360ChemInform Abstract The structure of the title compound, the major component of the calichemicin complex (isolated from Micromonospora echinospora ssp. calichensis and known as LL-E33288 antibiotics) is investigated in part by chemical (derivatization, degradations etc.) and physical methods. It can be shown that the title compound consists of four glycosidic units, a hexasubstituted benzene moiety and an undefined C18H16NO4S3 unit. The exact configuration of the ethylamino sugar is unknown. In the following paper the structure of the undefined aglycone is reported.
361ChemInform Abstract Further chemical and physical investigations on the structure of the title compound, in addition to the results of the preceding paper, establish its complete structure as (I).
Culture LL-F42248, preliminarily identified as an unusual Streptomyces species, was found to produce the novel antibiotic 1, designated LL-F42248a. This compound, which is related to the coproduced pyrrolomycin C (2)i:) is the first tricyclic member of this family and is the only chiral pyrrolomycin reported to date.2) The culture was grown in a 30-liter tank fer
The nitro group of dioxapyrrolomycin (1) was shown to be introduced via direct biochemical nitration in cultures of the producing organism Streptomyces fumanus containing K'5N'803 as the sole source of nitrogen; the nitro group of dioxapyrrolomycin produced under these conditions contained the same ratio of 1 8 0 to 15N as was present in the labelled nitrate precursor, the extent of 1 8 0 enrichment of the nitro group being determined by negative electron impact mass spectrometry and 15N n.m.r. spectroscopy. 353
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