Identification of tagitinin C from Tithonia diversifolia as antitrypanosomal compound using bioactivity-guided fractionation.

Abstract:

:Tithonia diversifolia (Asteraceae), is used as traditional medicine in tropical countries for the treatment of various diseases, including malaria. Although numerous studies have assessed the antimalarial properties, nothing is known about the effect of T. diversifolia extracts on trypanosomiasis. In this study extracts of T. diversifolia aerial parts were evaluated for their bioactivity against Trypanosoma brucei. The activity was studied against bloodstream forms of T. brucei (TC221), as well as against mammalian cells (BALB/3T3 mouse fibroblasts), as a counter-screen for toxicity. Both methanolic and aqueous extracts showed significant effects with IC50 values of 1.1 and 2.2μg/mL against T. brucei (TC221) and 5.2 and 3.7μg/mL against BALB/3T3 cells, respectively. A bioassay-guided fractionation on the methanolic extract yielded in identification of active fractions (F8 and F9) with IC50 values of 0.41 and 0.43μg/mL, respectively, against T. brucei (TC221) and 1.4 and 1.5μg/mL, respectively, against BALB/3T3 cells,. The phytochemical composition of the extracts and the purified fractions were investigated using HPLC-ESI-MS/MS and 1D and 2D NMR spectra showing the presence of sesquiterpene lactones that in turn were subjected to the isolation procedure. Tagitinin A and C were rather active but the latter presented a very strong inhibition on T. brucei (TC221) with an IC50 value of 0.0042μg/mL. This activity was 4.5 times better than that of the reference drug suramin. The results of this study shed light on the antitrypanosomal effects of T. diversifolia extracts and highlighted tagitinin C as one of the possible responsible for this effect. Further structure activity relationships studies on tagitinins are needed to consider this sesquiterpenes as lead compounds for the development of new antitrypanosomal drugs.

journal_name

Fitoterapia

journal_title

Fitoterapia

authors

Sut S,Dall'Acqua S,Baldan V,Ngahang Kamte SL,Ranjbarian F,Biapa Nya PC,Vittori S,Benelli G,Maggi F,Cappellacci L,Hofer A,Petrelli R

doi

10.1016/j.fitote.2017.11.002

subject

Has Abstract

pub_date

2018-01-01 00:00:00

pages

145-151

eissn

0367-326X

issn

1873-6971

pii

S0367-326X(17)31413-2

journal_volume

124

pub_type

杂志文章
  • Diplacone and mimulone ameliorate dextran sulfate sodium-induced colitis in rats.

    abstract::Diplacone (1) and mimulone (2), two geranylated flavanones, have previously shown anti-inflammatory and antiradical activity in vitro. The present study aimed to evaluate their activity in vivo on a model of colitis induced in Wistar rats by an oral administration of dextran sulfate sodium (DSS). Diplacone (1) and mim...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2015.01.012

    authors: Vochyánová Z,Bartošová L,Bujdáková V,Fictum P,Husník R,Suchý P,Šmejkal K,Hošek J

    更新日期:2015-03-01 00:00:00

  • Antiulcer activity of water extract of Scoparia dulcis.

    abstract::Oral treatment with the water extracts of Scoparia dulcis whole aerial parts, at doses of 50, 100 and 200 mg/kg, dose dependently inhibited the indomethacin-induced gastric damages in rats. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2008.05.001

    authors: Babincová M,Schronerová K,Sourivong P

    更新日期:2008-12-01 00:00:00

  • Design, synthesis and biological evaluation of paclitaxel-mimics possessing only the oxetane D-ring and side chain structures.

    abstract::Two spiro paclitaxel-mimics consisting only of an oxetane D-ring and a C-13 side chain were designed and synthesized on the basis of analysis of structure-activity relationships (SAR) of paclitaxel. In vitro microtubule-stabilizing and antiproliferative assays indicated a moderate weaker activity of the mimics than pa...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2013.10.015

    authors: Chen XX,Gao F,Wang Q,Huang X,Wang D

    更新日期:2014-01-01 00:00:00

  • Miscellaneous lanostane triterpenoids with cytotoxicities from fruiting bodies of the basidiomycete Stereum sp.

    abstract::Ten new highly oxygenated lanostane triterpenoids, stereinones A-J (1-10), were isolated from the fruiting bodies of the basidiomycete Stereum sp. Compounds 3 and 4 are structurally characterized as intact lanostane-type triterpenoids containing unusual 1,2-diketone functionality at C-11 and C-12, while compound 10 is...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2017.11.020

    authors: Yao JN,Chen L,Chen HP,Zhao ZZ,Zhang SB,Huang Y,Tang Y,Isaka M,Li ZH,Feng T,Liu JK

    更新日期:2018-03-01 00:00:00

  • Pinostrobin from Cajanus cajan (L.) Millsp. inhibits sodium channel-activated depolarization of mouse brain synaptoneurosomes.

    abstract::This investigation focuses on the in vitro neuroactive properties of pinostrobin, a substituted flavanone from Cajanus cajan (L.) Millsp. of the Fabaceae family. We demonstrate that pinostrobin inhibits voltage-gated sodium channels of mammalian brain (IC(50)=23 µM) based on the ability of this substance to suppress t...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2010.05.005

    authors: Nicholson RA,David LS,Pan RL,Liu XM

    更新日期:2010-10-01 00:00:00

  • Irritant potential of triterpenoids from Ficus carica leaves.

    abstract::The irritant potential of total methanolic extract and five triterpenoids newly isolated from the leaves of Ficus carica investigated by open mouse ear assay. Total methanolic extract, calotropenyl acetate, methyl maslinate and lupeol acetate showed potent and persistent irritant effects. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(02)00127-2

    authors: Saeed MA,Sabir AW

    更新日期:2002-08-01 00:00:00

  • 4'-Hydroxy-6,7-methylenedioxy-3-methoxyflavone: A novel flavonoid from Dulacia egleri with potential inhibitory activity against cathepsins B and L.

    abstract::A new flavone, 4'-hydroxy-6,7-methylenedioxy-3-methoxyflavone 1, and two other nucleosides, ribavirin 2 and adenosine 3, were isolated from the leaves of Dulacia egleri. The nucleosides were identified by spectroscopic techniques (1D, 2D-NMR) while the structure of the flavonoid was established by 1D, 2D-NMR analysis,...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2018.08.005

    authors: de Novais LMR,de Arueira CCO,Ferreira LF,Ribeiro TAN,Sousa PT Jr,Jacinto MJ,de Carvalho MG,Judice WAS,Jesus LOP,de Souza AA,Torquato HFV,Paredes-Gamero EJ,Silva VC

    更新日期:2019-01-01 00:00:00

  • Oleanene constituents of Lantana cujabensis.

    abstract::A new compound, 3beta,25-epoxy-3alpha-hydroxy-22beta-isobutanoyloxyolean-12-ene-28-oic acid (1), and two known triterpenoids lantanilic acid (2) and camaric acid (3) were isolated from the stem and leaves of Lantana cujabensis. Their structures were elucidated by spectroscopic methods. The ethanol extracts did not sho...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2004.02.005

    authors: Okunade AL,Lewis WH

    更新日期:2004-06-01 00:00:00

  • Eight new flavonoids from the fruits of Daemonorops draco.

    abstract::Eight new flavonoids daemoflavans A-H, including two dimeric proanthocyanidins (1 and 2), four flavans (3-6), two 2-arylbenzofurans (7 and 8), along with nine known compounds (9-17), were isolated from the fruit of Daemonorops draco. Their structures, including the absolute configurations, were elucidated by extensive...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104549

    authors: Wang YY,Dai YW,Cao J,Chen YT,Zhao CX,Jiang L

    更新日期:2020-06-01 00:00:00

  • Silymarin and its constituents in cardiac preconditioning.

    abstract::Silymarin, a standardised extract of Silybum marianum (milk thistle), comprises mainly of silybin, with dehydrosilybin (DHSB), quercetin, taxifolin, silychristin and a number of other compounds which are known to possess a range of salutary effects. Indeed, there is evidence for their role in reducing tumour growth, p...

    journal_title:Fitoterapia

    pub_type: 杂志文章,评审

    doi:10.1016/j.fitote.2014.05.016

    authors: Zholobenko A,Modriansky M

    更新日期:2014-09-01 00:00:00

  • Dihydro-β-agarofuran sesquiterpenoid derivatives with neuroprotective activity from the leaves of Tripterygium wilfordii.

    abstract::A phytochemical investigation on the leaves of Tripterygium wilfordii Hook. F. was conducted, leading to the isolation of five undescribed dihydro-β-agarofuran sesquiterpenoids (1-5) and one known analogue (6). Their structures were determined by comprehensive spectroscopic analyses. The absolute configurations of the...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104501

    authors: Zhao P,Lin B,Hou ZL,Zhou L,He QJ,Yao GD,Huang XX,Song SJ

    更新日期:2020-04-01 00:00:00

  • Two new lathyrane type diterpenoids from Euphorbia aellenii.

    abstract::Euphorbia aellenii Rech. f. (Euphorbiaceae) afforded a cytotoxic chloroform fraction from which two new esters of 6(17)-epoxylathyrol were identified (1 and 2). The structure of these compounds was elucidated by spectroscopic methods. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2010.05.017

    authors: Ayatollahi AM,Ghanadian M,Afsharypuor S,Choudhary MI,Kobarfard F,Rahmati M

    更新日期:2010-10-01 00:00:00

  • Baicalein modulates stress-resistance and life span in C. elegans via SKN-1 but not DAF-16.

    abstract::The flavonoid baicalein has been demonstrated to be an activator of the transcription factor Nrf2 in mammalian cell lines. We show that it further modulates the Nrf2 homolog SKN-1 in Caenorhabditis elegans and by this pathway mediates beneficial effects in the nematode: baicalein enhances the resistance of C. elegans ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2016.06.018

    authors: Havermann S,Humpf HU,Wätjen W

    更新日期:2016-09-01 00:00:00

  • An ethno-pharmacobotanical survey in the Sarrabus district (south-east Sardinia).

    abstract::The therapeutic uses and methods of administration of 70 plants in the traditional medicine of Sarrabus (south-east Sardinia, Italy) are documented. Among these species, some were not reported previously for Sardinia, while others turn out to have an original therapeutic use. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(01)00288-x

    authors: Palmese MT,Uncini Manganelli RE,Tomei PE

    更新日期:2001-08-01 00:00:00

  • Antimicrobial activity of Securinega leucopyrus.

    abstract::Extracts of the leaves of Securinega leucopyrus exhibited a broad spectrum of antimicrobial activity. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(01)00341-0

    authors: Bakshu LM,Jeevan Ram A,Venkata Raju R

    更新日期:2001-12-01 00:00:00

  • Anticholinesterase activity of standardized extract of Illicium verum Hook. f. fruits.

    abstract::Illicium verum is a well known spice in traditional Indian system for its therapeutic potential. The present study was aimed to evaluate the acetylcholinesterase (AChE) and butyrylcholinesterase inhibitory (BChE) activity of standardized extracts of I. verum and its oil. Present study confirmed that anethole contribut...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2010.11.003

    authors: Bhadra S,Mukherjee PK,Kumar NS,Bandyopadhyay A

    更新日期:2011-04-01 00:00:00

  • Beneficial effects of asiaticoside on cognitive deficits in senescence-accelerated mice.

    abstract::The effect of asiaticoside isolated from Hydrocotyle sibthorpioides (AHS) on the promotion of cognition in senescence-accelerated mice (SAMP) was evaluated. Six-month old male SAMP8 mice were orally administered 20, 40 or 80 mg/kg AHS daily for three months. SAMR1 mice were used as a "normal aging" control. The result...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2013.03.023

    authors: Lin X,Huang R,Zhang S,Wei L,Zhuo L,Wu X,Tang A,Huang Q

    更新日期:2013-06-01 00:00:00

  • Acylphloroglucinol and tocotrienol derivatives from the fruits of Garcinia paucinervis.

    abstract::Three undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs) and three tocotrienols derivatives, named as paucinochymol A-F (1-3 and 10-12), together with six known PPAPs, were isolated from the fruits of Garcinia paucinervis. Their structures and absolute configurations were determined by extensive NMR ana...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2020.104688

    authors: Tan X,Zhong F,Teng H,Li Q,Li Y,Mei Z,Chen Y,Yang G

    更新日期:2020-10-01 00:00:00

  • New α-glucosidase inhibitors with p-terphenyl skeleton from the mushroom Hydnellum concrescens.

    abstract::The purpose of this study is to elucidate the bioactive components responsible for the the α-glucosidase inhibitory activity detected in the EtOAc extract of the mushroom Hydnellum concrescens. Two new p-terphenyl derivatives, concrescenins A (1) and B (2), in along with six known compounds thelephantins L (3), I (4),...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2014.07.019

    authors: Wang SM,Han JJ,Ma K,Jin T,Bao L,Pei YF,Liu HW

    更新日期:2014-10-01 00:00:00

  • Inhibitory effects of three diketopiperazines from marine-derived bacteria on endothelial protein C receptor shedding in human endothelial cells and mice.

    abstract::Diketopiperazine is a natural products found from bacteria, fungi, marine sponges, gorgonian and red algae. They are cyclic dipeptides possessing relatively simple and rigid structures with chiral nature and various side chains. The compounds in this structure class have been known to possess diverse bioactivities inc...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2016.03.016

    authors: Lee W,Ku SK,Choi H,Bae JS

    更新日期:2016-04-01 00:00:00

  • New tricyclic prezizaane sesquiterpenoids from agarwood.

    abstract::Ten new tricyclic prezizaane types sesquiterpenoids (1-10) were isolated from ethyl ether extract of agarwood originated from Aquilaria sp. Their structures were unambiguously elucidated on the basis of 1D and 2D NMR spectra as well as by HRESIMS data. The absolute configuration of the new prezizaenes 1, 2 and 4 was d...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2019.104301

    authors: Yang YL,Li W,Wang H,Yang L,Yuan JZ,Cai CH,Chen HQ,Dong WH,Ding XP,Jiang B,Mándi A,Kurtán T,Mei WL,Dai HF

    更新日期:2019-10-01 00:00:00

  • Evaluation of wound-healing potential of Catharanthus roseus leaf extract in rats.

    abstract::Rats treated with 100 mg /kg/day of the Catharanthus roseus ethanol extract had high rate of wound contraction significantly decreased epithelization period, significant increase in dry weight and hydroxyproline content of the granulation tissue when compared with the controls. Wound contraction together with increase...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2007.06.008

    authors: Nayak BS,Anderson M,Pinto Pereira LM

    更新日期:2007-12-01 00:00:00

  • In vitro cytotoxicity of 11 Panamanian plants.

    abstract::Thirty-five crude extracts from 11 Panamanian plants, distributed in 10 genera and five families, were evaluated for their in vitro cytotoxicity. Four extracts exhibited an inhibition of cellular growth at IC(50) values lower than 25 microg/ml which was considered a significant activity. ...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/s0367-326x(03)00052-2

    authors: Calderón AI,Terreaux C,Gupta MP,Hostettmann K

    更新日期:2003-06-01 00:00:00

  • Influence of plant origin natural α-pinene with different enantiomeric composition on bacteria, yeasts and fungi.

    abstract::Although the nature-identical chemical compounds are cheaper, they not always repeat biological activity of plant origin natural chemical compounds, often react allergies and resistance of microorganisms. The aim of this study was to investigate effects of Juniperus communis origin α-pinene with different enantiomeric...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2018.04.013

    authors: Ložienė K,Švedienė J,Paškevičius A,Raudonienė V,Sytar O,Kosyan A

    更新日期:2018-06-01 00:00:00

  • Cytotoxic eburnamine-aspidospermine type bisindole alkaloids from Bousigonia mekongensis.

    abstract::Four new eburnamine-aspidospermine type bisindole alkaloids, namely, mekongenines C-F (1-4), along with 27 known indole alkaloids were isolated from the twigs and leaves of Bousigonia mekongensis. Their structures with the absolute configurations were elucidated by spectroscopic methods and ECD analyses. All new compo...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2014.07.008

    authors: Fu YH,Li SL,Li SF,He HP,Di YT,Zhang Y,Hao XJ

    更新日期:2014-10-01 00:00:00

  • Composition and antifungal activity of the essential oil of Seseli annuum wild-growing in Serbia.

    abstract::The essential oil from the aerial parts of Seseli annuum, wild-growing in Serbia, was obtained by hydrodistillation and analyzed using GC and GC/MS. A total of 43 components were identified representing 96.5% of S. annuum oil. The most abundant compounds were germacrene D (29.8%), sabinene (10.3%), beta-ocimene Z (9.8...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2007.03.014

    authors: Milosavljević S,Tesević V,Vucković I,Jadranin M,Vajs V,Soković M,Janaćković P,Jovanović A

    更新日期:2007-06-01 00:00:00

  • Effect of nagilactone E on cell morphology and glucan biosynthesis in budding yeast Saccharomyces cerevisiae.

    abstract::Nagilactones are norditerpene dilactones isolated from the root bark of Podocarpus nagi. Although nagilactone E has been reported to show antifungal activities, its activity is weaker than that of antifungals on the market. Nagilactone E enhances the antifungal activity of phenylpropanoids such as anethole and isosafr...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2018.05.003

    authors: Hayashi K,Yamaguchi Y,Ogita A,Tanaka T,Kubo I,Fujita KI

    更新日期:2018-07-01 00:00:00

  • Phytochemistry and biological properties of glabridin.

    abstract::Glabridin, a prenylated isoflavonoid of G. glabra L. roots (European licorice, Fabaceae), has been associated with a wide range of biological properties such as antioxidant, anti-inflammatory, anti-atherogenic, regulation of energy metabolism, estrogenic, neuroprotective, anti-osteoporotic, and skin-whitening. While g...

    journal_title:Fitoterapia

    pub_type: 杂志文章,评审

    doi:10.1016/j.fitote.2013.07.003

    authors: Simmler C,Pauli GF,Chen SN

    更新日期:2013-10-01 00:00:00

  • Steroidal esters from Ferula sinkiangensis.

    abstract::Two new steroidal esters with an unusual framework, Sinkiangenorin A and B, a new organic acid glycoside, Sinkiangenorin C, and four known lignin compounds were isolated from the seeds of Ferula sinkiangensis. The structures of these compounds were established by spectroscopic analysis and single-crystal X-ray diffrac...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2014.06.016

    authors: Li G,Li X,Cao L,Shen L,Zhu J,Zhang J,Wang J,Zhang L,Si J

    更新日期:2014-09-01 00:00:00

  • A liquid chromatography-tandem mass spectrometry method for pharmacokinetics and tissue distribution of a camptothecin quaternary derivative in rats.

    abstract::A liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed to identify and quantify the camptothecin quaternary derivative CPT8 for application in pharmacokinetics and tissue distribution studies. Rat plasma and tissue samples were extracted with methanol by using camptothecin as the internal sta...

    journal_title:Fitoterapia

    pub_type: 杂志文章

    doi:10.1016/j.fitote.2013.06.012

    authors: Li Q,Zhu Q,Zhang X,Hua C,Deng X,Zhao T,Sun B

    更新日期:2013-10-01 00:00:00