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Spirokermeline: A Macrocyclic Spirolactone from Kermadecia elliptica Brongn. & Gris
Author(s) -
Khazem Mays,
Jolly Claire,
Gaslonde Thomas,
Massip Stéphane,
Negrier Philippe,
Espeau Philippe,
Michel Sylvie,
Litaudon Marc
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800259
Subject(s) - chemistry , resorcinol , stereochemistry , benzofuran , organic chemistry
Spirokermeline, a new macrocyclic compound derived from resorcinol, was isolated from Kermadecia elliptica , an endemic species of New Caledonia. The structure of spirokermeline was elucidated on the basis of spectroscopic analysis and X‐ray single‐crystal diffraction analysis. This is the first time that a 3 H ,3′ H ‐spiro[benzofuran‐2,1′‐isobenzofuran]‐3,3′‐dione was isolated from higher plants and only the second time that this scaffold was found in nature. A possible biosynthetic pathway is proposed.