137767-82-9Relevant articles and documents
Biosynthesis of Neocarazostatin A Reveals the Sequential Carbazole Prenylation and Hydroxylation in the Tailoring Steps
Huang, Sheng,Elsayed, Somayah Sameer,Lv, Meinan,Tabudravu, Jioji,Rateb, Mostafa E.,Gyampoh, Roland,Kyeremeh, Kwaku,Ebel, Rainer,Jaspars, Marcel,Deng, Zixin,Yu, Yi,Deng, Hai
, p. 1633 - 1642 (2015/12/26)
Neocarazostatin A (NZS) is a bacterial alkaloid with promising bioactivities against free radicals, featuring a tricyclic carbazole nucleus with a prenyl moiety at C-6 of the carbazole ring. Here, we report the discovery and characterization of the biosynthetic pathway of NZS through genome mining and gene inactivation. The in vitro assays characterized two enzymes: NzsA is a P450 hydroxylase and NzsG is a new phytoene-synthase-like prenyltransferase (PTase). This is the first reported native PTase that specifically acts on the carbazole nucleus. Finally, our in vitro reconstituted experiment demonstrated a coupled reaction catalyzed by NzsG and NzsA tailoring the NZS biosynthesis.
First enantioselective total synthesis of neocarazostatin B, determination of its absolute configuration and transformation into carquinostatin A
Czerwonka, Regina,Reddy, Kethiri R.,Baum, Elke,Knoelker, Hans-Joachim
, p. 711 - 713 (2008/02/03)
The first enantioselective total synthesis of neocarazostatin B, the determination of its absolute configuration and transformation into carquinostatin A are described. The Royal Society of Chemistry 2006.