Abstract
Phytochemical investigation of Anneslea fragrans twigs resulted in the discovery of fragranol A (1), a new class of structurally challenging and sterically hindered “spiro-triflavanoid” type compound possessing an unprecedented carbon skeleton. Fragranol A (1) consists of 45 carbons having six chiral carbons, including two spiro-chiral centers. Structural elucidation of 1 was achieved by HRFABMS, 1D and 2D NMR, analysis of spatial anisotropic effects, and quantum ECD calculations. A plausible biogenetic pathway of 1 is also proposed.
Original language | English |
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Article number | 152099 |
Journal | Tetrahedron Letters |
Volume | 61 |
Issue number | 29 |
DOIs | |
State | Published - 2020/07/16 |
Keywords
- Absolute configuration
- Anisotropic shielding
- Anneslea fragrans
- Spiro-flavanoid
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry