Pterolobirins A and B, Oxygen-Bridged Cassane Diterpenoid Dimers from the Fruits of Pterolobium macropterum

July 30, 2020

Title

Pterolobirins A and B, Oxygen-Bridged Cassane Diterpenoid Dimers from the Fruits of Pterolobium macropterum

Author

Achara Raksat, Thammarat Aree, Khanitha Pudhom

Year

2020

Journal

Journal of Natural Products

Abstract

Two dimeric cassane diterpenoids with an unprecedented 6/6/6/6/6/5/6/6/6 nonacyclic framework, pterolobirins A and B (1 and 2), were isolated from the fruits of Pterolobium macropterum. Their structures were assigned by interpreting the spectroscopic data. The absolute configuration of 1 was unequivocally confirmed by single-crystal X-ray diffraction data. A putative biosynthetic pathway is proposed based on a regular intermolecular Diels–Alder reaction and an intramolecular nucleophilic addition.

Instrument

J-815

Keywords

Circular dichroism, Absolute configuration, Natural products