Oxygenated C17 polyacetylene metabolites from Algerian Eryngium tricuspidatum L. roots: Structure and biological activity.

Abstract:

:The secondary metabolite pattern of Eryngium tricuspidatum has been found to be dominated by C17 acetylene oxylipins, according to the chemistry reported in the literature for the genus Eryngium. Two new oxylipins, 11-acetoxy-falcarindiol (4) and 1,2-dihydro-11-acetoxy-falcarindiol (5) have been isolated, along with main related polyacetylenes 1-3 and the already known monoterpene aldehydes 6-10, from the petroleum ether extract of roots. The structure and the absolute configuration of compounds 4 and 5 have been determined by spectroscopic methods as well as by comparison with related known compounds. Polyacetylenes 1-4 inhibited significantly the in vitro growth of a series of cancer cell lines, ranging from 0.3 to 29 μM, whereas 5 was inactive.

journal_name

Fitoterapia

journal_title

Fitoterapia

authors

Djebara A,Ciavatta ML,Mathieu V,Colin M,Bitam F,Carbone M,Gavagnin M

doi

10.1016/j.fitote.2019.104355

subject

Has Abstract

pub_date

2019-10-01 00:00:00

pages

104355

eissn

0367-326X

issn

1873-6971

pii

S0367-326X(19)31502-3

journal_volume

138

pub_type

杂志文章
  • Triterpenoids from stems of Kadsura heteroclita.

    abstract::In the present work, we reported the triterpenoids isolated from n-butanol fraction of Kadsura heteroclita which is a Tujia ethnomedicine with trivial name "Xuetong". This effort resulted in the isolation of six unpresented triterpenoids xuetongsu A-F (1-6), along with five known triterpenoids (7-11). The structures o...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2019.104441

    authors: Cao L,Li B,Shehla N,Gong LM,Jian YQ,Peng CY,Sheng WB,Liu LP,Cai X,Man RY,Liao DF,Zhu XQ,Choudhary MI,Rahman AU,Wang W

    更新日期:2020-01-01 00:00:00

  • Free radical-scavenging activity of aqueous extract of Pteris multifida Poiret.

    abstract::Aqueous extract of Pteris multifida showed scavenging activities on DPPH, hydroxyl radicals and reducing power. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2006.11.004

    authors: Wang TC,Ti MC,Lo SC,Yang CC

    更新日期:2007-04-01 00:00:00

  • Five new benzylphenanthrenes from Cremastra appendiculata.

    abstract::Five new benzylphenanthrenes, cremaphenanthrenes L-P (1-5) were isolated from the EtOAc-soluble extract of the tubers of Cremastra appendiculata. Their structures were elucidated based on the spectroscopic data and chemical methods. Compounds 1-5 were tested in vitro for their cytotoxic effects against colon (HCT-116)...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.03.003

    authors: Liu L,Li J,Zeng KW,Jiang Y,Tu PF

    更新日期:2015-06-01 00:00:00

  • Five new koumine-type alkaloids from the roots of Gelsemium elegans.

    abstract::Five new koumine-type alkaloids (1-5) along with six known ones were isolated from the roots of Gelsemium elegans. Their structures with absolute configurations were elucidated on the basis of NMR spectroscopy and electronic circular dichroism spectral analyses. The inhibitory effects of compounds 1-11 on the viabilit...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.03.004

    authors: Zhang W,Zhang SY,Wang GY,Li NP,Chen MF,Gu JH,Zhang DM,Wang L,Ye WC

    更新日期:2017-04-01 00:00:00

  • The effect of ultraviolet radiation on the accumulation of medicinal compounds in plants.

    abstract::A review is given of how the production by plants of compounds useful as medicines or raw materials for manufacture of medicines is influenced by ultraviolet radiation, particularly by UV-B radiation (280-315 nm wavelength). The compounds considered in this review are flavonoids and other phenolics, alkaloids (especia...

    journal_title:Fitoterapia

    pub_type: 杂志文章,评审

    doi:10.1016/j.fitote.2009.02.006

    authors: Zhang WJ,Björn LO

    更新日期:2009-06-01 00:00:00

  • Biological activity of some Patagonian plants.

    abstract::Citotoxicity (inhibition of cell division in fertilized eggs of Loxechinus albus) and general toxicity (using embryos of Artemia salina) of plants belonging to the genera Senecio, Deschampsia, Alstroemeria, Anarthrophyllum, Chloraea and Geranium were investigated. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2005.07.007

    authors: Cuadra P,Furrianca M,Oyarzún A,Yáñez E,Gallardo A,Fajardo V

    更新日期:2005-12-01 00:00:00

  • Variability of total flavonoids in Crataegus--factor evaluation for the monitored production of industrial starting material.

    abstract::European Hawthorn species (Crataegus spp.) are traditionally used for their demonstrated cardioprotective benefits. Most products are based on the compendial leaf and flower drug (LFD), which is standardised on the total flavonoid content (TF). In order to reduce variability associated with the wild plant origin and t...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2007.06.010

    authors: Peschel W,Bohr C,Plescher A

    更新日期:2008-01-01 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

  • A new abietane diterpenoid from Ajuga ovalifolia var. calantha induces human lung epithelial A549 cell apoptosis by inhibiting SHP2.

    abstract::The Src-homology 2 domain-containing phosphatase 2 (SHP2), encoded by PTPN11, has been reported oncogenic tyrosine phosphatase associated with various tumors and played critical roles in many cell signaling events. Targeting SHP2 by small molecules may be a promising way for cancer therapy. Herein, a new abietane dite...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104484

    authors: Liu DM,Cao ZX,Yan HL,Li W,Yang F,Zhao WJ,Diao QC,Tan YZ

    更新日期:2020-03-01 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

  • Toonasindiynes A-F, new polyacetylenes from Toona sinensis with cytotoxic and anti-inflammatory activities.

    abstract::The plants of genus Toona are well known for diverse limonoid secondary metabolites, while polyacetylenes are rarely found from Toona species. In this work, six new polyacetylenes toonasindiynes A-F (1-6) and six known analogues (7-12) were isolated from the root bark of Toona sinensis. Their structures and absolute c...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104667

    authors: Xu WJ,Li JH,Zhou MM,Luo J,Jian KL,Tian XM,Xia YZ,Yang L,Luo J,Kong LY

    更新日期:2020-10-01 00:00:00

  • Fungal plasma membrane H⁺-ATPase inhibitory activity of o-hydroxybenzylated flavanones and chalcones from Uvaria chamae P. Beauv.

    abstract::In our ongoing efforts of finding natural fungicides to fight food and feed spoilage during production and storage, the antifungal potential of Ghanaian Uvaria chamae P. Beauv. was investigated, with emphasis on plant metabolites targeting the fungal plasma membrane (PM) H(+)-ATPase. Ethyl acetate extract of U. chamae...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.06.013

    authors: Kongstad KT,Wubshet SG,Kjellerup L,Winther AM,Staerk D

    更新日期:2015-09-01 00:00:00

  • Seven new lignan glycosides from the branches of Alangium kurzii Craib var. laxifolium.

    abstract::Seven new lignan glycosides (1-3, 8-10, and 14) and 17 known compounds were isolated from the branches of Alangium kurzii Craib var. laxifolium. Their structures were established by spectroscopic analysis and circular dichroism (CD) and X-ray analysis. The isolated compounds were evaluated for their antibacterial acti...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.07.009

    authors: Ren J,Xie YG,Huang YY,Zhu SL,Yan SK,Jin HZ,Zhang WD

    更新日期:2017-09-01 00:00:00

  • Anti-nociceptive activity of the aqueous extract of Erythrina velutina leaves.

    abstract::Anti-nociceptive and anti-oedematogenic effects of the aqueous extract from the leaves of Erythrina velutina were tested through experimental models of nociception in mice and paw oedema induced by carrageenin in rats. The extract (300 and 600 mg/kg) did not change the carrageenin-induced paw oedema. In the hot plate ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2005.07.002

    authors: Marchioro M,Blank Mde F,Mourão RH,Antoniolli AR

    更新日期:2005-12-01 00:00:00

  • Diuretic, laxative and toxicity studies of Cocculus hirsutus aerial parts.

    abstract::The aqueous extract of the Cocculus hirsutus aerial parts (100 and 200 mg/kg, p.o.) showed significant diuretic activity and laxative effect in rats. The acute toxicity, orally evaluated in mice, was found to be higher than 3000 mg/kg. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(01)00345-8

    authors: Ganapaty S,Dash GK,Subburaju T,Suresh P

    更新日期:2002-02-01 00:00:00

  • Multifunctional epiberberine mediates multi-therapeutic effects.

    abstract::Epiberberine, a natural protoberberine from Coptis chinensis Franch., is a potential alkaloid for the treatment of a variety of chronic diseases. The aim of this study is to summarize recent advances in the multiple and potential therapeutic effects of epiberberine. High-quality researches published in last two decade...

    journal_title:Fitoterapia

    pub_type: 杂志文章,评审

    doi:10.1016/j.fitote.2020.104771

    authors: Liu L,Li J,He Y

    更新日期:2020-11-01 00:00:00

  • Anti-inflammatory and analgesic properties of cis-mulberroside A from Ramulus mori.

    abstract::This study examined the analgesic and anti-inflammatory actions of cis-mulberroside A isolated from Ramulus mori in several models of inflammatory pain in mice. Cis-mulberroside A (25 and 50mg/kg) given by p.o. route 30 min before challenge produced a dose-dependent inhibition of the acetic acid-induced pain and Evans...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2009.09.005

    authors: Zhang Z,Shi L

    更新日期:2010-04-01 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

  • Comparative pharmacokinetics of baicalin in plasma after oral administration of Huang-Lian-Jie-Du-Tang or pure baicalin in MCAO and sham-operated rats.

    abstract::A sensitive and specific HPLC method was developed to analyze baicalin in rat plasma. The author had compared the pharmacokinetics of baicalin after oral administration of HLJDT decoction or pure baicalin in MCAO and sham-operated rats. All the rats were divided into two groups, MCAO and sham-operated rats. Each group...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2010.01.004

    authors: Zeng MF,Pan LM,Zhu HX,Zhang QC,Guo LW

    更新日期:2010-09-01 00:00:00

  • Tocopherols, fatty acids and sterols in seeds of four Sardinian wild Euphorbia species.

    abstract::Sardinian wild Euphorbia pithyusa, E. semiperfoliata, E. dendroides and E. characias seed oils were analyzed for their fatty acids, unsaponifiable and tocopherol content. Total tocopherol content showed a wide variability, ranging from 939 mg/kg in E. semiperfoliata seeds to its absence in E. characias. The results on...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2003.07.009

    authors: Bruni R,Muzzoli M,Ballero M,Loi MC,Fantin G,Poli F,Sacchetti G

    更新日期:2004-01-01 00:00:00

  • Antimicrobial activity of pyrrolizidine alkaloids from Heliotropium subulatum.

    abstract::Five pyrrolizidine alkaloids have been isolated from Heliotropium subulatum and tested for their antimicrobial activity. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(02)00016-3

    authors: Singh B,Sahu PM,Singh S

    更新日期:2002-04-01 00:00:00

  • 2-(2-Phenylethyl)chromone derivatives in artificial agarwood from Aquilaria sinensis.

    abstract::Seven new 2-(2-phenylethyl)chromone derivatives (1-7) including a chlorinated one (4), together with eight known ones (8-15), were isolated from the EtOAc extract of artificial agarwood originating from Aquilaria sinensis (Lour.) Gilg. All structures including the absolute configurations were unambiguously elucidated ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2016.01.011

    authors: Liao G,Mei WL,Dong WH,Li W,Wang P,Kong FD,Gai CJ,Song XQ,Dai HF

    更新日期:2016-04-01 00:00:00

  • Naphthofuranone derivatives and other constituents from Pachira aquatica with inhibitory activity on superoxide anion generation by neutrophils.

    abstract::Two new naphthofuranone derivatives, 11-hydroxy-2-O-methylhibiscolactone A (1) and O-methylhibiscone D (2), have been isolated from the stems of Pachira aquatica, together with 18 known compounds (3-20). The structures of two new compounds were determined through spectroscopic and MS analyses. Among the isolated compo...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2016.12.008

    authors: Cheng LY,Liao HR,Chen LC,Wang SW,Kuo YH,Chung MI,Chen JJ

    更新日期:2017-03-01 00:00:00

  • Antimicrobial activity of Pseudognaphalium moritzianum.

    abstract::The antimicrobial activity of ethanol, acetone and aqueous extracts of the aerial parts of Pseudognaphalium moritzianum was evaluated. Ethanol and acetone extracts showed activity against Staphlococcus aureus, Enterococcus faecalis and Pseudomonas aeruginosa. The aqueous extract was active against S. aureus and P. aer...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(02)00219-8

    authors: Rangel D,Garcia I,Velasco J,Buitrago D,Velazco E

    更新日期:2002-12-01 00:00:00

  • Antioxidant activity of Paraguayan plant extracts.

    abstract::The antioxidant properties of six medical herbs used in the traditional Paraguayan medicine were studied using free radical-generating systems. The methanol extracts from Aristolochia giberti, Cecropia pachystachya, Eugenia uniflora, Piper fulvescens, Schinus weinmannifolia and Schinus terebinthifolia protected agains...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(02)00293-9

    authors: Velázquez E,Tournier HA,Mordujovich de Buschiazzo P,Saavedra G,Schinella GR

    更新日期:2003-02-01 00:00:00

  • Alkaloids from Sarcomelicope megistophylla.

    abstract::Two new alkaloids were isolated from the bark of Sarcomelicope megistophylla. Cyclomegistine B (1), a new quinolone alkaloid, that possesses a rare cyclobuta[b]quinoline ring system and sarcomejine B (2) which is a quinolone alkaloid with an unusual side chain. The structure of both compounds was elucidated on the bas...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2006.10.003

    authors: Mitaku S,Fokialakis N,Magiatis P,Tillequin F

    更新日期:2007-02-01 00:00:00

  • A new alpha-methylene gamma-lactone sesquiterpene from Hedyosmum arborescens.

    abstract::A new sesquiterpene lactone, 7alpha,10alpha-epoxy-1alpha(H),5alpha(H)-guaia-3,11(13)-dien-8alpha,12-olide, was isolated from the leaves of Hedyosmum arborescens. The structure of this unusual 7,10-epoxy-guaianolide was determined by spectroscopic methods, particularly one- and two-dimensional 1H and 13C NMR. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2005.06.006

    authors: Bercion S,Couppe de K Martin MA,Baltaze JP,Bourgeois P

    更新日期:2005-12-01 00:00:00

  • Monoterpenoid indole alkaloids from Gardneria multiflora.

    abstract::Six new monoterpenoid indole alkaloids, 19(E)-9-demethoxy-16-dehydroxylchitosenine-17-O- β-d-glucopyranoside (1), 19(E)-9,10-didemethoxy-16-dehydroxylchitosenine-17-O-β-d-gluco-pyranoside (2), 19(E)-9,10-didemethoxy-16-dehydroxyl-11-methoxychitosenine (3), 19(E)-9,10-didemethoxy-16-dehydroxyl-11-methoxychitosenine-17-...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.09.017

    authors: Yang WX,Chen YF,Yang J,Huang T,Wu LL,Xiao N,Hao XJ,Zhang YH

    更新日期:2018-01-01 00:00:00

  • Inhibitory activities of curzerenone, curdione, furanodienone, curcumol and germacrone on Ca2+-activated chloride channels.

    abstract::Calcium-activated chloride channels (CaCCs) as a kind of widely expressed ion channels play crucial roles in a variety of physiological regulation. TMEM16A has been identified as the molecular basis of CaCCs in numerous cell types and is considered a new drug target for many diseases. Regulating the function of TMEM16...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104736

    authors: Zhu X,Zhang W,Jin L,Zhang G,Yang H,Yu B

    更新日期:2020-11-01 00:00:00

  • Terpenoids from Curcuma wenyujin increased glucose consumption on HepG2 cells.

    abstract::Thirty four terpenoids, including two new cadinane-type sesquiterpenoids containing conjugated aromatic-ketone moieties, curcujinone A (1) and curcujinone B (2), were isolated from 95% ethanol extract of the root tubers of Curcuma wenyujin. Their structures were determined by spectroscopic methods, especially 2D NMR a...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.06.011

    authors: Zhou CX,Zhang LS,Chen FF,Wu HS,Mo JX,Gan LS

    更新日期:2017-09-01 00:00:00