Geranylated 2-arylbenzofurans from Morus alba var. tatarica and their α-glucosidase and protein tyrosine phosphatase 1B inhibitory activities.

Abstract:

:Ten new geranylated 2-arylbenzofuran derivatives, including two monoterpenoid 2-arylbenzofurans (1 and 2), two geranylated 2-arylbenzofuran enantiomers (3a and 3b), and six geranylated 2-arylbenzofurans (4-9), along with four known 2-arylbenzofurans (10-13) were isolated from the root bark of Morus alba var. tatarica. Their structures and relative configurations were established on the basis of spectroscopic data analysis. Compounds 3-7 with one asymmetric carbon at C-7″ were supposed to be enantiomeric mixtures confirmed by chiral HPLC analysis, and the absolute configurations of each enantiomer in 3-7 were determined by Rh2(OCOCF3)4-induced CD and Snatzke's method. The enantiomers with the substituting group at C-2' exhibited better resolutions on a Chiralpak AD-H column than those with the substituting group at C-4'. Compounds 1-7, 10, 11 and 13, showed α-glucosidase inhibitory activities with IC50 values of 11.9-131.9 μM, and compounds 1 and 9-13 inhibited protein tyrosine phosphatase 1B (PTP1B) with IC50 values of 7.9-38.1 μM.

journal_name

Fitoterapia

journal_title

Fitoterapia

authors

Zhang YL,Luo JG,Wan CX,Zhou ZB,Kong LY

doi

10.1016/j.fitote.2013.10.017

subject

Has Abstract

pub_date

2014-01-01 00:00:00

pages

116-26

eissn

0367-326X

issn

1873-6971

pii

S0367-326X(13)00294-3

journal_volume

92

pub_type

杂志文章
  • Neuroprotective effects of a polyphenolic white grape juice extract in a mouse model of experimental autoimmune encephalomyelitis.

    abstract::In the last 20 years, wine phenolic compounds have received increasing interest since several epidemiological studies have suggested associations between regular consumption of moderate amount of wine and prevention of certain chronic pathologies, such as neurodegenerative diseases. This study was aimed to investigate...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.04.003

    authors: Giacoppo S,Galuppo M,Lombardo GE,Ulaszewska MM,Mattivi F,Bramanti P,Mazzon E,Navarra M

    更新日期:2015-06-01 00:00:00

  • Schisandrin B co-treatment ameliorates the impairment on mitochondrial antioxidant status in various tissues of long-term ethanol treated rats.

    abstract::The effect of schisandrin B (Sch B) on long-term ethanol-induced oxidative stress in various rat tissues was investigated. Long-term ethanol treatment increased reactive oxygen metabolites (ROM) level in plasma. The ethanol-induced oxidative stress was assessed by mitochondrial glutathione and α-tocopherol levels, ant...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2010.08.010

    authors: Lam PY,Chiu PY,Leung HY,Chen N,Leong PK,Ko KM

    更新日期:2010-12-01 00:00:00

  • The involvement of heme oxygenase 1 but not nitric oxide synthase 2 in a hepatoprotective action of quercetin in lipopolysaccharide-induced hepatotoxicity of D-galactosamine sensitized rats.

    abstract::The objective of this study was to evaluate potential hepatoprotective capabilities of quercetin in relation to its modulation of the HO-1 and NOS-2 activities in an experimental model of fulminant liver failure. Liver insult was induced by in vivo administration of D-galactosamine (d-GalN, 400 mg/kg, i.p.) and lipopo...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2013.03.016

    authors: Lekić N,Canová NK,Hořínek A,Farghali H

    更新日期:2013-06-01 00:00:00

  • Novel polyprenylated benzophenone derivatives from Clusia burle-marxii.

    abstract::Three new caged polyprenylated benzophenone derivatives named burlemarxiones D-F (1-3) were isolated from the hexane extract of Clusia burle-marxii trunks. Burlemarxione D (1) contains the tetracyclo[8.3.1.03,11.05,10]tetradecane core skeleton also observed for burlemarxione A, its probable immediate precursor. Howeve...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104760

    authors: Ferraz CG,Ribeiro PR,Mendonça R,Silveira ER,Cruz FG

    更新日期:2020-10-16 00:00:00

  • Chemical constituents of Swertia yunnanensis and their anti-hepatitis B virus activity.

    abstract::Four new triterpenoids, sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4), along with nineteen known compounds (5-23) were isolated from Swertia yunnanensis. Based on extensive spectroscopic analyses (1D- and 2D-NMR, HRESIMS, UV, IR, [α]D), the structures of sweriyunnangenin A (1), sweriyunnanosides A (...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2013.05.023

    authors: Cao TW,Geng CA,Jiang FQ,Ma YB,He K,Zhou NJ,Zhang XM,Zhou J,Chen JJ

    更新日期:2013-09-01 00:00:00

  • Coumarins from Peucedanum luxurians.

    abstract::Ten coumarins were isolated from Peucedanum luxurians. The rare coumarins stenocarpin, stenocarpin isobutyrate, officinalin, officinalin isobutyrate, 8-methoxypeucedanin and the known xanthotoxin, isoimperatorin, bergaptene, peucedanin and cnidilin were isolated. All isolated compound were identified by means of spect...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2007.04.004

    authors: Chinou I,Widelski J,Fokialakis N,Magiatis P,Glowniak K

    更新日期:2007-09-01 00:00:00

  • Genus Alangium - A review on its traditional uses, phytochemistry and pharmacological activities.

    abstract::The species from Alangium have been used as folk medicine to treat rheumatism, skin diseases, diabetes by the people of Southeast Asia. Previous phytochemical studies have shown this genus are rich sources of alkaloids, glycosides, and terpenoids, which have attracted considerable attention of many researchers due to ...

    journal_title:Fitoterapia

    pub_type: 杂志文章,评审

    doi:10.1016/j.fitote.2020.104773

    authors: Hu XY,Wei X,Zhou YQ,Liu XW,Li JX,Zhang W,Wang CB,Zhang LY,Zhou Y

    更新日期:2020-11-01 00:00:00

  • Sundarbanxylogranins A-E, five new limonoids from the Sundarban Mangrove, Xylocarpus granatum.

    abstract::Five new limonoids, named sundarbanxylogranins A-E (1-5), were isolated from the seeds of an Indian mangrove, Xylocarpus granatum, collected from mangrove swamps of the Sundarbans, India. The structures of these limonoids were established by HRESIMS and NMR spectroscopic data. Sundarbanxylogranin A (1) is a rare limon...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.08.013

    authors: Dai YG,Wu J,Padmakumar KP,Shen L

    更新日期:2017-10-01 00:00:00

  • Native Australian plant extracts differentially induce Collagen I and Collagen III in vitro and could be important targets for the development of new wound healing therapies.

    abstract::Australian native plants have a long history of therapeutic use in indigenous cultures, however, they have been poorly studied scientifically. We analysed the effects of 14 plant derived compounds from the species Pilidiostigma glabrum, Myoporum montanum, Geijera parviflora, and Rhodomyrtus psidioides for their potent...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.12.010

    authors: Adams DH,Shou Q,Wohlmuth H,Cowin AJ

    更新日期:2016-03-01 00:00:00

  • Prenylated 4-phenylcoumarins and 4-alkylcoumarins from Kielmeyera argentea and their cytotoxic activity.

    abstract::Two new prenylated 4-phenylcoumarins, named kielcoumarin A (1) and kielcoumarin B (2) together with three known compounds, mammea B/BA (3), mammea B/BA cyclo F (4) and ferruol A (5), were obtained from stems and roots of Kielmeyera argentea (Calophyllaceae). Their structures were elucidated based on spectroscopic data...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2021.104836

    authors: Boness HVM,Santos NAS,Costa IB,Queiroz CKL,Marques EJ,El-Bachá RS,Cruz FG

    更新日期:2021-01-27 00:00:00

  • A HPTLC densitometric method for the determination of aloeverose in Aloe vera gel.

    abstract::Aloe vera gel is a familiar ingredient in a range of widely available and advertisement healthcare and cosmetic products. As to date there are no documented reports on the standardization of A. vera gel and the following study is an attempt in this direction. A. vera gel was evaluated for its aloeverose content for th...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2009.09.001

    authors: Lobo R,Prabhu KS,Shirwaikar A,Ballal M,Balachandran C,Shirwaikar A

    更新日期:2010-06-01 00:00:00

  • Attenuation of stress-induced gastrointestinal motility disorder by gentiopicroside, from Gentiana macrophylla Pall.

    abstract:AIM:The current study was designed to explore the mechanism of the prokinetic activity of Gentiopicroside (Ge), from Gentiana macrophylla Pall which is widely used to strengthen gastric motility in clinic. METHODS:Gastrointestinal motility disorder rats were induced by stress stimulation and the rats were treated with...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.04.015

    authors: Ruan M,Yu B,Xu L,Zhang L,Long J,Shen X

    更新日期:2015-06-01 00:00:00

  • Alkaloids derived from genus Veratrum and Peganum of Mongolian origin as multidrug resistance inhibitors of cancer cells.

    abstract::Alkaloids comprise one of the largest groups of plant secondary metabolites including vinca alkaloids. The ability of six alkaloids from Veratrum lobelianum, one from Veratrum nigrum and three from Peganum nigellastrum to modify transport activity of MDR1 was studied. Flow-cytometry in a multidrug-resistant human MDR1...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2011.01.015

    authors: Ivanova A,Serly J,Christov V,Stamboliyska B,Molnar J

    更新日期:2011-06-01 00:00:00

  • Millaurine A, a new guanidine alkaloid from seeds of Millettia laurentii.

    abstract::A new guanidine alkaloid, millaurine A (1), was isolated from the methanol extract of the seeds of Millettia laurentii. The structure of the new compound was elucidated on the basis of spectral analysis. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2006.11.018

    authors: Ngamga D,Fanso Free SN,Tane P,Fomum ZT

    更新日期:2007-04-01 00:00:00

  • Essential oil of Lindera neesiana fruit: chemical analysis and its potential use in topical applications.

    abstract::The composition of the essential oil of Lindera neesiana Kurz fruit was examined by GC-MS, (1)H, (13)C and bidimensional NMR techniques (HMQC, HMBC, COSY, TOCSY). Forty compounds were identified, representing approximately 86% of the oil: Z-citral (15.08%), E-citral (11.89%), eucalyptol (8.75%), citronellal (6.72%), a...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2009.06.017

    authors: Comai S,Dall'Acqua S,Grillo A,Castagliuolo I,Gurung K,Innocenti G

    更新日期:2010-01-01 00:00:00

  • New cytotoxic phloroglucinols, baeckenones D-F, from the leaves of Indonesian Baeckea frutescens.

    abstract::Three new phloroglucinols, baeckenones D-F (1-3), were obtained from the leaves of Indonesian Baeckea frutescens, along with the known unusual endoperoxide, phloroglucinol (4). The structures of the isolated compounds were elucidated by 1D and 2D NMR and HREIMS spectra. Furthermore, the stereochemistry of baeckenone D...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2016.01.013

    authors: Nisa K,Ito T,Kodama T,Tanaka M,Okamoto Y,Asakawa Y,Imagawa H,Morita H

    更新日期:2016-03-01 00:00:00

  • Flavonol glycosides from Aconitum vulparia.

    abstract::The isolation of five flavonol glycosides (1-5) from the flowers of Aconitum vulparia is reported, together with the 1H- and 13C-NMR spectral data in CD(3)OD of compound 3 and 5. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(03)00045-5

    authors: Fico G,Braca A,Morelli I,Tomè F

    更新日期:2003-06-01 00:00:00

  • Novel anti-tumour barringenol-like triterpenoids from the husks of Xanthoceras sorbifolia Bunge and their three dimensional quantitative structure activity relationships analysis.

    abstract::The high edible oil content of Xanthoceras sorbifolia Bunge seeds contributes to its economic value. In this study, we analysed the barrigenol-like triterpenoids derived from X. sorbifolia husks. We also identified anti-tumour agents that could enhance the health benefits and medicinal value of X. sorbifolia. We isola...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2016.11.002

    authors: Wang D,Su D,Yu B,Chen C,Cheng L,Li X,Xi R,Gao H,Wang X

    更新日期:2017-01-01 00:00:00

  • Bioactivity-guided chemical analysis of Melia azedarach L. (Meliaceae), displaying antidiabetic activity.

    abstract::One new Euphane-type triterpenoid 3β-hydroxytirucalla-5, 24-dien-21-oic acid (1), and ten known compounds (2-11) were isolated from Melia azedarach L. through bioassay-guided chemical analysis. The structures of the isolated compounds were established by means of 1D and 2D NMR spectroscopic ((1)H, (13)C, DEPT, COSY, H...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2014.07.014

    authors: Khan MF,Rawat AK,Pawar B,Gautam S,Srivastava AK,Negi DS

    更新日期:2014-10-01 00:00:00

  • Effects of curcumin and curcumin analogues on TRP channels.

    abstract::A series of 33 curcumin analogues was synthesized and tested on TRPA1, TRPM8, and TRPV1 channels. Twenty of them acted as good modulators of TRPA1 channels. None was able to significantly activate TRPM8 channels, while curcumin itself and six curcuminoids belonging to the 1,3-dicarbonyl and acyclic series behaved as '...

    journal_title:Fitoterapia

    pub_type: 杂志文章,评审

    doi:10.1016/j.fitote.2017.09.007

    authors: Nalli M,Ortar G,Schiano Moriello A,Di Marzo V,De Petrocellis L

    更新日期:2017-10-01 00:00:00

  • Lignans from Strophanthus gratus.

    abstract::Three lignans, pinoresinol (1), 8-hydroxypinoresinol (2) and olivil (3) have been isolated from the leaves of Strophanthus gratus by reversed-phase HPLC. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(00)00240-9

    authors: Cowan S,Stewart M,Abbiw DK,Latif Z,Sarker SD,Nash RJ

    更新日期:2001-01-01 00:00:00

  • Chemical profiling of Edelweiss (Leontopodium alpinum Cass.) extracts by micellar electrokinetic capillary chromatography.

    abstract::This manuscript reports on the first CE-method suitable for analyzing twelve pharmacologically relevant compounds (flavonoids, caffeic acids and leontopodic acid) in the aerial parts of Leontopodium alpinum. By using a 60mM borax buffer containing 25mM SDS and 35% acetonitrile the analytes could be well resolved in 25...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2012.09.023

    authors: Ganzera M,Greifeneder V,Schwaiger S,Stuppner H

    更新日期:2012-12-01 00:00:00

  • Acetylcholinesterase inhibitory dimeric indole derivatives from the marine actinomycetes Rubrobacter radiotolerans.

    abstract::Investigation of the bioactive secondary metabolites of the marine actinomycetes Rubrobacter radiotolerans led to the isolation and characterization of two naturally rare dimeric indole derivatives (1 and 2). The structures of these new compounds were elucidated by spectroscopic data interpretation, and the absolute c...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.01.014

    authors: Li JL,Huang L,Liu J,Song Y,Gao J,Jung JH,Liu Y,Chen G

    更新日期:2015-04-01 00:00:00

  • Antibacterial activity of Enantia polycarpa bark.

    abstract::Antimicrobial screening of Enantia polycarpa bark showed activity of the polar extracts against some microorganisms. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(99)00153-7

    authors: Ajali U

    更新日期:2000-06-01 00:00:00

  • New ursane-type triterpenoids from Clerodendranthus spicatus.

    abstract::Five new ursane-type triterpenoids, spicatusoids A-E (1, 3-6), and three known ones (2, 7, and 8), and a known oleanane-type triterpenoid (9) were isolated from the aerial parts of Clerodendranthus spicatus. Their structures were elucidated by spectroscopic methods. In particular, the structure of 3 including its abso...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.04.001

    authors: Luo Y,Cheng LZ,Luo Q,Yan YM,Wang SM,Sun Q,Cheng YX

    更新日期:2017-06-01 00:00:00

  • New clerodane diterpenoids from Casearia sylvestris.

    abstract::Two new clerodane diterpenoids 2 beta-methoxy-cleroda-3,13-dien-18-carboxy-15,16-olide (1) and 15 xi-methoxy-cleroda-3,12-dien-18-carboxy-15,16-olide (2) and one new nitrogen-containing clerodane diterpenoid 15-oxo-echinophyllin A (3), along with six known compounds, namely, echinophyllin A, (-)-patagonic acid, tyroso...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2009.05.013

    authors: Wang W,Ali Z,Li XC,Smillie TA,Guo DA,Khan IA

    更新日期:2009-10-01 00:00:00

  • Preclinical toxicology and toxicokinetic evaluation of ailanthone, a natural product against castration-resistant prostate cancer, in mice.

    abstract::Ailanthone (AIL) has many biological activities including antimalarial, antiviral and anticancer. Our previous study also found that AIL targets p23 against castration-resistant prostate cancer. In this report, the preclinical safety of AIL was evaluated by acute toxicity, subacute toxicity and toxicokinetics in mice....

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2019.04.016

    authors: Tang S,Ma X,Lu J,Zhang Y,Liu M,Wang X

    更新日期:2019-07-01 00:00:00

  • Cycloartane triterpenes from Beesia calthaefolia (Maxim.).

    abstract::Three new cycloartane triterpenoids (1-3) and two known compounds (4, 5) were isolated from the whole plant of Beesia calthaefolia. Their structures were elucidated by 1D and 2D NMR, HRESIMS and optical rotation spectral data. All isolates were investigated for their inhibitory effects on the classical pathway of the ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2013.10.005

    authors: Mu LH,Li HJ,Guo DH,Zhao JY,Liu P

    更新日期:2014-01-01 00:00:00

  • Acylation of 25-hydroxyprotopanaxatriol with aromatic acids increases cytotoxicity.

    abstract::20(R)-25-hydroxyprotopanaxadiol (25-OH-PPD) is a natural compound showing a variety of anti-tumor effects. In an attempt to search for a new anti-cancer compound with higher antitumor activities, we designed and synthesized a series of 25-OH-PPD derivatives. Cytotoxicity assay of these derivatives towards MCF-7, A549,...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2019.104279

    authors: Lv L,Lu J,Zhang H,Wang X,Su G,Piao H,Zhao Y

    更新日期:2019-09-01 00:00:00

  • Biotransfomation of cyperenoic acid by Cunninghamella elegans AS 3.2028 and the potent anti-angiogenic activities of its metabolites.

    abstract::Cyperenoic acid (1) is one of the major sesquiterpenes isolated from Croton crassifolius, which exhibited potent anti-angiogenic activity. Traditional structural modification of 1 is difficult to perform by chemical technology due to the remarkable stability of the patchoulane skeleton. In order to overcome chemical s...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.02.004

    authors: Chen Y,Tian JL,Wu JS,Sun TM,Zhou LN,Song SJ,You S

    更新日期:2017-04-01 00:00:00