Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 699-83-2, Name is 1-(2,6-Dihydroxyphenyl)ethanone, molecular formula is C8H8O3. In an article, author is Cai, Yunrui,once mentioned of 699-83-2, SDS of cas: 699-83-2.
Strictosidine synthase (STR1) catalyzes a Pictet-Spengler reaction (PSR) forming strictosidine, a likely biosynthetic key to all higher plant monoterpenoid indole alkaloids. Increasing the biocatalytic capacity of the enzyme may make it a powerful tool for generation of compound libraries with enhanced structural diversity and pharmaceutical activity. Herein two production routes of a rare class of azepino[3,4,5-cd]-indoles are developed: a complementary STR1-dependent chemoenzymatic and stereoselectively chemical route to an epimeric 1H-azepino[3,4,5-cd]indolyl strictosidine or vincoside, respectively. Mechanisms of the asymmetric catalysis are proposed based on computational calculations and X-ray analysis of STR1-ligand complexes. Further chemoenzymatic manipulation of the complementary PSR products resulted in several diverse and complex azepino-indole alkaloids, in which two alkaloids with the epimeric center directs the discovered antimalaria activity: 4a(S) with IC50 approximate to 3.4 mu M, 4 beta(R) with IC50 approximate to 6.1 mu M. The chemoenzymatic synthesis may significantly extend the applications of the enantiospecific STR1-based PSR in the future.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles