Concise syntheses of trifluoromethylated cyclic and acyclic analogues of cADPR

Xiangchen Huang; Min Dong; Jian Liu; Kehui Zhang; Zhenjun Yang; Liangren Zhang; Lihe Zhang

doi:10.3390/molecules15128689

Concise syntheses of trifluoromethylated cyclic and acyclic analogues of cADPR

Molecules. 2010 Nov 30;15(12):8689-701. doi: 10.3390/molecules15128689.

Authors

Xiangchen Huang¹, Min Dong, Jian Liu, Kehui Zhang, Zhenjun Yang, Liangren Zhang, Lihe Zhang

Affiliation

¹ State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.

Abstract

A novel trifluoromethylated analogue of cADPR, 8-CF3-cIDPDE (5) was designed and synthesized via construction of N1,N9-disubstituted hypoxanthine, trifluoromethylation and intramolecular condensation. A series of acyclic analogues of cADPR were also designed and synthesized. These compounds could be useful molecules for studying the structure-activity relationship of cADPR analogues and exploring the cADPR/RyR Ca2+ signalling system.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Calcium Signaling
Cyclic ADP-Ribose / analogs & derivatives*
Cyclic ADP-Ribose / chemical synthesis*
Cyclic ADP-Ribose / chemistry
Hydrocarbons, Fluorinated / chemical synthesis*
Hydrocarbons, Fluorinated / chemistry
Hypoxanthine / chemistry
Ryanodine Receptor Calcium Release Channel

Substances

Hydrocarbons, Fluorinated
Ryanodine Receptor Calcium Release Channel
Cyclic ADP-Ribose
Hypoxanthine