Back to Search
Start Over
Poecillastrin H, a Chondropsin-Type Macrolide with a Conjugated Pentaene Moiety, from a Characella sp. Marine Sponge
- Source :
- Journal of Natural Products. 81:1295-1299
- Publication Year :
- 2018
- Publisher :
- American Chemical Society (ACS), 2018.
-
Abstract
- Poecillastrin H (1), a chondropsin-type macrolide with a conjugated pentaene moiety, was isolated from the Characella sp. marine sponge. The planar structure of 1 was elucidated by analysis of spectroscopic data. The absolute configuration of the β-hydroxyaspartic acid residue (β-OHAsp) was determined to be d-threo by Marfey’s analysis, and the mode of lactone ring formation through the OHAsp residue was determined by chemical degradation. Poecillastrin H was extremely sensitive toward light and showed potent cytotoxic activity against 3Y1 cells with an IC50 value of 4.1 nM.
- Subjects :
- Stereochemistry
Pharmaceutical Science
Conjugated system
010402 general chemistry
01 natural sciences
Cell Line
Analytical Chemistry
Lactones
Residue (chemistry)
Drug Discovery
Animals
Moiety
IC50
Chemical decomposition
Pharmacology
chemistry.chemical_classification
biology
Cytotoxins
010405 organic chemistry
Chemistry
Organic Chemistry
Absolute configuration
biology.organism_classification
Porifera
Rats
0104 chemical sciences
Sponge
Complementary and alternative medicine
Molecular Medicine
Macrolides
Lactone
Subjects
Details
- ISSN :
- 15206025 and 01633864
- Volume :
- 81
- Database :
- OpenAIRE
- Journal :
- Journal of Natural Products
- Accession number :
- edsair.doi.dedup.....e33fe8ee8319b79423ee58be1df3a0b4
- Full Text :
- https://doi.org/10.1021/acs.jnatprod.8b00180