Thiophene occurrence in different<i>Tagetes</i>species: agricultural biomasses as sources of biocidal substances

Marotti, Ilaria; Marotti, Mauro; Piccaglia, Roberta; Nastri, Anna; Grandi, Silvia; Dinelli, Giovanni

doi:10.1002/jsfa.3950

Cited by 61 publications

(44 citation statements)

References 31 publications

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“…The structural characterization of the above thiophene derivatives were studied by many research groups and are summarized in Table 1. (Marotti et al, 2010), (Takahashi et al, 2011), (Silva et al, 2011), ( Saha, Walia, Kundu, Kumar, & Joshi, 2012), ( Vijay, Laxman, Balasaheb, Yuvraj & Janardhan, 2013), ( Deineka, Tret'yakov, Lapshova, & Deineka, 2014) …”

Section: Introductionmentioning

confidence: 99%

One Step Synthesis of Polythiophenes from the Partially Purified Crude Extract of the Roots of Tagetes Erecta

Kodithuwakku

Alwis²,

Prashantha³

et al. 2016

IJC

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Polythiophene and its derivatives are valuable conjugated polymers due to their physical properties and applications in various fields. Precursors of polythiophenes were conventionally obtained from petrochemical byproducts, which are non-renewable. Thiophene and its derivatives had been found naturally in Tagetes species such as Tagetes erecta, Tagetes tenuifolia, etc. Tagetes species produce 2, 2':5', 2''-terthienyl (Alpha-T), 5-(3-buten-1-ynyl)-2, 20-bithienyl (BBT), 5-(4-hydroxy-1-butynyl)-2, 20-bithienyl (BBTOH), and 5-(4-acetoxy-1-butynyl)-2, 20-bithienyl (BBTOAc), which are accumulated in different parts, specifically in the roots of the plants. These thiophene derivatives were extracted and identified by GC-MS, Uv-vis, FTIR and TLC analysis. The partially purified plant extract is polymerized through one step oxidative free radical polymerization to obtain polythiophenes. Product characterization has revealed that the selective polymerization of thiophene derivatives results in the phase-separated end product from the rest of the materials in the plant-extract.

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Section: Introductionmentioning

confidence: 99%

One Step Synthesis of Polythiophenes from the Partially Purified Crude Extract of the Roots of Tagetes Erecta

Kodithuwakku

Alwis²,

Prashantha³

et al. 2016

IJC

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“…The effect of the Tagetes species on nematodes has been widely studied (BUENA et al, 2008;MAROTTI et al, 2010;FAIZI et al, 2011), first having been reported over 70 years ago (STEINER, 1941). In total, 14 genera of Tagetes-sensitive nematodes are known, with the most affected being Pratylenchus and Meloidogyne.…”

Section: Resultsmentioning

confidence: 99%

“…In total, 14 genera of Tagetes-sensitive nematodes are known, with the most affected being Pratylenchus and Meloidogyne. The substances that are most strongly related to nematicidal activity are thiophenes (MAROTTI et al, 2010;FAIZI et al, 2011). Adekunle and Aderogba (2008) isolated the flavonoid quercetin from L. leucocephala leaves and evaluated their nematicidal activity.…”

Section: Resultsmentioning

confidence: 99%

“…Previous studies have attributed the nematicidal activity of T. patula to the presence of thiophenes in its roots (KYO et al, 1990;MAROTTI et al, 2010;FAIZI et al, 2011). Moreover, Xu et al (2005) found 126 substances in Tagetes spp..…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, Xu et al (2005) found 126 substances in Tagetes spp.. Some of these groups of substances were predominant in certain plant-specific organs, with essential oils and flavonoids predominantly in leaves and flowers, carotenoids present only in petals, and thiophenes mainly found in roots (MAROTTI et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

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Extracts and semi-purified fractions of Tagetes patula flowers in the control of root-knot nematodes

Munhoz

Baida

Lopes

et al. 2017

SCA

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The genus Tagetes constitutes a group of antagonistic plant species that are cytotoxic against plant pathogenic nematodes, with T. patula being particularly efficient. The aim of this study was to evaluate the in vitro effect of extracts and semi-purified fractions of T. patula flowers on eggs and second-stage juveniles (J 2 ) of Meloidogyne incognita, M. javanica, and M. paranaensis, as well as to verify the nematicidal effect of the flavonoids present in T. patula flowers. Extracts and semi-purified fractions were obtained from dried T. patula flowers after maceration and liquidification, yielding crude aqueous (CAE) and crude ethanol-water (CEWE) extracts. Dried flowers were also treated with n-hexane to obtain a crude defatted aqueous extract (CDAE) and a crude ethanol-water defatted extract (CEWDE). Then, the CEWE was fractionated, and the ethyl acetate (EAF), ethanol (EF), methanol (MF), and ethanol:water (EWF) fractions were obtained. CAE, CEWE, CDAE, and CEWDE were tested to evaluate their effects on hatching, mobility, and mortality of J 2 of M. incognita, M. javanica, and M. paranaensis. EAF, EF, MF, and EWF fractions were tested on the same variables of M. incognita. All extracts significantly reduced J 2 hatching of M. incognita, M. javanica, and M. paranaensis when compared to water and water + DMSO. CEWE had nematicidal effects on the three evaluated species, whereas CEWDE demonstrated nematicidal effects against M. incognita and M. javanica, and nematostatic effects on M. paranaensis. This toxic effect showed by CEWE may be related to the high content of quercetin, a major substance present in this sample. It was also observed that EAF accentuated the nematicidal response on Meloidogyne spp., suggesting that other medium polarity (methoxylated) flavonoids act as nematotoxic substances. Thus, these results suggest that quercetin contributes significantly to the nematicidal activity of CEWE and EAF.

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Chemical Composition and In vitro Anthelmintic Activity of Extracts of Tagetes patula Against a Multidrug‐Resistant Isolate of Haemonchus contortus

Politi

Júnior

Fantatto

et al. 2018

Chemistry & Biodiversity

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Sheep breeding has suffered economic losses due to parasitism by gastrointestinal nematodes, particularly Haemonchus contortus. The use of natural products, specifically Tagetes patula, has been suggested as an alternative method of combatting this issue. Chemical analyses of the extracts of this species described in the literature report the presence of important classes of secondary metabolites such as thiophenes, flavonoids, alkaloids, and benzofurans, some of which were identified and isolated in this study. The aim of this work was to test the effect of the essential oil (EO) and the ethanolic extract of the aerial parts (Tp ) of T. patula on eggs and larvae of H. contortus, through an egg hatch test (EHT) and a larval development test (LDT). In the EHT, the EO showed 100% inhibition at 0.75 mg mL (LC = 0.0780 mg mL ), and the Tp showed 100% inhibition at 100 mg mL (LC = 12.8 mg mL ). In the LDT, the EO showed 100% inhibition at 0.375 mg mL (LC = 0.0400 mg mL ), and the Tp showed 100% inhibition at 1.56 mg mL (LC = 0.340 mg mL ). Compared to available literature data, the results presented here suggest that the crude extracts of T. patula have substantial potential for controlling this nematode by interrupting its life cycle and/or preventing it from reaching the infective stage.

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Thiophene occurrence in differentTagetesspecies: agricultural biomasses as sources of biocidal substances

Cited by 61 publications

References 31 publications

One Step Synthesis of Polythiophenes from the Partially Purified Crude Extract of the Roots of Tagetes Erecta

One Step Synthesis of Polythiophenes from the Partially Purified Crude Extract of the Roots of Tagetes Erecta

Extracts and semi-purified fractions of Tagetes patula flowers in the control of root-knot nematodes

Chemical Composition and In vitro Anthelmintic Activity of Extracts of Tagetes patula Against a Multidrug‐Resistant Isolate of Haemonchus contortus

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