RRC ID 70228
Author Bae M, An JS, Hong SH, Bae ES, Chung B, Kwon Y, Hong S, Oh KB, Shin J, Lee SK, Oh DC.
Title Donghaecyclinones A-C: New Cytotoxic Rearranged Angucyclinones from a Volcanic Island-Derived Marine Streptomyces sp.
Journal Mar Drugs
Abstract Chemical profiling of the Streptomyces sp. strain SUD119, which was isolated from a marine sediment sample collected from a volcanic island in Korea, led to the discovery of three new metabolites: donghaecyclinones A-C (1-3). The structures of 1-3 were found to be rearranged, multicyclic, angucyclinone-class compounds according to nuclear magnetic resonance (NMR) and mass spectrometry (MS) analyses. The configurations of their stereogenic centers were successfully assigned using a combination of quantum mechanics-based computational methods for calculating the NMR shielding tensor (DP4 and CP3) as well as electronic circular dichroism (ECD) along with a modified version of Mosher's method. Donghaecyclinones A-C (1-3) displayed cytotoxicity against diverse human cancer cell lines (IC50: 6.7-9.6 μM for 3).
Volume 18(2)
Published 2020-2-18
DOI 10.3390/md18020121
PII md18020121
PMID 32085561
PMC PMC7073551
MeSH Anthraquinones / chemistry* Anthraquinones / isolation & purification Anthraquinones / pharmacology* Anti-Bacterial Agents Antifungal Agents Antineoplastic Agents Circular Dichroism Geologic Sediments / microbiology* Humans Islands Molecular Structure Republic of Korea Streptomyces / chemistry*
IF 4.073
Pathogenic eukaryotic microorganisms Trichophyton mentagrophytes IFM 40996