Nine prenylated acylphloroglucinols with potential anti-depressive and hepatoprotective activities from Hypericum scabrum.

In our screening program for new biologically active secondary metabolites, nine new polycyclic polyprenyled acylphloroglucinols, hyperscabins D-L, together with three known compounds, were obtained from the aerial parts of Hypericum scabrum. The chemical structures of 1-9 were characterized by extensive spectroscopic analyses, nuclear magnetic resonance calculation with DP4+ probability analysis, and the electronic circular dichroism spectra were calculated. Compound 1 was an unusual prenylated acylphloroglucinol decorated with a 5-oxaspiro [4,5] deca-1,9-dione skeleton.

Polygonumnolides C1-C4; minor dianthrone glycosides from the roots of Polygonum multiflorum Thunb.

Four new dianthrone glycosides, named polygonumnolides C1-C4 (1-4), were isolated from the dried roots of Polygonum multiflorum Thunb, together with two known emodin dianthrones (5-6). Their hepatotoxicities were evaluated against L-02 cell lines. Compounds 1-4 showed weak hepatotoxicity against L-02 cell lines with IC50 values of 313.

Two new prenylated phloroglucinol derivatives from Hypericum scabrum.

Two new prenylated phloroglucinol derivatives (1-2), and a known compound furohyperforim isomer 2 (3), were isolated from the aerial parts of Hypericum scabrum. Their structures were elucidated by various spectroscopic methods, including MS, IR, UV, and NMR.

Alkenes with antioxidative activities from Murraya koenigii (L.) Spreng.

Four new alkenes (1-4), and six known alkenes (5-12) were isolated from Murraya koenigii (L.) Spreng. Their structures were elucidated on the basis of spectroscopic analyses and references.

Hepatoprotective triterpenes from the gum resin of Boswellia carterii.

Ten tirucallane-type triterpenes named boscartene A-J and a nor-tetracyclic triterpene boscartene K, together with ten known compounds were isolated from the gum resin of Boswellia carterii Birdw. Their structures and absolute configurations were elucidated by extensive spectroscopic analysis. In vitro assay, some of these compounds (10 μM) showed moderate hepatoprotective activities against d-galactosamine-induced HL-7702 cell damage.

Cembranoids from the Gum Resin of Boswellia carterii as Potential Antiulcerative Colitis Agents.

Eight new cembranoids, boscartins A-H (1, 2, and 4-9), and the known incensole oxide were isolated from the gum resin of Boswellia carterii. The absolute configurations of 1, 2, 4, and incensole oxide were unequivocally resolved using single-crystal X-ray diffraction analysis with Cu Kα radiation, and the absolute configuration of 5 was resolved via electronic circular dichroism data. The antiulcerative colitis activities of the compounds were evaluated in an in vitro x-box-binding protein 1 (XBP 1) transcriptional activity assay using dual luciferase reporter detection.

Hepatoprotective benzofurans and furanolignans from Gymnema tingens.

Two new benzofurans, gymnefuranols A (1) and B (2), together with six known furanolignans (3-8), were isolated from Gymnema tingens. The structures of the new compounds were elucidated by comprehensive analysis of the NMR and HR-MS data. Compounds 1, 2, 6, and 7 showed hepatoprotective activities against D-galactosamine-induced HL-7702 cell damage.

Composition and antioxidant activity of the anthocyanins of the fruit of Berberis heteropoda Schrenk.

In present study, the anthocyanin composition and content of the fruit of B. heteropoda Schrenk were determined for the first time. The total anthocyanins were extracted from the fruit of B.

[A new lanostane-type triterpenoid from Cymbopogon citratus].

To study the chemical constituents of Cymbopogon citratus, isolation and purification of constituents were carried out on silica gel, Sephadex LH-20 and prepatative HPLC. The structures of the compounds were identified by physicchemical properties and spectral data analysis. Eight compounds were isolated and identified as 3beta-methoxy lanosta-9(11)-en-27-ol (1), 3beta-hydroxylanosta-9 (11)-en (2), (24S) -3beta-methoxylanosta-9(11), 25-dien-24-ol (3), 8-hydroxyl-neo-menthol (4), (2E)-3,7-dimethyl-2,7-octadiene-1, 6-diol (5), (+)-citronellol (6), 7-hydroxymenthol (7) and ethyl nonadecanoate(8).

Effect of Hypericum perforatum L. extract on insulin resistance and lipid metabolic disorder in high-fat-diet induced obese mice.

Natural product Hypericum perforatum L. has been used in folk medicine to improve mental performance. However, the effect of H.

Furostanol saponins from the seeds of Allium cepa L.

Allium cepa L. is one of the most widely cultivated and used plants. In addition to its bulb (onion), which is used as food in many cultures, the seeds of A.

Two new polyprenylated acylphloroglucinols from Hypericum scabrum.

Two new polyprenylated acylphloroglucinols, (1S,32R,5S,6R,7R)-6-((R)-3,4-di-hydroxy-4-methylpentyl)-2-(2-hydroxypropan-2-yl)-7-isobutyryl-6-methyl-5,9-bis(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydro-2H-32,7-methanocycloocta[b]furan-8,10(3H)-dione (1) and (4R,5R,7R)-4-((R)-3,4-dihydroxy-4-methylpentyl)-2,2,4-trimethyl-5,7-bis(3-methyl-but-2-en-1-yl)-7-(5-methylhex-4-enoyl)-4,5,6,7-tetrahydrobenzofuran-3(2H)-one (2) were isolated from Hypericum scabrum. The structures were elucidated by means of spectroscopic methods, including MS, IR, NMR, OR, and CD.

New dimeric phthalides from Ligusticum sinense Oliv cv. Chaxiong.

A new dimeric phthalide, chaxiongnolide A (1), and a new natural product, chaxiongnolide B (2), together with a known compound Z-ligustilide (3), were isolated from the rhizome of Ligusticum sinense Oliv cv. Chaxiong. Their structures were elucidated by various spectroscopic methods and confirmed by X-ray crystallographic analysis.

Two new cucurbitane triterpenoids from the seeds of Momordica charantia.

Two new cucurbitane triterpenoids 1 and 2 were isolated, together with six known compounds, from the seeds of Momordica charantia L. The structures of new compounds were determined to be 3-O-{[β-d-galactopyranosyl(1 → 6)]-O-β-d-galactopyranosyl}-23(R), 24(R), 25-trihydroxycucur-bit-5-ene (1), 3-O-[β-d-galactopyranosyl]-25-O-β-d-galactopyranosyl-7(R), 22(S), 23(R), 24(R), 25-pentahydroxycucurbit-5-ene (2), respectively. Their structures were elucidated by the combination of mass spectrometry, one- and two-dimensional NMR experiments and chemical reactions.

Hepatoprotective sesquiterpenes and rutinosides from Murraya koenigii (L.) Spreng.

Three new sesquiterpenes (1-3) and two new rutinosides (4 and 5) along with 17 known compounds (6-22) were isolated from the leaves of Murraya koenigii (L.) Spreng. The new compounds were elucidated as (3R,5S,6R)-3,5,6-trihydroxy-1,1,5-trimethylcyclohexyl-8-butyn-9-one (1), (8E,9R)-ethyl-7-(3S,5R,6S)-3,6-dihydroxy-1,1,5-trimethylcyclohexyl-9-hydroxybut-8-enoate (2), (3R)-3-O-β-D-glucoside-6'-D-apiose-β-ionone (3), 4-O-β-D-rutinosyl-3-methoxyphenyl-1-propanone (4), and 1-O-β-D-rutinosyl-2(R)-ethyl-1-pentanol (5) based on their spectroscopic data.

Two new bidesmoside triterpenoid saponins from the seeds of Momordica charantia L.

Two new bidesmoside triterpenoid saponins which were identifed as 28-O-β-D-xylopyranosyl(1→3)-β-D-xylopyranosyl(1→4)-α-L-rhamnopyranosyl(1→2)-[α-L-rhamno-pyranosyl(1→3)]-β-D-fucopyranosyl gypsogenin 3-O-β-D-glucopyranosyl (1→2)-β-D-glucopyranosiduronic acid (C1) and 28-O-β-D-xylopyranosyl(1→4)-α-L-rhamnopyranosyl (1→2)-[α-L-rhamnopyranosyl(1→3)]-β-D-fucopyranosyl gypsogenin 3-O-β-D-gluco-pyranosyl(1→2)-β-D-glucopyranosiduronic acid (C2) were isolated together with two known compounds from the seeds of Momordica charantia L. Their structures were elucidated by the combination of mass spectrometry (MS), one and two-dimensional NMR experiments and chemical reactions.

Two new oligostilbenes from the stem of Parthenocissus quinquefolia.

Two new oligostilbenes, parthenocissins M (1) and N (2), together with two known compounds, miyabenol C (3) and ϵ-viniferin (4), were isolated from the stem of Parthenocissus quinquefolia. Their structures were elucidated by means of NMR, UV, IR, and MS data.

Hepatoprotective prenylaromadendrane-type diterpenes from the gum resin of Boswellia carterii.

Chemical examination of the exuded gum resin of Boswellia carterii resulted in the isolation of nine new prenylaromadendrane-type diterpenes, boscartols A-I (1-9). The structures of these compounds were established by extensive 1D and 2D NMR spectroscopic analyses, mass spectrometric data, and circular dichroism spectra. Compounds 1-3, 5, 6, 8, and 9 (10 μM) showed moderate hepatoprotective activity against d-galactosamine-induced HL-7702 cell damage.

Hepatoprotective phenolic glycosides from Gymnema tingens.

Six new phenolic diglycosides, named gymnetinosides A-F (1-6), were isolated from the ethanolic extract of Gymnema tingens, together with three known diglycosides, sequinoside K (7), khaephuoside B (8), and albibrissinoside A (9). The structures of the new compounds were determined by spectroscopic techniques including 1D-, 2D NMR, mass spectroscopy, and circular dichroism. Compounds 1, 5, and 6 showed hepatoprotective activities against D-galactosamine-induced HL-7702 cell damage.

[Chemical constituents of the fruits of Lycium ruthenicum].

Objective: To study the chemical constituents of the fruits of Lycium ruthenicum Murr..

Methods: Isolation and purification were carried out on macroporous resin column, Sephadex LH-20 and HPLC.

Three new phloroglucinol derivatives from Hypericum scabrum.

A chemical investigation on the aerial parts of Hypericum scabrum L. resulted in the isolation of three new phloroglucinol derivatives, hyperscabrins A (1), B (2), and C (3), together with one known compound, (2R,3R,4S,6R)-3-methyl-4,6-di(3-methyl-2-butenyl)-2-(2-methyl-1-oxopropyl)-3-(4-methyl-3-pentenyl)-cyclohexanone (4). The structures were elucidated by means of spectroscopic methods, including MS, IR, 1D NMR, and 2D NMR, and the absolute configurations of chiral centers in these phloroglucinol derivatives were determined for the first time by studying their circular dichroism spectra.

[Studies on the chemical constituents of Ligusticum sinense].

Objective: To study the chemical constituents of Ligusticum sinense.

Methods: The chemical constituents were isolated and purified by column chromatography on silica gel and Sephadex LH-20; Using spectroscopy methods to elucidate their structures.

Results: Nine compounds were isolated and identified as levistolide A (1), (Z)-3-butylidene-7-hydroxyphthalide (2), senkyunolide B (3), 3-butylphthalide(4), (Z)-ligustilide (5), riligustilide (6), neocnidilide (7), senkyunolide A (8), beta-sitostesol (9).

[Studies on the chemical constituents of Balaophora polyandra].

Objective: To study the chemical constituents of Balaophora polyandra.

Methods: The chemical constituents were isolated by column chromatography on silica gel, Toyopearl HW-40C and Sephadex LH-20. Their structures were elucidated on the basis of spectral analysis.

Triterpenoid glycosides from Stauntonia chinensis.

A new bidesmoside triterpenoid saponin, named stauntoside C1 (1), along with three known saponins (2-4) was isolated from Stauntonia chinensis DC. (Lardizabalaceae). Their structures were established by means of spectral and chemical methods as 3-O-beta-D-xylopyranosyl-(1 --> 2)-O-beta-D-xylopyranosyl-(1 --> 3)-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (1), scabiosaponin E (2), sieboldianoside B (3), and kizutasaponin K(12) (4).

The effect of ultrasound on lipase-catalyzed regioselective acylation of mangiferin in non-aqueous solvents.

A simple and efficient method for regioselective acylation of mangiferin catalyzed by lipase under ultrasound irradiation is reported. Compared with the conventional methods, its main advantages are shorter reaction time and higher yields. The optimum conditions were screened out.