Trinulactones A–D, New Dinorsesterterpenoids from <i>Streptomyces</i> sp. S006

Wei, Feifei; Li, Wen; Song, Rentai; Shen, Yuemao

doi:10.1177/1934578x1801301105

Cited by 2 publications

(3 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Two new terpenoids with unique a 6-6-6-fused ring system and an oxidized unsaturated γ -lactone, namely trinulactones A ( 382 ) and B ( 383 ), were isolated from Streptomyces sp. S006 [ 242 ]. R 1 R 2 R 3 R 4 354 OH -CO-CH 3 CH 3 355 OH -CO-CH 3 H 356 OH -CO-CH 3 -CH 2 -O-CH 3 357 H -CO-CH 3 CH 3 358 H -CO-CH 3 OH CH 3 359 H -CO-CH 3 CH 3 360 H H

…”

Section: Terpene Biosynthesis By Actinomycetesmentioning

confidence: 99%

See 1 more Smart Citation

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

et al. 2023

View full text Add to dashboard Cite

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.

show abstract

…”

Section: Terpene Biosynthesis By Actinomycetesmentioning

confidence: 99%

Section: R=hmentioning

confidence: 99%

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

et al. 2023

View full text Add to dashboard Cite

show abstract

“…However, large fermentation of strain S006 only led to the isolation of four new dinorsesterterpenoids trinulactones A−D. 8 In order to obtain the halogenated polyketides encoded by the above gene cluster, we constitutively expressed the large ATP-binding LuxR like (LAL) family gene located within the gene cluster. LC-MS analysis of the metabolites of the recombinant Streptomyces strain S006-LAL revealed production of a monochlorinated compound.…”

mentioning

confidence: 99%

A Single-Component Flavoenzyme Catalyzed Regioselective Halogenation of Pyrone in the Biosynthesis of Venemycins

et al. 2019

Self Cite

View full text Add to dashboard Cite

Flavin-dependent halogenases (FDHs) are known for installing halogens on natural products. To date, most reported FDHs are two-component FDHs, which require a flavin reductase as the reaction partner to function. Here, we report the identification of a new halogenated biaryl compound 2-chloro venemycin (1) through constitutive expression of the regulator gene vemR in the vem gene cluster in Streptomyces sp. S006 and media optimization. In addition, we provide biochemical evidence that, in the absence of the flavin reductase, purified FDH VemK catalyzes the regioselective halogenation of the pyrone moiety of venemycin (2). Mutagenesis studies showed that T315 and R317 residues are likely crucial for catalysis and NAD(P)H binding. VemK represents the first characterized single-component FDH from Streptomyces and the first FDH that halogenates a pyrone moiety.

show abstract

Trinulactones A–D, New Dinorsesterterpenoids from Streptomyces sp. S006

Cited by 2 publications

References 8 publications

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

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

A Single-Component Flavoenzyme Catalyzed Regioselective Halogenation of Pyrone in the Biosynthesis of Venemycins

Contact Info

Product

Resources

About