Cucurbitacin and Triterpenoid Glycosides from Hemsleya giganthy

From rhizomes of Hemsleya giganthy collected in Shichuan of China,16 compounds were isolated.Among them,three compounds (8,9,15)are new natural products called Hemslecins G;Hemsgiganosides A and B;respectively.Their structures were elucidated as 7-hydroxy-23,24-dihydro-cucurbitacin F-25-O-acetate(8);3-O-(6‘‘‘‘‘‘‘‘-butyl ester-)-β-D-glu-curono-pyranosyl)-oleanolic acid-28-O-α-L-arabinopyranoside(9);3-O-β-D-glucuropyranosyl oleanolic acid-28-O-β-D-gluco pyranosyl-(1→6)-β-D-glucopyranoside(15)by spectroscopic and chemical means.     

A New Diels-Alder Type Adduct and a New Flavone from the Stem and Root Bark of Morus mongolica

A new Diels-Alder type adduct mongolicin G （1） and a new flavone 5＇-（1＂, 1＂-dimethylallyl）-5,7,2＇,4＇-tetrahydroxyflavone （2） were isolated from the stem and root bark of Morus mongolica. Their structures were determined by spectroscopic analysis and chiroptical methods.     

Chemical Components of Helicai nilagirica Beed.I.Structure of Three New Flavonol Glycosides

Three new flavonol glycosides were isolated from the leaves of Helicia nilagirica Beed.The structures were elucidated as kaempferol-3-O-β-D-xylopyranosyl-(1→6)-β-D-glyco-pyranosyl-(1→2)-α-L－rhamnopyranoside,quercetin-3-O-β-D-xylopyranosyl-(1→6)-β-D-glycopy-ranosyl-(1→2)-[-β-D-xylopyranosyl-(1→4)]-α-L-rhamnopyranoside,and quercetin-3-O-β-D-xylopyranosyl-(1→6)-β-D-glycopyranosyl-(1→2)-α-L-rhamnopyranoside,nmaed as Hcilcianeoside A、B and C ,respectively.     

Two New Glycosides from the Roots of Ranunculus ternatus

Two new glycosides named as ternatoside A 1 and ternatoside B 2 were isolated from the roots of Ranunculus ternatus, the structures were determined by 1D and 2D NMR, ESI-MS techniques, and chemical methods.     

A New Coumestan from Arachis hypogaea L

A new coumestan, 3, 9-dihydroxy-4, 8-dimethoxycoumestan, was isolated from Arachis hypogaea L. together with two known compounds: 3, 9-dihydroxy-4-methoxycoumestan and 3,9-dihydroxy-8-methoxycoumestan. The structure was established by spectroscopic methods.     

Two New Abietane Quinones from Isodon lophanthoides var.Micranthus

The structures of two new abietane quinones,named micranthins A and B,were determined to be 7α-methoxy-14,16-epoxy-8,13-abietabiene-11,12-dione(1) and 16-acetoxy-6,7-dehydroroyleanone (2) respectively,which were isolated from Isodon lophanthoides var.micranthus.     

Two New Tartrate Derivative Glucosides from Coeloglossum viride （L.） Hartm. var. bracteatum （Willd.） Richter

Two new tartrate derivative glucosides, coelovirin C (1) and D (2), were isolated from rhizomes of Coeloglossum viride (L.) Hartm. var. bracteamm (Willd.) Richter (Orchidaceae).Their structures were elucidated as (2R, 3S)-2- β-D-glucopyranosyl-2-isobutyltartrate-l-(4-β-D-glucopyranosyloxybenzyl) ester 1 and (2R, 3S)-2-β-D-glucopyranosyl-2-isobutyltartrate-4-(4-β-D-) ester 2 by means of chemical and spectroscopic methods.     

A new coumarin from Wikstroemia indica （L.） C. A. Mey

A new coumadn was obtained from the stems and roots of Wikstroemia indica (L.) C.A.Mey.Its structure was elucidated as methyl 3-(2-hydroxy-4-(7-hydroxy-6-methoxy-2-oxo-2H-chromen-3-yloxy) phenyl) propanoate by spectroscopic methods.     

Septemloside III： A Nonasaccharide Saponin from the Bark of Kalopanax septemlobus （Thunb.） Koidz.

A nonasaccharide saponin, new hederagenin saponin, had been isolated from the bark ofKalopanax septemlobus (Thunb.) Koidz., and its structure was elucidated by HRESI-MS, NMR experi-ments and chemical analyses as 3-O-β-D-xylopyranosyl-(1→4)-13-D-xylopyranosyl-(1→3)-α-L-rhamno-pyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin 28-O-β-D-xylopyranosyl-(1→3)-β-D-xylopyra-nosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside.     

Pterisemipol, a novel sesquiterpenoid from Pteris semipinnata L.

A novel sesquiterpenoid,pterisemipol,was isolated from Pteris semipinnata L.Its skeleton,namely pterisane,was considered to be rearranged from protoilludane and its structure was elucidated on the basis of spectroscopic analysis.     

A New Ent‐Trachylobane Diterpenoid from the Roots of Sapium Sebiferum

A new ent‐trachylobane diterpenoid, saposebifeic acid, together with thirteen known compounds, were isolated from the roots of Sapium sebiferum. Compounds, 5,7,8‐trimethoxycoumarin, baccatin, n‐alkyl trans‐ferulate and 2,6‐dimethoxyquinone, were reported for the first time from this plant. The structures of the new and known compounds were established on the basis of extensive 1D and 2D NMR spectral data.     

A New Isomalabaricane Triterpenoid from Sponge Jaspis sp.

From the marine sponge Jaspis sp., a new isomalabaricane triterpenoid 22, 23-dihydrostellettin D (1) was isolated, and its structure was established on the basis of IR, MS and extensive 2D NMR spectroscopic analysis. It is a unique skeleton compound rarely obtained from Chinese marine organisms.     

Segetoside L, A New Triterpenoid Saponin from Vaccaria segetalis

A new triterpenoid saponin, named segetoside L, was isolated from the seeds of Vaccaria segetalis. On the basis of spectral data and chemical reaction, its structure was established as 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl oleanolic acid 3-O-β-D-glucopyranosyl-(1→3)- [β-D-galactopyranosyl-(1→2)]-β-D-galactopyranoside.     

Neutral lipids from seeds of <Emphasis Type="Italic">Cercis siliquastrum,Sapium sebiferum</Emphasis>, and <Emphasis Type="Italic">Koelreuteria paniculata</Emphasis>

The chemical composition of neutral lipids from seeds of Cercis siliquastrum, Sapium sebiferum, and Koelreuteria paniculata were studied. Characteristic features of their individual classes were established. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 318–319, July–August, 2007     

Dammarane-Type Triterpenoid from the Stem Bark of Aglaia elliptica (Meliaceae) and Its Cytotoxic Activities

Two new dammarane-type triterpenoid fatty acid ester derivatives, 3β-oleate-20S-hydroxydammar-24-en (1) and 3β-oleate-20S,24S-epoxy-25-hydroxydammarane (2) with a known dammarane-type triterpenoid compound, such as 20S-hydroxydammar-24-en-3-on (3), were isolated from the stem bark of Aglaia elliptica (C.DC.) Blume. The chemical structures were determined by spectroscopic methods, including FTIR, NMR (one and two-dimensional), and HRESITOF-MS analysis, as well as chemical derivatization and comparison with previous literature. Furthermore, the synthetic analog resulting from transesterification of 1 and 2 also obtained 3β,20S-dihydroxy-dammar-24-en (4) and 20S,24S-epoxy-3β,25-dihydroxydammarane (5), respectively. The cytotoxic effect of all isolated and synthetic analog compounds was evaluated using PrestoBlue reagent against MCF-7 breast cancer cell and B16-F10 melanoma cell lines. The 20S-hydroxydammar-24-en-3-on (3) showed the strongest activity against MCF-7 breast cancer and B16-F10 melanoma cell, indicating that the ketone group at C-3 in 3 plays an essential role in the cytotoxicity of dammarane-type triterpenoid. On the other hand, compounds 1 and 2 had very weak cytotoxic activity against the two cell lines, indicating the presence of fatty acid, significantly decreasing cytotoxic activity. This showed the significance of the discovery to investigate the essential structural feature in dammarane-type triterpenoid, specifically for the future development of anticancer drugs.     

A New Flavanone from the Bark of Morus macoura Miq.

“Sang Bai Pi”, the bark of mulberry, has been used as herbal medicine to treat diabetes, arthritis, rheumatism for thousands of years. Phytochemical studies on some Morus species revealed that they contained phenolic compounds1. Macrourone C (1) was isolated from Morus macroura Miq. In this paper, the structure of 1 was elucidated on the basis of spectoscopic evidence.Figure 1 Structure and Key HMBC for 1 1Macrourone C (1), a yellow powder, exhibited dark blue fluorescence under UV li…     

Soyauxinine,a New Indolopyridoquinazoline Alkaloid from the Stem Bark of Araliopsis soyauxii Engl. (Rutaceae)

The chemical investigation of the total alkaloid extract (TAE) of the stem bark of Araliopsis soyauxii (Rutaceae) afforded an unreported indolopyridoquinazoline (compound 1) along with nine previously known alkaloids 2–10. In addition, six semi-synthetic derivatives 3a–c, 4b, 5a and 6a were prepared by allylation and acetonidation of soyauxinium nitrate (5), edulinine (3), ribalinine (4) and arborinine (6). The structures and spectroscopic data of five of them are reported herein for the first time. The suggested mechanism for the formation of the new N-allylindolopyridoquinazoline 5a is presented. The structures of natural and derived compounds were determined employing extensive NMR and MS techniques. The absolute configuration of stereogenic centers in compounds 2–4 were determined using NOESY technique and confirmed by the single-crystal X-ray diffraction (SC-XRD) technique. The use of SC-XRD further enabled us to carry out a structural revision of soyauxinium chloride recently isolated from the same plant to soyauxinium nitrate (5). The TAE, fractions, compounds 1–7 and 9, and semi-synthetic derivatives 3a–c, 4b, 5a and 6a were evaluated for their cytotoxic activity towards the cervix carcinoma cell line KB-3-1. No significant activity was recorded for most of the compounds except for 9, which showed moderate activity against the tested cancer cell lines.     

Cytotoxic Diterpenoids from the Stem Bark of Annona squamosa L.

Three new ent‐kaurane diterpenoids, (4α)‐19‐nor‐ent‐kaurane‐4,16,17‐triol ( 1 ), (4α,16α)‐17‐(acetyloxy)‐19‐nor‐ent‐kaurane‐4,16‐diol ( 2 ), and 17‐hydroxy‐ent‐kaur‐15‐en‐19‐al ( 3 ), together with 11 known compounds, were isolated from the stem bark of Annona squamosa L. The structures of 1 – 3 were identified by analysis of their spectroscopic data. All compounds were evaluated for cytotoxic activity against human lung cancer (95‐D) and ovarian cancer (A2780) cell lines, and compounds 3, 5, 7, 11 – 14 exhibited promising antiproliferative activities with IC₅₀ values ranging from 0.38 to 34.66 μM .     

Ginsenoside-Rg6, a Novel Triterpenoid Saponin from the Stem-Leaves of Panax ginseng C. A. Mey.

A novel dammarane-type triterpene oligoglycoside, named ginsenoside-Rg6 3, was isolated from the stem-leaves of Panax ginseng C.A.Mey., together with two known ones, 20(S)-ginsenoside-Rg2 1 and 20(R)-ginsenoside-Rg2 2.On the basis of chemical and physicochemical evidence , the structure of ginsenoside-Rg6 have been elucidated as 6-O-α-L-rhamnosyl-(1→2)-β-D-glucopyranosyl-dammarane-(E)-20(22), 24-diene-3β, 6α, 12β-triol.