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Hunzeylanines A–E, Five Bisindole Alkaloids Tethered with a Methylene Group from the Roots of Hunteria zeylanica
- Source :
- The Journal of Organic Chemistry. 85:10884-10890
- Publication Year :
- 2020
- Publisher :
- American Chemical Society (ACS), 2020.
-
Abstract
- Five novel bisindole alkaloids, hunzeylanines A-E (1-5), with an unprecedented skeleton were isolated from the roots of Hunteria zeylanica. Compounds 1-5 represent the first examples of akuammine-pleioarpamine-type bisindole alkaloids fused with a dihydropyran unit. Their structures including absolute configurations were established through comprehensive spectroscopic data analyses and computational calculation methods. The plausible biogenetic pathway of 1 was also proposed. Alkaloids 1 and 2 displayed moderate cytotoxicity toward three human cancer cell lines (MDA-MB-231, AV3, and Huh7).
- Subjects :
- Hunteria zeylanica
Plant roots
biology
Apocynaceae
010405 organic chemistry
Dihydropyran
Stereochemistry
Organic Chemistry
010402 general chemistry
biology.organism_classification
01 natural sciences
Calculation methods
0104 chemical sciences
chemistry.chemical_compound
chemistry
Methylene
Spectrum analysis
Human cancer
Subjects
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 85
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi...........cc32b900b19b30c4100b5f74fc6a46bf