Delitschiapyrone A, a Pyrone–Naphthalenone
Adduct Bearing a New Pentacyclic Ring System from the Leaf-Associated
Fungus <i>Delitschia</i> sp. FL1581
Jian-Guang Luo
Xiao-Bing Wang
Ya-Ming Xu
Jana M. U’Ren
A. Elizabeth Arnold
Ling-Yi Kong
A. A. Leslie Gunatilaka
10.1021/ol502973c.s001
https://acs.figshare.com/articles/journal_contribution/Delitschiapyrone_A_a_Pyrone_Naphthalenone_Adduct_Bearing_a_New_Pentacyclic_Ring_System_from_the_Leaf_Associated_Fungus_i_Delitschia_i_sp_FL1581/2044269
Delitschiapyrone
A (<b>1</b>), an α-pyrone–naphthalenone
adduct with an unprecedented pentacyclic ring system, was isolated
from a solid culture of the leaf-associated fungus <i>Delitschia</i> sp. FL1581. The structure of <b>1</b> was elucidated by spectroscopic
analysis and X-ray crystallography, and its absolute configuration
was defined by experimental and calculated ECD. Biosynthetically,
the unique 6/6/5/7/6 pentacyclic core of <b>1</b> may be formed
by an intermolecular Diels–Alder-type addition of the precursors
derived from (1′<i>R</i>)-2′,3′-dihydropyrenocine
C (<b>2</b>) and 6-ethyl-2,7-dimethoxyjuglone (<b>3</b>) found to co-occur with <b>1</b> in this fungus.
2015-12-17 05:57:20
adduct
spectroscopic analysis
culture
pentacyclic ring system
crystallography
ethyl
Biosynthetically
FL 1581.
core
Diel
Bearing
fungus
ECD
Pyrone
configuration
Adduct
precursor
FL 1581Delitschiapyrone
Fungu
New Pentacyclic Ring System