A new compound with cytotoxic activities from the leaves of Panax ginseng C.A. Meyer

A new compound, 3,6,20（S）-trihydroxy- 12,23-epoxydammar-24-ene,6,20-di-O-β-D-glucopyranoside （1）, was isolated from the leaves of Panax ginseng C.A. Meyer, whose structural elucidation was carried out by means of spectral analysis （including IR, HR- FAB-MS and NMR）. This compound showed the moderate cytotoxic activities against U937 and HeLa cells by using the MTT method.

Synthesis,Crystal Structure and Cytotoxic Activities of Oxazolidin-2-one Derivatives

Four cytotoxic oxazolidin-2-one derivatives were prepared from alkynyl alcohol and isocynate with high yields of 83～95%, and their structures were characterized by IR, H-RESI-MS and NMR analysis. Meanwhile, the crystal of （Z）-4-benzylidene-3-ethyl-1-oxa-3-azaspiro[4.4] nonan-2-one （5a） was obtained and determined by X-ray single-crystal diffraction. Crystal data： monoclinic system, space group P121/c1, a = 10.9284（2）, b = 9.47510（10）, c = 14.2510（2） ？, β = 111.917（2）o, V = 1369.01（3） ？3, Z = 4, F（000） = 552.0, Dc = 1.248 Mg/m3, μ = 0.652 mm-1, R = 0.0473 and wR = 0.1207 for 2699 independent reflections （Rint = 0.0206） and 2581 observed ones （I 〉 2σ（I））.

Synthesis,Crystal Structure and Cytotoxic Activities of 1-(Prop-2-yn-1-yl)-7,8-dihydro-1H-benzo[d][1,3]-thiazine-2,5(4H,6H)-dione Derivatives

The important synthetic precursor（Ⅲ）, 1-（prop-2-yn-1-yl）-7,8-dihydro-1Hbenzo[d][1,3]thiazine-2,5（4H,6H）-dione（C（11）H（11）NO2S）, was prepared through a three-component reaction, which was further transferred into cytotoxic triazoles by alkylation and ＂click＂ synthesis in satisfactory yields of 87%^95%. Their structures were characterized by IR, H-RESI-MS and NMR analysis. Meanwhile, the crystal of Ⅲ was obtained and determined by X-ray single-crystal diffraction. Crystal data： orthorhombic system, space group P212121, a = 5.189（4）, b = 8.661（6）, c = 23.498（17） A, V = 1056.2（13） A^3, Z = 4, F（000） = 464, Dc = 1.392 g/cm^3, μ =0.284 mm^-1, R = 0.0637 and wR = 0.1668 for 8182 independent reflections（R（int） = 0.1580） and 2166 observed ones（I 〉 2σ（I））.

Synthesis and Antitumor Activities of 26-O-tert-Butyldimethylsiliyl Protodisogenyl β-D-Glucopyranoside

New saponin 26-O-tert-butyldimethylsiliyl protodiosgenyl β-D-glucopyranoside 1 was synthesized and its cytotoxicity activity in vitro was evaluated by MTI＇. It showed potent antitumor activity to human cancer cells. E ring and C22-OH play important roles in the antitumor activity of 1. A method to selective removal of acetyl group in the presence of benzoyl group was reported.

New Secodaphnane-Type Alkaloids with Cytotoxic Activities from Daphniphyllum angustifolium Hutch

One new Daphniphyllum alkaloid,daphnioldhanol A(1),together with three known ones,were isolated from the stem part of Daphniphyllum angustifolium Hutch.Their structures were elucidated by spectroscopic methods and comparing with the literature data.Compound 2 is a new natural product,but known by synthesis as a racemate.Compound 1 exhibited week cytotoxic activity against Hela cell line with IC50 of 31.9μM.

Isolation, Identification and Pharmacological Activities of Endophytic Fungi from <i>Aponogeton undulatus</i>Roxb.

The objective of this study is to isolate, identify and investigate the pharmacological activities of the endophytic fungi from an aquatic plant Aponogeton undulatus Roxb. (A. undulatus). Endophytic fungi were isolated and identified based on morphological characters. The molecular identification of the fungal isolates was performed using by analyzing the DNA sequence based on mega BLAST program. Spectrums of antibacterial and antifungal activities were studied by Agar diffusion methods. Extracts of the endophytic fungal strains isolated from the plant A. undulatus were screened for probable cytotoxic activities using brine shrimp lethality bioassay. Six endophytic fungi, namely AULE-1, AULE-2, AULE-3, AURE-1, AURE-3 and AURE-4 were isolated and purified from the leaves and roots of the plant such as strains AULE-1 as Trichooderma sp., AULE-2 as Carvularia sp. AULE-3 as Penicillium sp. strains AURE-1 and AURE-4 as Fusarium sp. and AURE-3 as Mucor sp. Strain AURE-4 was further identified as Fusarium solani. At 300 μg/disc concentration, six ethyl acetate extracts of endophytic fungi of the plant A. undulates showed moderate to significant activities against most of the test bacteria and pathogenic fungi. The strain AURE-4 exhibited strong cytotoxic activities (10.18 μg/mL) compared to the standard antitumor agent vincristine sulphate and this positive result suggests that fungal extracts may contain antitumor or pesticidal compounds. This is the first study to report the isolation, identification, antimicrobial and cytotoxic properties of endophytic fungi of Aponogeton undulatus Roxb. in Bangladesh.

Correlation of the Cytotoxic and Antioxidant Activities of Moroccan Pomegranate （Punica Granatum） with Phenolic and Flavonoid Contents

The Pomegranate （Punica Granatum）, which belongs tothe Lythraceae family, has been used for centuries in traditional Greco-Arab and Islamic medicine of its vermifuge properties and also to treat various diseases. The aim of this research was to investigate the cytotoxicity and antioxidant activities of Moroccan Pomegranate （peel, leaves, branches, flowers and corolla）. Further, the biological activities were correlated with phytochemical contents of the plant extracts. Methanolic extract from different parts of Punica Granatum was assessed for its antiproliferative activity in two human cancer （breast and colon） cells lines （MBA-MD 231 and HT-29）, through MTT （3-（4,5-dimethyl-2- thiazolyl）-2,5-diphenyl-2H-tetrazolium bromide） bioassay using cell viability and cytotoxicity indices. DPPH （2,2-diphenyl-l-picrylhydrazyl） assay was conducted to screen the antioxidant property of the extracts together with its phenolic and flavonoids content were evaluated, as well. The methanolic extract ofPunica Granatum （peel, leaves, branches, flowers and corolla） showed the highest antiproliferative activity on MBA-MD 231 （IC50 was 133.53-233.32 μg/mL） and HT-29 （IC50 was 127.58-203.24 μg/mL） cells. Antioxidants contents are distributed as follows： peel 〉 leaf 〉 flower 〉 corolla 〉 branches. The inhibitory activities required for decreasing initial DPPH by 50% are 8.27, 9.9, 10.06, 11.67 and 13.28 μg/mL, respectively. These results are in correlation with polyphenols content from corolla, peel, leaves, flower and branches are 120.7, 115, 96.65, 90.73 and 64.67 mg GAE/g dw （mg gallic acid equivalents per g dry weight） and flavonoids are 188.8, 221.7, 180.2, 193.7 and 158.5 mg QE/g dw （mg quercetin equivalents per g dry weight）. Our results show that the peel, flowers, corolla, leaves and branches of Moroccan Pomegranate may contain a lot of bioactive compounds which are responsible for strong antioxidant and cytotoxicity activities observed here. Our finding indicates the possibility of using the extracts of this plant as source of natural antioxidant and anticancer mainly for its abundant phenolic and flavonoid contents.

In-vitro Anti-food Poisoning Bacteria and Cytotoxic Activities of Bioactive Compounds Produced by Streptomyces sp.A10 Isolated from Fermented Food Running Title:Anti Bacteria and Cytotoxic Activities of Bioactive Compounds

Streptomyces sp.A10 was isolated from fermented food,PLA-SOM,collected from Nakhon Si Thammarat province,Thailand and identified by means of MALDI Biotyper,designated as Streptomyces violaceoruber.It could produce bioactive compounds(BCs)that showed spectrum of antibacterial activity against representative of Gram-positive bacteria(Staphylococcus aureus TISTR 517 and Bacillus cereus ATCC 11778)and Gram-negative bacteria(Pseudomonas aeruginosa TISTR 1467 and Salmonella typhimurium TISTR 292)by using cross streak method.Moreover,it could excrete the BCs into medium broth(half-formula of Luria Bertani)within 4 days of incubation period at 30°C in shaking incubator 200 rounds per minute(RPM).The excreted BCs from cell-free supernatant(CFS)was determined the protein concentration by means of Bradford assay and investigated the antibacterial activity and cytotoxicity against brine shrimp nauplii by using broth microdilution method and brine shrimp lethality bioassay,respectively.Moreover,cell cytotoxicity activity of CFS was also investigated using MTT assay in HepG2 cells.The results demonstrated that the BCs which had protein concentration equal to 254μg protein/ml showed strong activity against representative of Gram-positive bacteria,moderate activity against representative of Gram-negative bacteria,but Ps.aeruginosa TISTR 1467 is resist to these BCs.The MIC,MBC and LC50 of BCs were in the range of 0.49-63.50,0.49-127.00,and 131.58μg protein/ml,respectively.Moreover,CFS(10-80%)had no cytotoxic effect on HepG2 cells.It implied that BCs may contain the important polypeptide substances that can be used as model for development of novel polypeptide antibiotic or food preservative agents.

Antimicrobial and cytotoxic activities of endophytic fungus Colletotrichum gloeosporioides isolated from endemic tree Cinnamomum malabatrum

In a survey of endophytic fungi associated with endemic plant Cinnamomum malabatrum leaves harbored a bioactive endophytic isolate CMS 3 was identified as Colletotrichum gloeosporioides through morphological and phylogenetic analysis based on ITS-rDNA.The ethyl acetate extract of fermentation broth of Colletotrichum gloeosporioides CMS 3 displayed antimicrobial activity against gram positive and gram negative bacteria as well as the fungal pathogen,Candida albicans.The ethyl acetate crude extract showed in vitro cytotoxicity against the HeLa,MCF-7 and MG63 cancer cell lines with the IC50 values of 94.2μg/ml,84.3μg/ml and 162μg/ml respectively.Gas chromatography and Mass Spectrophotometry(GC-MS)analysis of crude extract confirmed that CMS 3 was a prolific producer of secondary metabolites,in which nearly 74%of the metabolites not listed in the NIST database.Major compounds were phenol 3,5-dimethoxy acetate(11.82%),4'-isopropylidene-bis-(2-cyclohexyl)phenol,N-Didehydrohexacarboxyl-2,4,5-trimethylpiperazine and 1,2,4-Triazolium ylide.These metabolites may be responsible for its antimicrobial and cytotoxic activities.

Histone Deacetylation Modifier Induced One New Resorcylic Acid Lactone 7′(Z)-zeaenol from the Zoanthid-Derived Fungus Cochliobolus lunatus

Chemical epigenetic manipulation was applied to the zoanthid-derived fungus Cochliobolus lunatus(TA26-46)with a histone deacetylation modifier(100μmol L^(−1) nicotinamide),resulting in the isolation of a new 14-membered resorcylic acid lactone named 7′(Z)-zeaenol(1),together with six known analogues(2−7)from the treated broth.The planar structure of 1 was determined by comprehensive NMR spectroscopy and HRESIMS data.The absolute configuration of 1 was elucidated by ECD spectrum,^(13)C NMR shift calculations,and on the basis of biogenetic considerations.Compound 5 exhibited cytotoxic activity against the human tumor cell lines A549,HCT-116,HT-29,Hela,MCF-7,and K562 with the IC_(50) values ranging from 2.54 to 7.44μmolL^(−1).

Study on Flavonoids from the Methanol Extracts of Tephrosia purpurea Leaves

[Objective] The aim was to determine flavonoids from the MeOH extracts of Tephrosia purpurea leaves and their cytotoxicitives against the ovarian cells from Sprodenia litura （SL cells）.[Method] The compounds were isolated with column chromatography and their structures were established on the basis of various spectroscopic analysis （including UV,1D and 2D NMR analyses as well as HR-ESRMS）.The cytotoxicity against the SL cells was evaluated by using MTT method.[Result] Six known flavonoids,6-methoxykaempferol （1）,6-methoxykaempferol 7-O-α-rhamnopyranoside （2）,6-methoxykaempferol 3-O-α-rhamnopyranosyl（1→2）[α-rhamno-pyranosyl（1→6）]-β-galactopyranoside （3）,6-methoxykaempferol 3-O-α-rhamnopyranosyl （1 →2）[α-rhamnopyranosyl （1 →6）]-β-galactopyranoside-7-O-α-rhamnopyranoside （4）,pongachin （5）,5,7-dimethoxy-8-（3-hydroxy-3-methylbut-1Z-enyl） flavanone （6） were isolated and determined.Except compound 5,the others were isolated from T.purpurea for the first time.For the cytotoxicity compound 5 had significant activity with the IC50 value of 4.4 mg/L while compound 1 and 3,whose cytotoxicity exceeded rotenone,also showed moderate activity.[Conclusion] Of all the compounds from T.purpurea leaves,the content of 6-methoxykaempferol compounds was considerable.The profiles of these compounds against SL cells suggested that compounds 1,3 and 5,whose cytotoxicity exceeded rotenone,were worth further research.

Flavonoid triglycosides from the seeds of Camellia oleifera Abel

Two flavonoid triglycosides, kaempferol 3-O-{ β-D-glucopyranosyl-（1→2）-[α-L-rhamnopyranosyl-（1→ 6）]-β-D-glucopyranoside} （1） and kaempferol 3-O-{ β-D-xylopyranosyl-（1 → 2）-[α-L-rhamnopyranosyl-（1→6）]-β-D-glucopyranoside } （2）, were isolated from the seed of Camellia oleifera Abel. The absolute configuration of compound 1 was established on the basis of its X-ray analysis. Their cytotoxic activities and anti-HIV-RT activities were evaluated.

Three New Anthraquinones from Polygonum cillinerve

Three new anthraquinones, emodin-8-β-D-（2＂-O-coumarate）glucoside 1, emodin-8-β-D-（6＇-O-acetyl）glucoside 2 and physicon-8-β-D-（6＇-O-acetyl）glucoside 3, were isolated from the roots of Polygonum cillinerve and their structures were established by spectroscopic methods. The biological activity indicated that compound 1 had the scavenging activity on 1,1-diphenyl-2-picrylhydrazyl （DPPH） radicals （the IC50 = 8.5 μmol/L）, and compound 1-3 showed no activities against HL-60 and BCJC-823 cells by MTT method in vitro.

Eremophilane sesquiterenes from the marine fungus Penicillium sp.BL27-2

Six eremophilane sesquiterpenes were obtained from a marine fungus Penicillium sp. BL27-2. Their structures were elucidated as 3-acetyl-9, 7 （11）-dien-7a-hydroxy-8-oxoeremophilane （1）, 3-acetyl-13-deoxyphomenone （2）, Sporogen-AO 1 （3）, 7-hydro- xypetasol （4）, 8a-hydroxy-13-deo -xyphomenone （5） and 6-dehydropetasol （6） based on detailed NMR analysis. 1 was a new compound and 2 was obtained as a new natural compound. These compounds were assayed for their cytotoxic activity on P388, A549, HL60, BEL7402 and K562 cell lines by the MTT method. The assay results suggested the epoxide rings in eremophilane molecules were essential for their activity, and acetylation could enhance their activity.

Antioxidant and Cytotoxic Phenolic Compounds of Areca Nut(Areca catechu)

Areca catechu L.（Palmae）, commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut（frequently known as betel nut） is the ripe fruit of the tree A. catechu. Areca nut can be chewed and it is a common masticatory in tropical and subtropical countries. It was estimated in the early 1990s that 10% to 20% of the world＇s population chewed betel quid daily. Areca nut is commonly used in folklore medicine for treatment of various diseases such as dyspep sia, constipation, beriberi and oedema.

A New Enolate Furostanoside from Asparagus Filicinus

A new enolate derivative of furostanol glycoside, named asparagusin A, was isolated from the roots of Asparagus filicinus and established as 3-O-beta-D-xylopyranosyl(1-->4)-beta-D-glucopyranosyl (25S)-furost-20(22)-ene-3 beta, 26-diol 26-O-beta-D-glucopyranoside (1) by spectroscopic and chemical methods. Asparagusin A (1) exhibited a cytotoxic activity effect on PC12 cells.

Cytotoxic triterpenoid saponins from Ardisia pusilla

A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-（1 → 2）-β-D-glucopyranosyl-（1 → 4）-[β-D-glucopyranosyl-（1 → 2）]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al （ardipusilloside Ⅲ, 1）, together with two known saponins, ardisiacrispins A （2） and B （3）, were isolated from the whole plants of Ardisia pusilla A. DC. Their structures were elucidated by extensive spectral analysis and chemical evidences. Saponins 1 and 3 exhibited significant cytotoxicity against human glioblastoma U251MG cells.

Two new antitumor diterpenes from Pinus sylvestris

Two new diterpenes, 15-ethyl-18-methyl pinifolate （1） and 18-hydroxy-labda-8（17）, 13E-dien-15-acetate （2）, were isolated from the needles of Pinus sylvestris. Their structures were elucidated by spectroscopic methods, including 2D-NMR spectra. Compound 1 exhibited the significant cytotoxic activity against the human carcinoma cell lines Hela, SK-N-SH and BEL-7402 in vitro.

Diterpenoid alkaloids from a Tibetan medicinal plant Aconitum richardsonianum var. pseudosessiliflorum and their cytotoxic activity

The chemical constituents from Aconitum richardsonianum var.pseudosessiliflorum were investigated.The roots of this plant were extracted three times with 90% EtOH at the room temperature.The ethanol extracts were combined and concentrated under reduced pressure to yield residue,which was suspended in water and successively partitioned with chloroform.The chloroform extraction was isolated and purified by silica gel and Sephadex LH-20 column chromatography.Six compounds were isolated and elucidated as delelatine（1）,isodelpheline（2）,3-acetylaconitine（3）,isoatisine（4）,nordhagenine A（5）and yunaconitine（6）.Compounds 1-5 were obtained from Aconitum Brunneum for the first time.Compound（1）showed significant cytotoxic activities（IC50=4.36 μM）against the human tumor cell line P388.

Four new indole alkaloids from Plantago asiatica

Four new indole alkaloids,plasiaticines A-D(1-4),together with two known ones,were isolated from the seeds of Plantago asiatica.The structures of the new compounds were elucidated on the basis of comprehensive analysis of spectroscopic data.All compounds were tested for their cytotoxic activity,and all compounds except 4 were tested for their acetylcholinesterase(AChE)inhibitory activities.