Back to Search
Start Over
Garsubelone A, the First Dimeric Polycyclic Polyprenylated Acylphloroglucinols with Complicated Heptacyclic Architecture from Garcinia subelliptica.
- Source :
-
Organic letters [Org Lett] 2019 Mar 01; Vol. 21 (5), pp. 1534-1537. Date of Electronic Publication: 2019 Feb 18. - Publication Year :
- 2019
-
Abstract
- Garsubelone A (1), the first dimeric polycyclic polyprenylated acylphloroglucinols type metabolite featuring a complicated 6/6/6/6/6/6/6 heptacyclic architecture containing 10 stereogenic centers, was isolated from Garcinia subelliptica. Biogenetically, this compound was constructed by the plausible monomeric precursor, garsubelone B (2) and secohyperforin, via a key Diels-Alder cycloaddition to form an unique 2-oxabicyclo[3.3.1]nonane core. Their structures and absolute configurations were determined by comprehensive spectroscopic and X-ray diffraction techniques. The cytotoxic activities of these isolates were also evaluated.
- Subjects :
- Antineoplastic Agents, Phytogenic isolation & purification
Drug Screening Assays, Antitumor
Molecular Structure
Phloroglucinol chemistry
Polycyclic Compounds isolation & purification
X-Ray Diffraction
Antineoplastic Agents, Phytogenic chemistry
Antineoplastic Agents, Phytogenic metabolism
Garcinia chemistry
Phloroglucinol analogs & derivatives
Polycyclic Compounds chemistry
Polycyclic Compounds metabolism
Terpenes chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 21
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 30775925
- Full Text :
- https://doi.org/10.1021/acs.orglett.9b00388