Investigation of Synthetic Routes towards Derivatives of 3-(Phenylsulfonimidoyl)propanoic Acid

2002 ◽  
Vol 85 (10) ◽  
pp. 3272-3282 ◽  
Author(s):  
Heather Tye ◽  
Catharine L. Skinner
1976 ◽  
Vol 31 (10) ◽  
pp. 1410-1415 ◽  
Author(s):  
Stefan Fuchs ◽  
Wolfgang Voelter

Synthetic routes to a new class of biologically active TRH derivatives of the general structure L—Pyr—L—His—L—Pro—NH—(CH2E)n—NH2 are described.


Marine Drugs ◽  
2020 ◽  
Vol 18 (9) ◽  
pp. 450 ◽  
Author(s):  
Lamiaa A. Shaala ◽  
Diaa T. A. Youssef ◽  
Torki A. Alzughaibi ◽  
Sameh S. Elhady

The actinomycete strain Streptomyces coelicolor LY001 was purified from the sponge Callyspongia siphonella. Fractionation of the antimicrobial extract of the culture of the actinomycete afforded three new natural chlorinated derivatives of 3-phenylpropanoic acid, 3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid (1), 3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid methyl ester (2), and 3-(3-chloro-4-hydroxyphenyl)propanoic acid (3), together with 3-phenylpropanoic acid (4), E-cinnamic acid (5), and the diketopiperazine alkaloids cyclo(l-Phe-trans-4-OH-l-Pro) (6) and cyclo(l-Phe-cis-4-OH-d-Pro) (7) were isolated. Interpretation of nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HRESIMS) data of 1–7 supported their assignments. Compounds 1–3 are first candidates of the natural chlorinated phenylpropanoic acid derivatives. The production of the chlorinated derivatives of 3-phenylpropionic acid (1–3) by S. coelicolor provides insight into the biosynthetic capabilities of the marine-derived actinomycetes. Compounds 1–3 demonstrated significant and selective activities towards Escherichia. coli and Staphylococcus aureus, while Candida albicans displayed more sensitivity towards compounds 6 and 7, suggesting a selectivity effect of these compounds against C. albicans.


2015 ◽  
Vol 42 (5) ◽  
pp. 4459-4477 ◽  
Author(s):  
I. Tumosienė ◽  
I. Jonuškienė ◽  
K. Kantminienė ◽  
J. Šiugždaitė ◽  
V. Mickevičius ◽  
...  

1995 ◽  
Vol 34 (21) ◽  
pp. 5215-5219 ◽  
Author(s):  
Paul K. Hurlburt ◽  
Rebecca L. Miller ◽  
Kent D. Abney ◽  
Trudi M. Foreman ◽  
Raymond J. Butcher ◽  
...  

1977 ◽  
Vol 30 (10) ◽  
pp. 2225 ◽  
Author(s):  
RLN Harris ◽  
JL Huppatz

Synthetic routes to o-carboxyphenyl derivatives of certain heterocyclic compounds, required for testing as plant growth regulators, were investigated. The preparation of 2-(5-phenyl-1,3,4-oxadiazol-2- yl)benzoic acid (3), 2-(5-phenyl-1,3,4-thiadiazol-2-yl)benzoic acid (4), 2-(5-phenyl-1H-1,2,4-triazol-3-yl)benzoic acid (5), 2-(3-phenyl- 1,2,4-oxadiazol-5-yl)benzoic acid (6), 2-(2-phenylthiazol-4-yl)benzoic acid (7), 2-(3-phenylisoxazol-5-yl)benzoic acid (8), 2-(5- phenylisoxazol-3-yl)benzoic acid (9) and chloro derivatives of (3), (4), (8) and (9) is described.


2014 ◽  
Vol 10 ◽  
pp. 1596-1602 ◽  
Author(s):  
Anastasia S Kostyuchenko ◽  
Vyacheslav L.Yurpalov ◽  
Aleksandra Kurowska ◽  
Wojciech Domagala ◽  
Adam Pron ◽  
...  

A new synthetic approach towards the preparation of functionalised, soluble, donor–acceptor (DA) alkylbithiophene derivatives of oxadiazole, thiadiazole and triazole is reported. Taking advantage of the Fiesselmann reaction, reactive bithiophene synthons having alkyl or alkoxy substituents at designated positions are prepared. Following a synthetic strategy, featuring the bottom-up approach, sequential structural elements are built, starting from a simple thiophene compound, until the target molecule is obtained, all in good yield. Supplementing the well established methods of oxadiazole and thiadiazole synthesis, efficient ring closure reaction affording a 4H-1,2,4-triazole unit is presented. All target ambipolar compounds display strong photoluminescence with measured quantum yields up to 0.59. Modification of the demonstrated synthetic routes may be exploited for the preparation of longer, specifically functionalised oligothiophenes, coupled to other heteroaromatic cores.


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