1280191-90-3Relevant academic research and scientific papers
Asymmetric total synthesis of three stereoisomers of (-)-renieramycin G and their cytotoxic activities
Du, Enming,Dong, Wenfang,Guan, Baohe,Pan, Xuan,Yan, Zheng,Li, Li,Wang, Nan,Liu, Zhanzhu
, p. 4296 - 4303 (2015/06/08)
(-)-Renieramycin G, a marine antitumor natural product, is a typical member of the bis-tetrahydroisoquinoline alkaloid family. In this paper, an efficient protocol of asymmetric total synthesis of its three stereoisomers, (+)-renieramycin G, 11,13-epi-(+)-renieramycin G and 11,13-epi-(-)-renieramycin G was established by the use of a combination of l- and/or d-tyrosine as the starting materials. The preliminary cytotoxicity assays tested on human cancer cell lines revealed that the L-shaped topological configuration of (-)-renieramycin G played a critical role in its cytotoxic activity.
Synthesis and cytotoxicity of (-)-renieramycin G analogs
Liu, Wei,Dong, Wenfang,Liao, Xiangwei,Yan, Zheng,Guan, Baohe,Wang, Nan,Liu, Zhanzhu
supporting information; experimental part, p. 1419 - 1421 (2011/04/23)
(-)-Renieramycin G and fifteen C-22 analogs were prepared employing l-tyrosine as the chiral starting material. These analogs, along with (-)-renieramycin G itself, were evaluated in vitro for cytotoxicity against HCT-8, BEL-7402, A2780, MCF-7, A549, BGC-823, Ketr3, KB, Hela cells. The IC 50 values of most of these analogs were at the level of μM. Among these analogs, 2-thiophenecarboxylate ester derivative 17 exhibited potent cytotoxic activity against KB cell line with the IC50 of 20 nM. From this study, it could be concluded that the C-22 side chain played an important role in the cytotoxic potency and specificity of this class of (-)-renieramycin G derivatives.
