Alkaloids of Arundo donax L.

Khuzhaev, V. U.; Zhalolov, I. Zh.; Левкович, М. Г.; Aripova, S. F.; Shashkov, Alexander S.

doi:10.1007/s11172-005-0033-x

Cited by 11 publications

(3 citation statements)

References 2 publications

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“…Small signals in the range of 11 ppm are discernible in the 1 H-NMR spectra of methanolic extracts from leaves and rhizomes (Figure 4). These are related to indolic alkaloid that was previously isolated from A. donax (Khuzhaev et al, 2004), and expected to occur between 10 and 11 ppm. Arundo donax is a large perennial invasive grass that established and rapidly propagated in Cerrado areas of Central Brazil in the last decade (Simões et al, 2013;IABIN, 2019).…”

Section: Results Results Resultsmentioning

confidence: 89%

Phytotoxicity and allelopathic potential of extracts from rhizomes and leaves of Arundo donax, an invasive grass in neotropical savannas

Girotto

Franco

Núñez

et al. 2021

Not Bot Horti Agrobo

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The perennial rhizomatous grass Arundo donax L. (Poaceae), the giant reed, is an exotic invasive species in several countries of Europe that is rapidly spreading in the savannas of Central Brazil, locally known as Cerrado. Allelopathy could facilitate the successful invasion of this species by hampering or suppressing the regeneration of the native vegetation. However, information on the phytotoxicity of A. donax extracts is limited. We investigated the allelopathic potential of A. donax leaf and rhizome extracts, screened them for phytochemicals by thin-layer chromatography (TLC) and nuclear magnetic resonance (1H-NMR), and tested the extracts for antioxidant activity, antimicrobial activity, and cytotoxicity against Artemia salina. Aqueous and methanolic extracts were initially tested in germination and seedling growth bioassays using Lactuca sativa L. (Asteraceae). The aqueous extracts were then tested on five Cerrado tree species and on Megathyrsus maximus, an invasive, alien grass in the Cerrado. Extracts negatively affected germination and seedling growth of the target species. Leaf extracts were more inhibitory. Extracts did not show antioxidant and cytotoxic activity and had very low antimicrobial activity. Flavonoids, and other phenolics were detected mostly in leaves. Terpenes, which were also present in the leaves, were the main secondary metabolites in rhizomes. Alkaloids were detected by TLC in leaf methanolic extracts. However, 1H-NMR revealed the presence of indole alkaloids in methanolic extracts from rhizomes and leaves. We confirmed the allelopathic potential of this species and caution against weed control methods relying on cutting the plant back to soil level for favouring release of allelochemicals.

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Section: Results Results Resultsmentioning

confidence: 89%

Phytotoxicity and allelopathic potential of extracts from rhizomes and leaves of Arundo donax, an invasive grass in neotropical savannas

Girotto

Franco

Núñez

et al. 2021

Not Bot Horti Agrobo

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“…Among these results, particularly attractive is the framework of 5p and 5s , which resembles the core structure of many indole alkaloids (e.g., donasine and arundanineare in Figure ). This suggests the potential of this method for the synthesis of indole-containing complex natural products and derivatives.…”

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confidence: 87%

“…However, these metal-catalyzed coupling reactions often need elevated temperatures and prolonged time, especially for the synthesis of sterically hindered o -aminophenols. A rapid access to o -aminophenols under mild conditions by a transition-metal-free approach would be desired, especially for sterically hindered o -aminophenols (e.g., arundavine, donasine, arundanine, and fluorescent dye shown in Figure ).…”

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confidence: 99%

Synthesis of o-Aminophenols via a Formal Insertion Reaction of Arynes into Hydroxyindolinones

Chen

Wang

2015

Org. Lett.

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A novel approach toward the synthesis of sterically hindered o-aminophenols has been achieved by a formal aryne insertion into hydroxyindolinones. This transformation offers a rapid and efficient entry to diverse o-aminophenol scaffolds under mild transition-metal-free conditions. The reaction involves the addition of hydroxyindolinones to arynes followed by a chemo- and regioselective [1,3]-rearrangement. Furthermore, the reactions of N-hydroxyindoles and arynes were found to provide the C3-aryl indole products via an alternative [3,3]-rearrangement pathway.

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Synthesis of Bis(indole) Alkaloids from Arundo donax: The Ynindole Diels–Alder Reaction, Conformational Chirality, and Absolute Stereochemistry

2014

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Alkaloids of Arundo donax L.

Cited by 11 publications

References 2 publications

Phytotoxicity and allelopathic potential of extracts from rhizomes and leaves of Arundo donax, an invasive grass in neotropical savannas

Phytotoxicity and allelopathic potential of extracts from rhizomes and leaves of Arundo donax, an invasive grass in neotropical savannas

Synthesis of o-Aminophenols via a Formal Insertion Reaction of Arynes into Hydroxyindolinones

Synthesis of Bis(indole) Alkaloids from Arundo donax: The Ynindole Diels–Alder Reaction, Conformational Chirality, and Absolute Stereochemistry

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