Structure determination of two new sesquiterpenoids from <i>Streptomyces sanglieri</i>

Ding, Nan; Jiang, Yi; Liu, Jiang; Li, Qinyuan; Wang, Fudi; Mu, Yu; Han, Li; Huang, Xueshi

doi:10.1002/mrc.4473

Cited by 6 publications

(7 citation statements)

References 15 publications

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“…The strain was isolated from the forest soil samples collected from Ailaoshan of Yunnan province, China. The strain was assigned to be S. microflavus by Dr. Jiang based on morphological characteristics and 16S rRNA gene sequences. The BLAST result showed that the sequence was most similar (100%) to the sequence of S. microflavus (strain: NBRC-13062, GenBank accession no.…”

Section: Methodsmentioning

confidence: 99%

“…Although terpenoids are widely found in plants and fungi, an increasing number of terpenes have been identified from soil-derived Streptomyces in recent years. Actually, soil-derived Streptomyces possess the ability to produce terpenes, especially norsesquiterpenoids, due to a large number of terpene synthase genes . Norsesquiterpenoid is a special type of terpenoid found in bacteria, which contains a 4,10-dimethyl decalin C 12 scaffold.…”

Section: Introductionmentioning

confidence: 99%

“…Actually, soil-derived Streptomyces possess the ability to produce terpenes, especially norsesquiterpenoids, due to a large number of terpene synthase genes. 6 Norsesquiterpenoid is a special type of terpenoid found in bacteria, which contains a 4,10-dimethyl decalin C 12 scaffold. Geosmin, a representative of norsesquiterpenoid, was first isolated from Streptomyces griseus in 1965.…”

Section: ■ Introductionmentioning

confidence: 99%

“…In our previous work, norsesquiterpenoids, , sesquiterpenoid ,,,, and diterpenoids were obtained from streptomycete strains and some of them showed potential cytotoxic and antibacterial activities. As a continuous effort on searching for new structurally diverse norsesquiterpenoids from streptomycete, the secondary metabolites of Streptomyces microflavus (YIM 31470) were investigated.…”

Section: Introductionmentioning

confidence: 99%

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Discovery of Antifungal Norsesquiterpenoids from a Soil-Derived Streptomyces microflavus: Targeting Biofilm Formation and Synergistic Combination with Amphotericin B against Yeast-like Fungi

Cao,

Tan,

Zhang

et al. 2024

J. Agric. Food Chem.

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Thirty-five norsesquiterpenoids were isolated from the fermentation broth of Streptomyces microflavus from the forest soil of Ailaoshan in China. The structures of new compounds (1–5, 10–26) were elucidated by comprehensive spectroscopic analysis including data from experimental and calculated ECD spectra, as well as Mosher’s reagent derivatives method. Norsesquiterpenoids showed different levels of antifungal activity with MIC80 values ranging from 25 to 200 μg/mL against Candida albicans, Candida parapsilosis, and Cryptococcus neoformans. The combining isolated norsesquiterpenoids with amphotericin B resulted in a synergistic interaction against test yeast-like fungi with a fractional inhibitory concentration index < 0.5. Compound 33 significantly inhibited biofilm formation and destroyed the preformed biofilm of fungi. Moreover, 33 downregulated the expression of adhesion-related genes HWP1, ALS1, ALS3, ECE1, EAP1, and BCR1 to inhibit the adhesion of C. albicans. Findings from the current study highlight the potential usage of norsesquiterpenoids from soil-derived Streptomyces for antifungal leads discovery.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Discovery of Antifungal Norsesquiterpenoids from a Soil-Derived Streptomyces microflavus: Targeting Biofilm Formation and Synergistic Combination with Amphotericin B against Yeast-like Fungi

Cao,

Tan,

Zhang

et al. 2024

J. Agric. Food Chem.

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“…Kandenol E (40) is the first agarofurane isolated from bacteria. The strains S. sanglieri YIM 121209-2 [91], S. anulatus YIM 101882 [92], and Streptomyces sp. RM-14-6 [93] produced new 15-hydroxy-(+)-epi-cubenol (34), 5,11-epoxy-10-cadinanol (35), and isopterocarpolone (41), respectively.…”

Section: Mono-and Sesquiterpenes and Their Derivativesmentioning

confidence: 99%

Actinomycetes as Producers of Biologically Active Terpenoids: Current Trends and Patents

et al. 2023

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Terpenes and their derivatives (terpenoids and meroterpenoids, in particular) constitute the largest class of natural compounds, which have valuable biological activities and are promising therapeutic agents. The present review assesses the biosynthetic capabilities of actinomycetes to produce various terpene derivatives; reports the main methodological approaches to searching for new terpenes and their derivatives; identifies the most active terpene producers among actinomycetes; and describes the chemical diversity and biological properties of the obtained compounds. Among terpene derivatives isolated from actinomycetes, compounds with pronounced antifungal, antiviral, antitumor, anti-inflammatory, and other effects were determined. Actinomycete-produced terpenoids and meroterpenoids with high antimicrobial activity are of interest as a source of novel antibiotics effective against drug-resistant pathogenic bacteria. Most of the discovered terpene derivatives are produced by the genus Streptomyces; however, recent publications have reported terpene biosynthesis by members of the genera Actinomadura, Allokutzneria, Amycolatopsis, Kitasatosporia, Micromonospora, Nocardiopsis, Salinispora, Verrucosispora, etc. It should be noted that the use of genetically modified actinomycetes is an effective tool for studying and regulating terpenes, as well as increasing productivity of terpene biosynthesis in comparison with native producers. The review includes research articles on terpene biosynthesis by Actinomycetes between 2000 and 2022, and a patent analysis in this area shows current trends and actual research directions in this field.

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Toluene degradation via a unique metabolic route in indigenous bacterial species

2019

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Structure determination of two new sesquiterpenoids from Streptomyces sanglieri

Cited by 6 publications

References 15 publications

Discovery of Antifungal Norsesquiterpenoids from a Soil-Derived Streptomyces microflavus: Targeting Biofilm Formation and Synergistic Combination with Amphotericin B against Yeast-like Fungi

Discovery of Antifungal Norsesquiterpenoids from a Soil-Derived Streptomyces microflavus: Targeting Biofilm Formation and Synergistic Combination with Amphotericin B against Yeast-like Fungi

Actinomycetes as Producers of Biologically Active Terpenoids: Current Trends and Patents

Toluene degradation via a unique metabolic route in indigenous bacterial species

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