Abstract

Chemical investigation of the ethyl acetate extract from the marine-derived Streptomyces sp. isolate B1848 resulted in three new isoquinolinequinone derivatives, the mansouramycins E–G (1a–3a), in addition to the previously reported mansouramycins A (5) and D (6). Their structures were elucidated by computer-assisted interpretation of 1D and 2D NMR spectra, high-resolution mass spectrometry, and by comparison with related compounds. Cytotoxicity profiling of the mansouramycins in a panel of up to 36 tumor cell lines indicated a significant cytotoxicity and good tumor selectivity for mansouramycin F (2a), while the activity profile of E (1a) was less attractive.

Highlights

  • The first natural isoquinolinequinone isolated from bacteria were reported by Fukum et al

  • A few others were isolated from porifera, including cribrostatins [3], renierones [4,5], and caulibugulones [6]

  • After extraction and chromatographic separation, the strain B1748 strain B1748 afforded under these conditions the mansouramycins A (5) and D (6) and afforded under these conditions the mansouramycins A (5) and D (6) and three new three new congeners, the mansouramycins E–G (1a–3a) as dark red solids

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Summary

Introduction

Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. A few others were isolated from porifera, including cribrostatins (produced by the blue marine sponge Cribrochalina sp.) [3], renierones (from Reniera, Petrosia, and Haliclona spp.) [4,5], and caulibugulones (found in the marine bryozoon Caulibugula inermis) [6]. These isoquinolinequinones showed a potent antimicrobial activity against Gram positive bacteria and yeast (Candida albicans) and a pronounced cytotoxicity against L1210 and other cell lines with IC50 values as low as.

Discussion
C15 H11 N3 O4
Structure Elucidation
Biological Activities
General Procedures
Isolation and Taxonomy of the Producing Strain
Fermentation and Working Up
Isolation and Purification
Cytotoxicity Assays
DFT-Calculations
Conclusions

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