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Spirocyclic iridoid alkaloids from . | LitMetric

Spirocyclic iridoid alkaloids from .

Org Biomol Chem

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.

Published: December 2024

AI Article Synopsis

Article Abstract

Plumerianoids A-D (1-4) with a new intact spirocyclic iridoid alkaloid skeleton, along with a new degraded alkaloid 8--plumerianine (5), and a known one (6), were isolated and characterized from . The structure of 6 was revised as (8,13)-plumerianine. These alkaloids consist of three epimeric pairs (1/2, 3/4, and 5/6), exhibiting virtually identical NMR spectra within each pair. Furthermore, the electronic circular dichroism (ECD) curves of each epimeric pair are roughly mirror-like, reminiscent of enantiomers. This study calls for attention on the structural elucidation of special compound classes when the associated chiral centers are far away from the chromophores and/or at the terminal of the molecules. In addition, compound 3 exhibited moderate antiplasmodial activity.

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Source
http://dx.doi.org/10.1039/d4ob01870bDOI Listing

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