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Himalaquinones A-G, Angucyclinone-Derived Metabolites Produced by the Himalayan Isolate <i>Streptomyces</i> sp. PU-MM59.

Author
Abstract
:

Himalaquinones A-G, seven new anthraquinone-derived metabolites, were obtained from the Himalayan-based sp. PU-MM59. The chemical structures of the new compounds were identified based on cumulative analyses of HRESIMS and NMR spectra. Himalaquinones A-F were determined to be unique anthraquinones that contained unusual C-4a 3-methylbut-3-enoic acid aromatic substitutions, while himalaquinone G was identified as a new 5,6-dihydrodiol-bearing angucyclinone. Comparative bioactivity assessment (antimicrobial, cancer cell line cytotoxicity, impact on 4E-BP1 phosphorylation, and effect on axolotl embryo tail regeneration) revealed cytotoxic landomycin and saquayamycin analogues to inhibit 4E-BP1p and inhibit regeneration. In contrast, himalaquinone G, while also cytotoxic and a regeneration inhibitor, did not affect 4E-BP1p status at the doses tested. As such, this work implicates a unique mechanism for himalaquinone G and possibly other 5,6-dihydrodiol-bearing angucyclinones.

Year of Publication
:
2021
Journal
:
Journal of natural products
Volume
:
84
Issue
:
7
Number of Pages
:
1930-1940
Date Published
:
2021
ISSN Number
:
0163-3864
URL
:
https://doi.org/10.1021/acs.jnatprod.1c00192
DOI
:
10.1021/acs.jnatprod.1c00192
Short Title
:
J Nat Prod
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