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Saccharothrixones A–D, Tetracenomycin-Type Polyketides from the Marine-Derived Actinomycete Saccharothrix sp. 10-10

Author:
Gan, Maoluo, Liu, Bin, Tan, Yi, Wang, Qiang, Zhou, Hongxia, He, Hongwei, Ping, Yuhui, Yang, Zhaoyong, Wang, Yiguang, Xiao, Chunling
Source:
Journal of natural products 2015 v.78 no.9 pp. 2260-2265
ISSN:
1520-6025
Subject:
Saccharothrix, X-ray diffraction, cytotoxicity, inhibitory concentration 50, neoplasms, polyketides, spectral analysis
Abstract:
Saccharothrixones A–C (1–3), three new aromatic polyketide seco-tetracenomycins, and saccharothrixone D (4), a new tetracenomycin analogue possessing opposite configurations at all of the stereogenic centers, were isolated from the marine-derived actinomycete Saccharothrix sp. 10-10. Compounds 1–3 represent the first examples of seco-tetracenomycins where the quinone ring B is cleaved and re-formed into a furanone ring. Their structures were elucidated by spectroscopic analyses and ECD calculations. The absolute configuration of 4 was confirmed by single-crystal X-ray diffraction analysis. Saccharothrixone D (4) showed in vitro cytotoxic activity against the HepG2 cancer cell line with an IC₅₀ value of 7.5 μM.
Agid:
5498340