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Mangelonoids A and B, Two Pairs of Macrocyclic Diterpenoid Enantiomers from Croton mangelong
- Source :
- Organic Letters. 20:4040-4043
- Publication Year :
- 2018
- Publisher :
- American Chemical Society (ACS), 2018.
-
Abstract
- (+)- and (−)-Mangelonoids A and B, two pairs of novel macrocyclic diterpenoid enantiomers featuring an unprecedented bicyclo[9.3.1]pentadecane core and a rare bridgehead double bond, were isolated from Croton mangelong. Their structures were unambiguously established using spectroscopic data, X-ray crystallography, and electronic circular dichroism analysis. A plausible biosynthesis pathway for these compounds was proposed. (−)-Mangelonoid A exhibited NF-κB inhibition with an IC50 value of 7.27 ± 1.30 μM.
- Subjects :
- Circular dichroism
Double bond
Stereochemistry
Molecular Conformation
Stereoisomerism
Crystallography, X-Ray
010402 general chemistry
01 natural sciences
Biochemistry
chemistry.chemical_compound
Pentadecane
Molecule
Physical and Theoretical Chemistry
chemistry.chemical_classification
Molecular Structure
biology
Bicyclic molecule
010405 organic chemistry
Organic Chemistry
biology.organism_classification
Croton
0104 chemical sciences
chemistry
Diterpenes
Enantiomer
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 20
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....c4d898a91ef45ab94e1bee240b09992a