Studies on Thiopeptide Antibiotics: Synthesis of an Oxazole-Thiazole-Pyridine Fragment related to Promothiocin A

Synlett ◽  
1998 ◽  
Vol 1998 (4) ◽  
pp. 361-362 ◽  
Author(s):  
Christopher J. Moody ◽  
Mark C. Bagley
Keyword(s):  
Thiopeptide Antibiotics ◽  
Pyridine Fragment

Post-translational modifications involved in the biosynthesis of thiopeptide antibiotics

2017 ◽  
Vol 15 (16) ◽  
pp. 3376-3390 ◽  
Author(s):  
Qingfei Zheng ◽  
Hui Fang ◽  
Wen Liu
Keyword(s):  
Post Translational Modifications ◽  
Thiopeptide Antibiotics

Thiopeptide antibiotics are generated from ribosomally synthesized peptides via a cascade of post-translational modifications (PTMs).

NocU is a Cytochrome P450 Oxygenase Catalyzing N-Hydroxylation of the Indolic Moiety during the Maturation of the Thiopeptide Antibiotics Nocathiacins

2021 ◽  
Author(s):  
Heng Guo ◽  
Xuebing Bai ◽  
Qian Yang ◽  
Yufeng Xue ◽  
Dandan Chen ◽  
...  
Keyword(s):  
Natural Products ◽  
Cytochrome P450 ◽  
The Family ◽  
Thiopeptide Antibiotics

The ribosomally synthesized and post-translationally modified peptide (RiPP) natural products include the family of thiopeptide antibiotics, where nocathiacins (NOCs) and nosiheptide (NOS) are structurally related bicyclic members featuring an indolic...

Val-Geninthiocin: Structure Elucidation and MSn Fragmentation of Thiopeptide Antibiotics Produced by Streptomyces sp. RSF18

2008 ◽  
Vol 63 (10) ◽  
pp. 1223-1230 ◽  
Author(s):  
Imran Sajid ◽  
Khaled A. Shaaban ◽  
Holm Frauendorf ◽  
Shahida Hasnain ◽  
Hartmut Laatscha
Keyword(s):  
Amino Acids ◽  
Biological Activity ◽  
Antifungal Activity ◽  
Structure Elucidation ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Unusual Amino Acids ◽  
Streptomyces Sp ◽  
Gram Positive Bacteria ◽  
Thiopeptide Antibiotics

AbstractVal-Geninthiocin (2), a new member of thiopeptide antibiotics, was isolated from the mycelium of Streptomyces sp. RSF18, along with the closely related geninthiocin (1) and the macrolide, chalcomycin. By intensive NMR and MS studies, Val-geninthiocin (2) was identified as desoxygeninthiocin, a thiopeptide, containing several oxazole and thiazole units and a number of unusual amino acids. Compound 2 shows potent activity against Gram-positive bacteria and minor antifungal activity, while it is not effective against Gram-negative bacteria or microalgae. Here we describe the fermentation, isolation and structure elucidation as well as the biological activity of 2.

YM-266183 and YM-266184, Novel Thiopeptide Antibiotics Produced by Bacillus cereus Isolated from a Marine Sponge. Part 2. Structure Elucidation.

ChemInform ◽  
2003 ◽  
Vol 34 (29) ◽  
Author(s):  
Ken-ichi Suzumura ◽  
Takako Yokoi ◽  
Masashi Funatsu ◽  
Koji Nagai ◽  
Koichi Tanaka ◽  
...  
Keyword(s):  
Bacillus Cereus ◽  
Marine Sponge ◽  
Structure Elucidation ◽  
Thiopeptide Antibiotics

Synthetic Approaches to the Bifunctional Chelators for Radio­nuclides Based On Pyridine-Containing Azacrown Compounds

Synthesis ◽  
2019 ◽  
Vol 52 (07) ◽  
pp. 1087-1095
Author(s):  
Anastasia D. Zubenko ◽  
Anna A. Shchukina ◽  
Olga A. Fedorova
Keyword(s):  
Drug Delivery ◽  
Methyl Ester ◽  
Targeted Drug Delivery ◽  
Pyridine Ring ◽  
Ester Group ◽  
Metal Chelation ◽  
Carboxylate Groups ◽  
Pyridine Fragment ◽  
Targeted Drug ◽  
Synthetic Approaches

Synthetic ways to introduce functional groups (CO2Me, CO2H, OCH2CO2H, OCH2C≡CH, CH2OH, CH2Cl, CH2N3) into the pyridine ring of pyridine-containing azacrown compounds are described. These groups were introduced at position-4 of the pyridine ring, while keeping the macrocyclic carboxylate groups available for metal chelation. The derivatives were obtained by macrocyclization reaction of 4-substituted, trimethyl pyridine-2,4,6-tricarboxylate or by modification of methyl ester group in pyridine fragment of macrocycles. Obtained derivatives can be applied for preparing radiotherapeutic agents by conjugation to different vector biomolecules for targeted drug delivery to cancer cells without damaging healthy tissue.

Ribosomally Synthesized Thiopeptide Antibiotics Targeting Elongation Factor Tu

2009 ◽  
Vol 131 (16) ◽  
pp. 5946-5955 ◽  
Author(s):  
Rowan P. Morris ◽  
Jennifer A. Leeds ◽  
Hans Ulrich Naegeli ◽  
Lukas Oberer ◽  
Klaus Memmert ◽  
...  
Keyword(s):  
Elongation Factor ◽  
Elongation Factor Tu ◽  
Thiopeptide Antibiotics

Total Synthesis of Thiopeptide Antibiotics GE2270A, GE2270T, and GE2270C1

2008 ◽  
Vol 3 (2) ◽  
pp. 413-429 ◽  
Author(s):  
K. C. Nicolaou ◽  
Dattatraya H. Dethe ◽  
Gulice Y. C. Leung ◽  
Bin Zou ◽  
David Y.-K. Chen
Keyword(s):  
Total Synthesis ◽  
Thiopeptide Antibiotics
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