ChemInform Abstract: Demethyl Mutactimycins, New Anthracycline Antibiotics from Nocardia and Steptomyces Strains.

Abstract

Demethyl Mutactimycins, New Anthracycline Antibiotics from Nocardia and Steptomyces Strains. -The isolated title compound (Ia) shows moderate activity against Gram positive bacteria and also cytotoxicity against P388, L1210 and HeLa tumor cells. -(SPEITLING, M.; NATTE-WAN, P.; YAZAWA, K.; MIKAMI, Y.; GRUEN-WOLLNY, I.; RITZAU, M.; LAATSCH, H.; GRAEFE, U.; J. Antibiot. 51 (1998) 8, 693-698; Res. Cent.

Elucidating the Sugar Tailoring Steps in the Cytorhodin Biosynthetic Pathway

“…This glycosylation pattern is rare among the anthracyclines. Additionally, 1 is cytotoxic to L1210 murine leukemia cells and 2 exhibits cytotoxic activity against HT29 and LXFL 529L cells with IC 50 values of <0.3 μg/mL. , …”

“…HPLY-11472 (DSM 2658) and DSM 11149, respectively. 3,4 Both agents project a C-10 linked trisaccharide and a rhodosamine sugar moiety at the C-9 of γ-rhodomycinone. This glycosylation pattern is rare among the anthracyclines.…”

“…Additionally, 1 is cytotoxic to L1210 murine leukemia cells and 2 exhibits cytotoxic activity against HT29 and LXFL 529L cells with IC 50 values of <0.3 μg/mL. 3,4 To date, the biosynthetic machinery driving 1 and 2 assembly has evaded study. Especially unclear has been the system of glycosyltransferases (GTs) responsible for generating the unique glycosylation pattern seen in 1 and 2.…”

“…Accordingly, large scale fermentation of the Streptomyces sp. SCSIO 1666/ΔtrdA1 DH mutant strain enabled the isolation and elucidation of five anthracycline compounds, namely cytorhodins X (1) 3 and Y (2), 4 cosmomycins A (3) and B (4), 6−8 and iremycin (5) (Figure 1A). 9 All of these compounds were elucidated by HRESIMS, 1 H, and 13 C NMR spectroscopic methods and comparisons with previously reported literatures.…”

“…Cytorhodins X ( 1 ) and Y ( 2 ) (Figure A) consist of a linear tetracyclic polyketide backbone and feature a 7-dexoy-aglycone; 1 and 2 were originally isolated from Streptomyces sp. HPLY-11472 (DSM 2658) and DSM 11149, respectively. , Both agents project a C-10 linked trisaccharide and a rhodosamine sugar moiety at the C-9 of γ-rhodomycinone. This glycosylation pattern is rare among the anthracyclines.…”