Facile Synthesis of Cyclohexanediones and Dialkylresorcinols - Bioactive Natural Products from Entomopathogenic Bacteria

被引:14
作者
Kronenwerth, Max [1 ]
Dauth, Christina [1 ]
Kaiser, Marcel [2 ]
Pemberton, Iain [3 ]
Bode, Helge B. [1 ,4 ]
机构
[1] Goethe Univ Frankfurt, Fachbereich Biowissenschaften, Merck Stiftungsprofessur Mol Biotechnol, D-60438 Frankfurt, Germany
[2] Swiss Trop & Publ Hlth Inst, CH-4002 Basel, Switzerland
[3] IP Res Consulting SAS, Photeomix Prot Discovery, F-93160 Noisy Le Grand, France
[4] Goethe Univ Frankfurt, Buchmann Inst Mol Life Sci BMLS, D-60438 Frankfurt, Germany
关键词
Natural products; Biosynthesis; Biological activity; Resorcinols; Cyclohexanedione; BIOSYNTHESIS;
D O I
10.1002/ejoc.201403346
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis for the recently identified, widespread bacterial natural product classes of dialkylresorcinols and cyclohexanediones was developed. The synthesis route is similar to the biosynthesis route in that the formation of the cyclohexanedione ring results from two parts, as exemplified by the synthesis of the multifunctional isopropylstilbenes identified in Photorhabdus luminescens. Testing of these compounds revealed good bioactivity against Trypanosoma brucei rhodesiense and T. cruzi, the causative agents of sleeping sickness and Chagas disease, respectively.
引用
收藏
页码:8026 / 8028
页数:3
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