Narbomycin synthesis

CoRBAZ and his colleagues (1955 a) have described media and methods of cultivation of the organism for narbomycin synthesis. The biogenesis of the lactone ring of narbomycin involves a polymer of six C3 units and one Cg unit (probably malonate derived) similar to that of methymycin. Therefore, the lactone could be formed from six propionate units and one malonate residue (C-9 and C-10). The carbon skeleton of the entire molecule is 2 X C3 +1 X Cg + 4 X C3. 

As a model study for this methodology, Evans and Bartroli carried out the synthesis of (+)-Prelog-Djerassi Lactonic acid 47 [14b] [27], which is a degradation product of either methymycin or narbomycin [28] and has some of the important structural features present in macrolide antibiotics. 

Narbomycin (118b) and its aglycone narbonolide (118a) are both isolated from the fermentation broth of Streptomyces venezuelae MCRL-0376. Masamune has also reported the only synthesis of a member of this class of compounds, employing a route nearly identical to his synthesis of 6-deoxyerythronolide B... 

Structures of Narbomycin and Related Macrolide Antibiotics and obtained the D.Sc. (habilitation) degree. That same year he moved to the newly formed Institute of Organic Chemistry of the Polish Academy of Sciences (IOC) in Warsaw, first as a Docent (Associate Professor) and from 1973 as a full Professor until the year of his retirement. In 1968, he succeeded Professor Osman Achmatowicz as head of the Department of Synthesis of Natural Products. After reorganization of the Institute and the departure of the alkaloid laboratory to Poznan, he became head of the laboratory responsible for the synthesis of mono- and oligo-saccharides. Between 1979 and 1982 he served as the Research Director of the Institute. After retirement at the age of seventy, he continued his association with the Institute as Professor Emeritus. 

CYP107L1 (PikC) Streptomyces venezuelae E.g 2BVJ, 2CD8, 2C7X Narbomycin, YC-17 12- and 14-Carbon macrolactone (e.g., narbomycin and YC-17) hydroxylase in pikromycin synthesis E.g., [208,210,211]... 

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