Production of valinomycin, an insecticidal antibiotic, by Streptomyces griseus var. flexipertum var. nov.

Heisey, Rod M.; Huang, Jamin; Mishra, Saroj K.; Keller, James E.; Miller, James R.; Putnam, A. R.; D'silva, T. D. J.

doi:10.1021/jf00084a039

Cited by 22 publications

(14 citation statements)

References 4 publications

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“…Compound 1 was proved to be the known cyclodepsipeptide valinomycin based on its NMR and HRESIMS data, melting point, optical rotation value, the analysis of its acidic hydrolysates by chiral HPLC and GC analyses, and the comparison with literature data (Pettit et al, 1999;Tabeta and Saito, 1985). Valinomycin (1) was previously isolated from several Streptomyces species (Heisey et al, 1988;Lim et al, 2007;Park et al, 2008;Pettit et al, 1999) and is well known to enhance the K þ permeability of several membrane systems including mitochondria, erythrocytes, and lipid bilayers (Bhattacharyya et al, 1971;Haynes et al, 1969). This cyclodepsipeptide was also reported to have activities against tumors, bacteria, fungi (Lim et al, 2007;Park et al, 2008;Pettit et al, 1999), and severe acute respiratory-syndrome coronavirus (Wu et al, 2004).…”

Section: Resultsmentioning

confidence: 99%

Antiproliferative cyclodepsipeptides from the marine actinomycete Streptomyces sp. P11-23B downregulating the tumor metabolic enzymes of glycolysis, glutaminolysis, and lipogenesis

Anjum

Song

et al. 2017

Phytochemistry

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Two cyclodepsipeptides and a known cyclodepsipeptide valinomycin were isolated from a culture of the marine actinomycete Streptomyces sp. P11-23B. Their structures were established based on NMR, HRESIMS, and MS-MS spectroscopic interpretation as well as by chemical degradation. Both streptodepsipeptides P11A and P11B inhibited proliferation of different glioma cell lines, with IC values ranging from 0.1 μM to 1.4 μM. Streptodepsipeptide P11A was found to block the cell cycle at the G/G phase and induce apoptosis in glioma cells. Further investigation demonstrated that streptodepsipeptide P11A downregulated expression of HK2, PFKFB3, PKM2, GLS, and FASN, important tumor metabolic enzymes. Data from this study suggested that targeting multiple tumor metabolic regulators might be one anti-glioma mechanism of streptodepsipeptide P11A. A possible mechanism for this class of streptodepsipeptides is reported herein.

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Section: Resultsmentioning

confidence: 99%

Antiproliferative cyclodepsipeptides from the marine actinomycete Streptomyces sp. P11-23B downregulating the tumor metabolic enzymes of glycolysis, glutaminolysis, and lipogenesis

Anjum

Song

et al. 2017

Phytochemistry

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“…The ability to defend against phytopathogens is potentially relevant, because leaf-cutting ants may import these pathogens with the leaf material that they collect to feed L. gongylophorus (5). Additionally, valinomycin (3) is active against insects, nematodes, and mites (42).…”

Section: Discussionmentioning

confidence: 99%

“…Until now, it has only been possible to directly detect antibiotics of microbial symbionts from insects on the cocoon of beewolf larvae (45). The presence of valinomycin (3) on the ants' bodies suggests that it may play an important role in protecting individual workers, probably not only against microbial pathogens but also against parasites (e.g., mites) (1,42). In addition, we found actinomycins (1, 2) and valinomycin (3) in the waste of A. niger and A. echinatior, which shows again that Streptomyces sp.…”

Section: Discussionmentioning

confidence: 99%

Chemical basis of the synergism and antagonism in microbial communities in the nests of leaf-cutting ants

Schoenian

Spiteller

Ghaste

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

171

187

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Leaf-cutting ants cultivate the fungus Leucoagaricus gongylophorus, which serves as a major food source. This symbiosis is threatened by microbial pathogens that can severely infect L. gongylophorus. Microbial symbionts of leaf-cutting ants, mainly Pseudonocardia and Streptomyces, support the ants in defending their fungus gardens against infections by supplying antimicrobial and antifungal compounds. The ecological role of microorganisms in the nests of leaf-cutting ants can only be addressed in detail if their secondary metabolites are known. Here, we use an approach for the rapid identification of established bioactive compounds from microorganisms in ecological contexts by combining phylogenetic data, database searches, and liquid chromatography electrospray ionisation high resolution mass spectrometry (LC-ESI-HR-MS) screening. Antimycins A 1 -A 4 , valinomycins, and actinomycins were identified in this manner from Streptomyces symbionts of leaf-cutting ants. Matrix-assisted laser desorption ionization (MALDI) imaging revealed the distribution of valinomycin directly on the integument of Acromyrmex echinatior workers. Valinomycins and actinomycins were also directly identified in samples from the waste of A. echinatior and A. niger leaf-cutting ants, suggesting that the compounds exert their antimicrobial and antifungal potential in the nests of leaf-cutting ants. Strong synergistic effects of the secondary metabolites produced by ant-associated Streptomyces were observed in the agar diffusion assay against Escovopsis weberi. Actinomycins strongly inhibit soil bacteria as well as other Streptomyces and Pseudonocardia symbionts. The antifungal antimycins are not only active against pathogenic fungi but also the garden fungus L. gongylophorus itself. In conclusion, secondary metabolites of microbial symbionts of leaf-cutting ants contribute to shaping the microbial communities within the nests of leaf-cutting ants.

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“…flexipertum var. nov (Heisey et al, 1988). Streptomyces nanchangensis, a producer of nanchangmycin, was found to be an insecticidal polyether antibiotic.…”

Section: Insecticidal and Larvicidal Properties Of Actinomycetesmentioning

confidence: 99%

Microbial agents against Helicoverpa armigera: Where are we and where do we need to go?

Vijayabharathi¹,

Kumari²,

Gopalakrishnan³

2014

Afr. J. Biotechnol.

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Plants are prone to various biotic stresses in nature by bacteria, viruses, fungi, parasites, harmful insects and weeds. The biggest percentage loss (70%) in plants is attributed to insects. Lepidoptera is one such diversified phytophagous insect group, which include Helicoverpa armigera, a key pest of many food crops including chickpea, pigeonpea, pea, lentil, chillies, sunflower, tomato, tobacco and cotton. Controlling this insect has been a big task for farmers leading to the manufacture of a plethora of pesticides. However, over reliance on chemical pesticides has resulted in problems including safety risks, environmental contamination, outbreaks of secondary pests, insecticide resistance and decrease in biodiversity. Hence, there is an urgent need for the development of eco-friendly methods such as entomopathogens, antagonist or competitor populations of a third organism and botanicals to suppress H. armigera. Also, many compounds from microorganisms have been found to be effective in crop production, and these have a role in controlling H. armigera. The actinomycetes play an astounding role in controlling the key plant pathogens. They are the representative genera of higher microbial mass in the soil. Numerous studies have shown that these productive actino-bacteria can generate an impressive array of secondary metabolites such as antibiotics, antitumor agents, insecticides etc. This review emphasizes the mechanism behind resistance to insecticides along with actinomycetes and its potential as a biocontrol agent against H. armigera.

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Production of valinomycin, an insecticidal antibiotic, by Streptomyces griseus var. flexipertum var. nov.

Cited by 22 publications

References 4 publications

Antiproliferative cyclodepsipeptides from the marine actinomycete Streptomyces sp. P11-23B downregulating the tumor metabolic enzymes of glycolysis, glutaminolysis, and lipogenesis

Antiproliferative cyclodepsipeptides from the marine actinomycete Streptomyces sp. P11-23B downregulating the tumor metabolic enzymes of glycolysis, glutaminolysis, and lipogenesis

Chemical basis of the synergism and antagonism in microbial communities in the nests of leaf-cutting ants

Microbial agents against Helicoverpa armigera: Where are we and where do we need to go?

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