Two new 5,6-epoxysterols from calcareous marine sponge Leucetta chagosensis

Chemical investigation on CH 2 Cl 2 extract of the marine sponge Leucetta chagosensis, collected from the South China Sea, afforded two new 5,6-epoxysterols, 5α,6α-epoxycholesta-8(14),22(E)-diene-3β,7α-diol (1) and (24R)-24-ethyl-5α,6α-epoxycholesta-8(14),22(E)-diene-3β,7α-diol (2) along with ten kn...

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Bibliographic Details
Published in:Natural product research 2019-10, Vol.33 (20), p.2970-2976
Main Authors: Tang, Wei-Zhuo, Yang, Zhong-Zhen, Sun, Fan, Wang, Shu-Ping, Yang, Fan, Jiao, Wei-Hua, Lin, Hou-Wen
Format: Article
Language:English
Subjects:
5,6-epoxysterols
Biotechnology
cell lines
Cytotoxicity
Dichloromethane
inhibitory concentration 50
Leucetta
Leucetta chagosensis
Marine chemistry
methylene chloride
neoplasm cells
NMR
Nuclear magnetic resonance
nuclear magnetic resonance spectroscopy
Organic chemistry
Porifera
South China Sea
spectral analysis
Steroids
Toxicity testing
Tumor cell lines
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Summary:Chemical investigation on CH 2 Cl 2 extract of the marine sponge Leucetta chagosensis, collected from the South China Sea, afforded two new 5,6-epoxysterols, 5α,6α-epoxycholesta-8(14),22(E)-diene-3β,7α-diol (1) and (24R)-24-ethyl-5α,6α-epoxycholesta-8(14),22(E)-diene-3β,7α-diol (2) along with ten known related steroid analogs (3-12). Their structures were elucidated on the basis of NMR spectroscopic analyses, and comparison with the literature. All isolates were tested for cytotoxicity against three tumor cell lines only known compounds 11 and 12 exhibited notable cytotoxic activity against A549 (IC 50 : 3.0 and 5.6 μM), PC9 (2.0 and 15.6 μM), and MCF-7 (9.4 and 11.8 μM) cell lines, respectively.
ISSN:1478-6419
1478-6427
1478-6427
DOI:10.1080/14786419.2018.1513510