibitor of α-amylase (IC(50)=0.447mg/ml).     

大花栀子果实的化学成分研究

对茜草科植物大花栀子果实进行化学成分研究,分离得到8个化合物.经理化数据对照和波谱分析,鉴定化合物的结构为:(4R) - 4 - 羟基 - 2,6,6 - 三甲基 - 1 - 环己烯 - 1 - 甲酸(1)、西红花酸(2)、西红花苷 - 4(3)、西红花苷 - 3(4)、西红花苷 - 2(5)、西红花苷 - 1(6)、京尼平苷(7)和京尼平 -1 - β - D - 龙胆二糖苷(8).经检索,其中化合物2 ～ 6为首次从该植物中分离得到.     

A new 7-oxygenated coumarin from Clausena suffruticosa

A new coumarin, 7-[(2′E,6′E)-7′-carboxy-5′(ζ)-hydroxy-3′-methylocta-2′,6′-dienyloxy]-coumarin, was isolated from the leaf of Clausena suffruticosa. Its structure was established by means of spectroscopic data analyses, including mass spectrometry and both 1D and 2D NMR spectroscopy.     

Bioactive phenolics from the fruits of Livistona chinensis

This study investigated the antioxidant and cytotoxic activity of the phenolics isolated from the fruits of Livistona chinensis. Four new compounds, 1-{ω-isoferul[6- (4-hydroxybutyl)pentadecanoic acid]}-glycerol (1), E-[6′-(5″-hydroxypentyl)tricosyl]-4-hydroxy-3-methoxycinnamate (2), 2-(3′-hydroxy-5′-methoxyphenyl)-3-hydroxylmethyl-7-methoxy-2,3-dihydrobenzofuran-5- carboxylic acid (3), 7-hydroxy-5,4′-dimethoxy-2-arylbenzofuran (4), together with eleven known phenolics (5-15), were isolated and identified. Among these compounds, 1-4, 5-O-caffeoylshikimic acid (5), caffeic acid (7), and 3-O-caffeoylshikimic acid (8) showed potent antioxidant activity. 1-5, and 8 showed potent antiproliferative activities with IC₅₀ values among 5-150 μM against HepG2 human liver cancer, HL-60 human myeloid leukemia, K562 human myeloid leukemia, and CNE-1 human nasopharyngeal carcinoma cell lines. On the basis of these findings, it could be proposed that the fruits of L. chinensis may serve as attractive mines of powerful anticancer and antioxidant agents for various purposes.     

Anti-Helicobacter pylori metabolites from Rhizoctonia sp. Cy064, an endophytic fungus in Cynodon dactylon

A new benzophenone, named rhizoctonic acid (1), together with three known compounds monomethylsulochrin (2), ergosterol (3) and 3beta,5alpha,6beta-trihydroxyergosta-7,22-diene (4) were isolated through bioassay-guided fractionations from the culture of Rhizoctonia sp. (Cy064), an endophytic fungus in the leaf of Cynodon dactylon. The structure of the new acid 1 was elucidated to be 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoic acid by a combination of spectral analyses. Furthermore, the structure of monomethylsulochrin 2 was confirmed by 13C-NMR analysis. All four metabolites were subjected to a more detailed in vitro assessment of their antibacterial action against five clinically isolated and one reference (ATCC 43504) Helicobacter pylori strains.     

Bioassay-guided isolation of urease and α-chymotrypsin inhibitory constituents from the stems of Lawsonia alba Lam. (Henna)

Seven constituents were isolated from the stems of Lawsonia alba Lam., following an activity-guided isolation, which include two new constituents, namely lawsorosemarinol (1) and lawsofructose (2), one known compound 2-(β-d-glucopyranosyloxy)-1, 4-naphthoquinone (3) and four compounds, 4-hydroxy coumarine (4), 3-(4-hyroxyphenyl)-triacontyl-(Z)-propenoate (5), 3-(4-hydroxy-3-methoxyphenyl)-triacontyl-(Z)-propenoate (6) and 7-hydroxy-4-methyl coumarin (7) first time isolated from Lawsonia alba. Their structure elucidation was based on spectroscopic data analyses. Compounds 3 and 7 showed a moderate inhibition of urease activity, while rest of them showed less than 50% inhibition. These compounds did not show any significant inhibition against α-chymotrypsin.     

New coumarins from Cedrelopsis grevei

Two new coumarins, 7-methoxy-5-prenylcoumarin (isocedrelopsin) (1) and 3',4'-dihydrobraylin (2), were isolated from the trunk bark of Cedrelopsis grevei, along with five known coumarins, microfolicoumarin (6,7-dimethoxy-5-prenylcoumarin, (3), obliquin (4), 8-methoxyobliquin (5), aesculetin (6), cedrelopsin (7) and scoparone (8).