Org. and Biomol. Chem.

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Synthesis of a multibranched porphyrin-oligonucleotide scaffold for the construction of DNA-based nano-architectures

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2778-2783
DOI: 10.1039/C4OB00202D, PaperGuillaume Clave, Gregory Chatelain, Arianna Filoramo, Didier Gasparutto, Christine Saint-Pierre, Eric Le Cam, Olivier Pietrement, Vincent Guerineau, Stephane Campidelli
A multiclick-based approach was used to build DNA-porphyrin hybrid platforms.
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Zwitterionic borane adducts of N-heterocyclic carbenes from mesomeric betaines of uracil

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2737-2744
DOI: 10.1039/C3OB42462F, PaperJiaxi Zhang, Nazar Pidlypnyi, Martin Nieger, Jan C. Namyslo, Andreas Schmidt
Imidazolium-substituted uracil-anions are in equilibrium with their N-heterocyclic carbenes which can be trapped as cyclic borane adducts.
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Rational design of catalysts for asymmetric diamination reaction using transition state modeling

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2745-2753
DOI: 10.1039/C3OB42520G, PaperGarima Jindal, Raghavan B. Sunoj
DFT calculations have been used to design chiral phosphoramidite ligands for the asymmetric diamination of vicinal diamines. The substituents at both the 3,3[prime or minute] positions of the binol framework and the amido nitrogen play a vital role in the stereochemical outcome.
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Bio-inspired benzo[k,l]xanthene lignans: synthesis, DNA-interaction and antiproliferative properties

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2686-2701
DOI: 10.1039/C3OB42521E, PaperCarmela Spatafora, Vincenza Barresi, Vedamurthy M. Bhusainahalli, Simone Di Micco, Nicolo Musso, Raffaele Riccio, Giuseppe Bifulco, Daniele Condorelli, Corrado Tringali
Twelve benzo[k,l]xanthene lignans were synthesized by biomimetic oxidative coupling of caffeic esters and amides. Their antiproliferative activity was evaluated on a panel of six tumor cell lines.
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Benzofuranquinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis and biological evaluation

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2663-2674
DOI: 10.1039/C3OB42258E, PaperCatarina Carvalho, David Siegel, Martyn Inman, Rui Xiong, David Ross, Christopher J. Moody
Benzofuran- and benzimidazole-quinones are effective inhibitors of the tryptophan metabolizing enzyme indoleamine-2,3-dioxygenase (IDO).
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A computational and experimental study of O-glycosylation. Catalysis by human UDP-GalNAc polypeptide:GalNAc transferase-T2

13 April, 2014 - 10:17

Org. Biomol. Chem., 2014, 12,2645-2655
DOI: 10.1039/C3OB42569J, PaperHansel Gomez, Raul Rojas, Divya Patel, Lawrence A. Tabak, Jose M. Lluch, Laura Masgrau
GalNAc-T2 catalyses GalNAc O-glycosylation via a front-side nucleophilic attack in which stabilization of the UDP leaving group is crucial.
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Synthesis of carbazole-based hetero-core-modified porphyrins

11 April, 2014 - 09:54

Org. Biomol. Chem., 2014, 12,2656-2662
DOI: 10.1039/C3OB42564A, PaperChihiro Maeda, Motoki Masuda, Naoki Yoshioka
Annulation reaction of a 1,1[prime or minute]-(1,3-butadiyne)-8,8[prime or minute]-(2,5-thiophene)-bridged carbazole dimer 10 provided the carbazole-based isophlorines 11a-11c and 12. The oxidation of 12 generated the corresponding 21-selena-23-thiaporphyrin 13.
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Efficient synthesis of biscarbazoles by palladium-catalyzed twofold C-N coupling and C-H activation reactions

7 April, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,2596-2605
DOI: 10.1039/C3OB41746H, PaperTran Quang Hung, Ngo Ngoc Thang, Do Huy Hoang, Tuan Thanh Dang, Alexander Villinger, Peter Langer
Biscarbazoles were efficiently prepared by palladium catalyzed C-N coupling and C-H activation reactions.
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