Isolation, structural identification and herbicidal activity ofN-phenylpropanamide fromStreptomycessp. KA1-3

Priyadharsini, P.; Dhanasekaran, D.; Kanimozhi, B.

doi:10.1080/03235408.2012.758418

Cited by 16 publications

(7 citation statements)

References 10 publications

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“…Herbicidal activity of the bioactive compounds N-phenylpropanamide and N (naphthalene-1-yl) propanamide from Streptomyces sp. KA1-3 [56,57] was also evaluated.…”

Section: Bioherbicidesmentioning

confidence: 99%

An Introduction to Actinobacteria

Ranjani¹,

Dhanasekaran²,

Gopinath³

2016

Actinobacteria - Basics and Biotechnological Applications

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Actinobacteria, which share the characteristics of both bacteria and fungi, are widely distributed in both terrestrial and aquatic ecosystems, mainly in soil, where they play an essential role in recycling refractory biomaterials by decomposing complex mixtures of polymers in dead plants and animals and fungal materials. They are considered as the biotechnologically valuable bacteria that are exploited for its secondary metabolite production. Approximately, 10,000 bioactive metabolites are produced by Actinobacteria, which is 45% of all bioactive microbial metabolites discovered. Especially Streptomyces species produce industrially important microorganisms as they are a rich source of several useful bioactive natural products with potential applications. Though it has various applications, some Actinobacteria have its own negative effect against plants, animals, and humans. On this context, this chapter summarizes the general characteristics of Actinobacteria, its habitat, systematic classification, various biotechnological applications, and negative impact on plants and animals.

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“…Herbicidal activity of the bioactive compounds N-phenylpropanamide and N (naphthalene-1-yl) propanamide from Streptomyces sp. KA1-3 [56,57] was also evaluated.…”

Section: Bioherbicidesmentioning

confidence: 99%

An Introduction to Actinobacteria

Ranjani¹,

Dhanasekaran²,

Gopinath³

2016

Actinobacteria - Basics and Biotechnological Applications

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“…6,7 Bioherbicidal metabolites are being studied to develop natural products as possible herbicides or herbicidal adjuvants that are selective, easily degradable, nontoxic, and eco-friendly. 8,9 Many microbial products are potential alternative sources to synthetic herbicides for weed control. 10 Christy et al 11 reported that a small number of microbial products combined with herbicides improved the weed control efficacy.…”

Section: ■ Introductionmentioning

confidence: 99%

Herbicidal Characteristics and Structural Identification of the Potential Active Compounds from Streptomyces sp. KRA17-580

Kim

et al. 2020

J. Agric. Food Chem.

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Weeds are notorious plant species exhibiting a harmful impact on crops. Biological weed control is an efficient and environmentally friendly technique, usually constitutes naturally derived compounds, including bioherbicidal metabolites produced by Streptomyces sp. The isolation and structural identification of phytotoxic compounds from Streptomyces have recently been proposed as an effective way to the discovery of novel bioherbicides. In the screening of bioherbicidal agents, isolated Streptomyces strain KRA17-580 demonstrated significant phytotoxic activity against Digitaria ciliaris. Phylogenetic analysis of the 16S rRNA sequence indicated that isolated KRA17-580 is similar to Streptomyces olivochromogenes. The bacterial culture conditions were optimized for temperature, agitation, and initial pH. Streptomyces strain KRA17-580 showed intense phytotoxic activity and high cell mass at an initial pH of 5.5–7.0, more than 150 rpm, and 25–30 °C. The herbicidal compounds isolated from the culture filtrate of strain KRA17-580 were purified by solvent partition, C18, Sephadex LH20 column chromatography, and high-performance liquid chromatography. By 1D-NMR, 2D-NMR, and electrospray ionization mass spectrometry analysis, the 580-H1 and 580-H2 compounds were identified as a cinnoline-4-carboxamide (M W, 173.0490; C9H7N3O2) and cinnoline-4-carboxylic acid (M W, 174.0503; C9H6N2O2), respectively. Only these two herbicidal compounds showed strong phytotoxic activity against D. ciliaris in foliar applications. However, compound 580-H2 was more phytotoxic than 580-H1 and the toxicity was dose-dependent. The herbicidal metabolite KRA17-580 produced by Streptomyces sp. is a new bioherbicidal candidate that may provide a new lead molecule for more efficient phytotoxic compounds.

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“…KA1-3 showed inhibition on the germination of seeds of Cyperus occidentalis and the rhizome of Cyperus rotundus. 145 Cyclocarbamides A (143) and B (144) were isolated from the culture broth of an unidentified Streptoverticillium sp., which only inhibited the germination of lettuce seeds at 30 ppm but did not showed inhibition on the growth of the seedling, even at 100 ppm. 146 Thienodolin (145) discovered from the culture broth of Streptomyces albogriseolus MJ286-76F7 inhibited the growth of rice seedlings at 40 μM but promoted the growth of rice seedlings at a concentration from 1.2 to 12 μM, which might be a safener for some herbicides used in a paddy field.…”

Section: Amides (Not Including Peptides)mentioning

confidence: 99%

Herbicidal Secondary Metabolites from Actinomycetes: Structure Diversity, Modes of Action, and Their Roles in the Development of Herbicides

Shi

Zhang

et al. 2019

J. Agric. Food Chem.

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Weeds had caused significant loss for crop production in the process of agriculture. Herbicides have played an important role in securing crop production. However, the high reliance on herbicides has led to environmental issues as well as the evolution of herbicide resistance. Thus, there is an urgent need for new herbicides with safer toxicological profiles and novel modes of action. Actinomycetes produce very diverse bioactive compounds, of which some show potent biopesticidal activity. The herbicidal secondary metabolites from actinomycetes can be classified into several groups, such as amino acids, peptides, nucleosides, macrolides, lactones, amide, amines, etc., some of which have been successfully developed as commercial herbicides. The structure diversity and evolved biological activity of secondary metabolites from actinomycetes can offer opportunities for the development of both directly used bioherbicides and synthetic herbicides with new target sites, and thus, this review focuses on the structure, herbicidal activity, and modes of action of secondary metabolites from actinomycetes.

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Isolation, structural identification and herbicidal activity ofN-phenylpropanamide fromStreptomycessp. KA₁-3

Cited by 16 publications

References 10 publications

An Introduction to Actinobacteria

An Introduction to Actinobacteria

Herbicidal Characteristics and Structural Identification of the Potential Active Compounds from Streptomyces sp. KRA17-580

Herbicidal Secondary Metabolites from Actinomycetes: Structure Diversity, Modes of Action, and Their Roles in the Development of Herbicides

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