Upare, Atul Chouhan, Neeraj Kumar Ramaraju, Andhavaram Sridhar, Balasubramanian Bathula, Surendar Reddy
Published in
Organic & biomolecular chemistry
A copper-mediated domino condensation reaction of readily accessible oxime acetates with ninhydrin is reported to afford pyrrolo[2,1-a]isoindolediones via new C-C & C-N bond formations. A wide range of oxime acetates were shown to generally participate in the reaction to produce the condensed products in excellent yields. The necessary control expe...
Zhang, Xia Chen, Jingchao Khan, Ruhima Shen, Guoli He, Zhenxiu Zhou, Yongyun Fan, Baomin
Published in
Organic & biomolecular chemistry
Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source was reported. The reaction allowed the simple preparation of tetrahydroquinoxalines under mild conditions. The deuterium-labelling experiment confirmed that water is the sole hydrogen source in the transfer hydrogenation reaction.
Yang, Qian-Qian Zhu, Liang-Jing Xi, Tong-Kuai Zhu, Han-Ying Chen, Xiao-Xu Wu, Meng Sun, Chuan Xu, Changzhi Fang, Ge-Min Meng, Xiangming
...
Published in
Organic & biomolecular chemistry
A series of cyclic Arg-rich mitochondria-penetrating peptides were prepared with variation in the macrocycle size and the chirality of Arg residues. A cyclic heptapeptide was demonstrated to be an efficient mitochondria-specific delivery vector for delivering membrane impermeable peptides.
Shyaka, Clovis Xian, Ming Park, Chung-Min
Published in
Organic & biomolecular chemistry
1,3,5-Trithiane functionalized with esterase-sensitive ester groups on the methylene linkers was developed as a class of enzymatic hydrolysis-based hydrogen sulfide (H2S) donors. The amount of H2S released from the donors was dependent on the number of ester bonds. The donors release H2S in a controllable manner in the presence of an enzyme.
Liu, Shanshan Yang, Heng Jiao, Lin-Yu Zhang, Jian-Hua Zhao, Chen Ma, Yangmin Yang, Xiufang
Published in
Organic & biomolecular chemistry
We developed a general and sustainable approach for the regioselective deoxygenative chalcogenation of 7-azindole N-oxides; the combination of an internal oxidant and a green solvent has been used successfully for the synthesis of mono- and dichalcogenyl 7-azaindoles which are of pharmaceutical interest. The regioselectivity is tunable by the varia...
Zhang, Ying K Reilly, Douglas K Yu, Jingfang Srinivasan, Jagan Schroeder, Frank C
Published in
Organic & biomolecular chemistry
Identification of pheromone receptors plays a central role for uncovering signaling pathways that underlie chemical communication in animals. Here, we describe the synthesis and bioactivity of photoaffinity probes for the ascaroside ascr#8, a sex-pheromone of the model nematode, Caenorhabditis elegans. Structure-activity studies guided incorporatio...
Li, Dengke Lei, Jian
Published in
Organic & biomolecular chemistry
A method for the synthesis of 2-thiolated benzimidazoles is described starting from thiols and 1-azido-2-isocyanoarenes. The isocyano group works as an acceptor of various thio radicals, followed by denitrogenative annulation of the resulting imidoyl radical intermediates to the azido group, with nitrogen loss as the only process involving high bon...
Núñez-Villanueva, Diego Hunter, Christopher A
Published in
Organic & biomolecular chemistry
A unique feature of kinetically inert covalent base-pairing is that the nature of the chemical information that is transferred can be modulated by changing the chemical connectivity between the two bases. Formation of esters between phenols and benzoic acids has been used as a base-pairing strategy for sequence information transfer in template-dire...
Aiken, Stuart Anozie, Kelechi de Azevedo, Orlando D C C Cowen, Lewis Edgar, Ross J L Gabbutt, Christopher D Heron, B Mark Lawrence, Philippa A Mills, Abby J Rice, Craig R
...
Published in
Organic & biomolecular chemistry
Diversely substituted 1,2-oxathiine 2,2-dioxides, including 3,5,6-triaryl-, 3,6-diaryl-, 3,5-diaryl-, 5,6-diaryl- and selected fused heterocyclic analogues, have been efficiently obtained by the application of a mild Cope elimination of a 4-amino moiety from the requisite 4-amino-3,4-dihydro-1,2-oxathiine 2,2-dioxides, which themselves were readily...
Nassir, Molhm Mirza, Salahuddin Arad, Uri Lee, Sangyong Rafehi, Muhammad Yaw Attah, Isaac Renn, Christian Zimmermann, Herbert Pelletier, Julie Sévigny, Jean
...
Published in
Organic & biomolecular chemistry
Nucleotide pyrophosphatase/phosphodiesterase-1 (NPP1) inhibitors have been suggested as a potential treatment for calcium pyrophosphate dihydrate (CPPD) deposition disease. Here, we targeted the development of improved NPP1 inhibitors based on acyclic mimics of Pα,α-phosphorodithioate-substituted adenine nucleotides, 7-10. The latter were obtained ...
