scholarly journals Synthesis and Biological Evaluation of Novel 2-Substituted ­Analogues of (–)-Pentenomycin I

Synlett ◽  
2020 ◽  
Vol 31 (05) ◽  
pp. 475-481
Author(s):  
Stavroula A. Zisopoulou ◽  
Spyridon Bousis ◽  
Jörg Haupenthal ◽  
Jennifer Herrmann ◽  
Rolf Müller ◽  
...  
Keyword(s):  
Natural Product ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Eukaryotic Cell ◽  
Biological Evaluation ◽  
Gram Positive Bacteria ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Synthesis And Biological Evaluation ◽  
Derivatives Of

A library of novel 2-substituted derivatives of the antibiotic natural product pentenomycin I is presented. The new collection of analogues is divided in two main classes, 2-alkynyl- and 2-aryl- derivatives, which are accessed by the appropriate type of palladium-catalyzed cross-coupling reaction of the 2-iodo-protected pentenomycin I with suitable nucleophiles. The new derivatives were tested for their activity against certain types of bacteria and one of them, compound 8h, was found to exhibit significant inhibitory activity against several Gram-positive bacteria but also displayed cytotoxic activity against eukaryotic cell lines.

Palladium-Catalyzed Regioselective Heck–Suzuki–Miyaura Cascade Cyclization for the Synthesis of Trisubstituted Arylideneisoquinolinones

Synlett ◽  
2019 ◽  
Vol 30 (09) ◽  
pp. 1073-1076 ◽  
Author(s):  
M. Asgari ◽  
R. Mirzazadeh ◽  
B. Larijani ◽  
P. Rashidi Ranjbar ◽  
R. Rahimi ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Cascade Cyclization ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Derivatives Of

An Ugi four-component reaction was used to construct propargylamide starting materials for a subsequent domino Heck–Suzuki–Miyaura cross-coupling reaction to give derivatives of 4-benzylidene-1-oxo-3,4-dihydro-1H-isoquinoline.

scholarly journals Synthesis and antifungal properties of papulacandin derivatives

2012 ◽  
Vol 8 ◽  
pp. 732-737 ◽  
Author(s):  
Marjolein van der Kaaden ◽  
Eefjan Breukink ◽  
Roland J Pieters
Keyword(s):  
Biological Activity ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Side Chain ◽  
Aryl Iodide ◽  
Glucan Synthase ◽  
Cross Coupling Reaction ◽  
Acyl Side Chain ◽  
Palladium Catalyzed ◽  
Derivatives Of

Derivatives of an antifungal agent that targets the β-(1,3)-D-glucan synthase, papulacandin D, were synthesized and tested for activity. The papulacandin D structure contains a challenging benzannulated spiroketal unit, which is introduced in a palladium-catalyzed cross-coupling reaction of a glycal silanolate and an aryl iodide followed by an oxidative spiroketalization. Four different variants were made, differing in the nature of the acyl side chain with respect to the length, and in the number and stereochemistry of the double bonds. Moderate biological activity was observed for the derivatives with a side chain based on palmitic acid and linoleic acid.

The convenient aqueous synthesis and biological evaluation of ortho-(3,4,5-trimethoxybenzoyl)-acetanilides as novel anti-cancer agents

RSC Advances ◽  
2014 ◽  
Vol 4 (78) ◽  
pp. 41510-41520 ◽  
Author(s):  
Jianfei Sheng ◽  
Fei Mao ◽  
Jun Yan ◽  
Ling Huang ◽  
Xingshu Li
Keyword(s):  
Polyethylene Glycol ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biological Evaluation ◽  
Pd Catalyst ◽  
Aqueous Synthesis ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Anti Cancer ◽  
Synthesis And Biological Evaluation

A series of new ortho-(3,4,5-trimethoxybenzoyl)-acetanilides were synthesised by the cross-coupling reaction catalyzed with Pd catalyst in aqueous medium, with polyethylene glycol as additive under very mild conditions.

scholarly journals 2′-Deoxyuridines with a 5-Heteroaromatic Substituent: Synthesis and Biological Evaluation

1995 ◽  
Vol 6 (4) ◽  
pp. 262-270 ◽  
Author(s):  
I. Luyten ◽  
L. Jie ◽  
A. Van Aerschot ◽  
C. Pannecouque ◽  
P. Wigerinck ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Biological Evaluation ◽  
Dipolar Cycloaddition ◽  
Cross Coupling Reaction ◽  
Simplex Virus ◽  
New Compounds ◽  
Synthesis And Biological Evaluation ◽  
Derivatives Of ◽  
Hsv 1

A series of novel 2′-deoxyuridines with a thienyl substituent in the 5-position were synthesized as potential anti-HSV-1 agents. The brominated derivatives (1d, 1e and 3b) were obtained via halogenation reactions of the protected 5-(thien-2-yl)-2′-deoxyuridine and 5-(thien-3-yl)-2′-deoxyuridine, respectively. The palladium-catalysed cross-coupling reaction with stannylated thiophene was used for the synthesis of ( E)-5-(2-thienylvinyl)-2′-deoxyuridine and 5-(5,2′-dithien-2-yl)-2′-deoxyuridine. These compounds show moderate to good activity against herpes simplex virus type 1 (HSV-1) in the order of decreasing activity 1d>4>1e>3b∼5. Finally, two substituted 5-isoxazol derivatives of 2′-deoxyuridine (6a and 6b) were obtained via a 1,3-dipolar cycloaddition of the protected 5-ethynyl-2′-deoxyuridine. These new compounds demonstrated poor affinity for the virus-specific enzyme thymidine kinase.

Stereoselective Synthesis of Coreoside D and Determination of Its Absolute Configuration

Synlett ◽  
2020 ◽  
Vol 31 (14) ◽  
pp. 1409-1412
Author(s):  
Narihito Ogawa ◽  
Ryoya Imaizumi
Keyword(s):  
Natural Product ◽  
Absolute Configuration ◽  
Stereoselective Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
D Values ◽  
Glycosylation Reaction

We report the stereoselective synthesis of (3S)- and (3R)-coreoside D. The conjugated diyne in the C1–C14 moiety was synthesized through two types of palladium-catalyzed cross-coupling reaction. The introduction of the glucopyranose was achieved by a glycosylation reaction using an imidate derivative in the presence of a Lewis acid. The asymmetric center at the C3-position was constructed by the chiral-pool method using d-malic acid. The stereochemistry at the C3-position of the natural product was determined to be R by comparing the [α]D values of the synthetic stereoisomers with that reported for the natural product.

Ferromagnetic Chain Based on Verdazyl-Nitroxide Diradical

2020 ◽  
Author(s):  
Evgeny Tretyakov ◽  
Svetlana Zhivetyeva ◽  
Pavel Petunin ◽  
Dmitry Gorbunov ◽  
Nina Gritsan ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Ferromagnetic Coupling ◽  
Nitronyl Nitroxide ◽  
Triplet Ground State ◽  
One Dimensional ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Ferromagnetic Chain ◽  
High Yields

<p>Verdazyl-nitroxide diradicals were synthesized using the palladium-catalyzed cross-coupling reaction of the corresponding iodoverdazyls with a nitronyl nitroxide-2-ide gold(I) complex with high yields (up to 82%). The synthesized diradicals were found to be highly thermally stable and have a singlet (D<i>E</i><sub>ST</sub> » -64 cm<sup>–1</sup>) or triplet ground state (D<i>E</i><sub>ST</sub> ³ 25 and 100 cm<sup>–1</sup>), depending on which canonical hydrocarbon diradical type they belong to. Upon crystallization, triplet diradicals form unique one-dimensional (1D) spin <i>S</i> = 1 chains of organic diradicals with intrachain ferromagnetic coupling of <i>J</i>′/<i>k</i><sub>B</sub> from 3 to 6 K.</p>

scholarly journals Fluorinated Iron(ii) clathrochelate units in metalorganic based copolymers: improved porosity, iodine uptake, and dye adsorption properties

RSC Advances ◽  
2021 ◽  
Vol 11 (25) ◽  
pp. 14986-14995
Author(s):  
Suchetha Shetty ◽  
Noorullah Baig ◽  
Atikur Hassan ◽  
Saleh Al-Mousawi ◽  
Neeladri Das ◽  
...  
Keyword(s):  
Dye Adsorption ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Building Blocks ◽  
Adsorption Properties ◽  
Iodine Uptake ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

We report the synthesis of metalorganic copolymers made from the palladium catalyzed Sonogashira cross-coupling reaction between various iron(ii) clathrochelate building blocks with diethynyl–triptycene and fluorene derivatives.

scholarly journals Mechanistic Aspects of the Palladium‐Catalyzed Suzuki‐Miyaura Cross‐Coupling Reaction

2021 ◽  
Author(s):  
Massimo C. D'Alterio ◽  
Èric Casals-Cruañas ◽  
Nikolaos V. Tzouras ◽  
Giovanni Talarico ◽  
Steven P Nolan ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

Synthesis ◽  
2021 ◽  
Author(s):  
Xianglong Chu ◽  
Yadi Niu ◽  
Chen Ma ◽  
Xiaodong Wang ◽  
Yunliang Lin ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Quantum Yields ◽  
Fluorescence Quantum Yields ◽  
Cross Coupling Reaction ◽  
Color Tunable ◽  
Palladium Catalyzed ◽  
Structure Relationship ◽  
High Fluorescence

AbstractA rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λem: 431–507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).

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