Trichothecin-Like Antibiotic T

KORZYBSKI, TADEUSZ; KOWSZYK-GINDIFER, ZUZANNA; KURYŁOWICZ, WŁODZIMIERZ

doi:10.1016/b978-1-4831-9801-9.50138-0

Cited by 6 publications

(6 citation statements)

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“…3 Several methods are available in literature for the asymmetric synthesis of (-) anisomycin (1); however, most of them use chiral starting materials with a overall low yield due to large number of steps involved. In recent years, organocatalysis has become the main focus of research due to emergence of organocatalyzed tandem transformations 5 and its application to the synthesis of complex organic molecules that are be accessible in one-pot procedure.…”

Section: Introductionmentioning

confidence: 99%

Formal synthesis of (-) anisomycin via organocatalysis

Chouthaiwale¹,

Kotkar²,

Sudalai³

2009

Arkivoc

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Section: Introductionmentioning

confidence: 99%

Formal synthesis of (-) anisomycin via organocatalysis

Chouthaiwale¹,

Kotkar²,

Sudalai³

2009

Arkivoc

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“…Amicetin consists of the two deoxysugar moieties, D-amosamine and D-amicetose, as well as cytosine, p-aminobenzoic acid (PABA), and a terminal methylserine moiety, whereby the latter moiety is missing in plicacetin (Zhang G.G. et al, 2012;Korzybski et al, 2013). The gene cluster analysis of SHP22-7 revealed that the PapR2-like motif is located directly in front of the orf pliA ( Figure 6B) and shows a rather weak sequence identity of 65.5% to the PapR2 consensus motif (Figure 2A).…”

Section: Cluster 9 Resembles An Amicetin Gene Clustermentioning

confidence: 99%

Disclosing the Potential of the SARP-Type Regulator PapR2 for the Activation of Antibiotic Gene Clusters in Streptomycetes

et al. 2020

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Streptomyces antibiotic regulatory protein (SARP) family regulators are well-known activators of antibiotic biosynthesis in streptomycetes. The respective genes occur in various types of antibiotic gene clusters encoding, e.g., for polyketides, ribosomally and non-ribosomally synthesized peptides, or β-lactam antibiotics. We found that overexpression of the SARP-type regulator gene papR2 from Streptomyces pristinaespiralis in Streptomyces lividans leads to the activation of the silent undecylprodigiosin (Red) gene cluster. The activation happens upon the inducing function of PapR2, which takes over the regulatory role of RedD, the latter of which is the intrinsic SARP regulator of Red biosynthesis in S. lividans. Due to the broad abundance of SARP genes in different antibiotic gene clusters of various actinomycetes and the uniform activating principle of the encoded regulators, we suggest that this type of regulator is especially well suited to be used as an initiator of antibiotic biosynthesis in actinomycetes. Here, we report on a SARP-guided strategy to activate antibiotic gene clusters. As a proof of principle, we present the PapR2-driven activation of the amicetin/plicacetin gene cluster in the novel Indonesian strain isolate Streptomyces sp. SHP22-7.

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“…11 (-)-Anisomycin [(-)-1] is used as a valuable tool in molecular biology, because it was found to block peptide bond formation specifically in eukaryotic ribosomes. 12 Studies from [2003][2004][2005] show that several derivatives of anisomycin also exhibit potent glycosidase inhibitory activity against α-rhamnosidase and several other glycosidases. 13 In 1993, Hosoya and co-workers reported that anisomycin and its propanoate derivative 3097-B1 showed cytotoxic activity against human tumor lines in vitro.…”

Section: Introductionmentioning

confidence: 99%

Studies Towards the Synthesis of (+)- and (–)-Anisomycin and Their Analogues

Ajay

Shaw

2017

Synthesis

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Anisomycin shows potent biological activity and it has attracted much attention since its isolation in 1954, with around 13 total syntheses and 20 formal syntheses, and also two reports concerning analogues of anisomycin, reported to date. The present review highlights all of these synthetic approaches (around 35) to the total or formal synthesis of anisomycin along with its isomers and analogues.1 Introduction2 Isolation and Therapeutic Importance3 Total Synthesis of (+)-, (–)-, and (±)-Anisomycins and Their Analogues4 Formal Synthesis of (+)- and (–)-Anisomycins and Their Analogues5 Conclusion

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Trichothecin-Like Antibiotic T

Cited by 6 publications

References 1 publication

Formal synthesis of (-) anisomycin via organocatalysis

Formal synthesis of (-) anisomycin via organocatalysis

Disclosing the Potential of the SARP-Type Regulator PapR2 for the Activation of Antibiotic Gene Clusters in Streptomycetes

Studies Towards the Synthesis of (+)- and (–)-Anisomycin and Their Analogues

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