Issue 33, 2019

Bio-inspired synthesis of xishacorenes A, B, and C, and a new congener from fuscol

Abstract

The xishacorene natural products are structurally unique apolar diterpenoids that feature a bicyclo[3.3.1] framework. These secondary metabolites likely arise from the well-studied, structurally related diterpenoid fuscol. In this manuscript, we describe the conversion of fuscol to xishacorenes A, B, and C, as well as a previously unreported congener, which we have named xishacorene D. In addition, we describe immunomodulatory activity studies of the xishacorenes, a structurally related analogue, and fuscol. These studies were aided by an accurate determination of the physical properties (e.g., molar extinction coefficient) of the highly apolar xishacorenes.

Graphical abstract: Bio-inspired synthesis of xishacorenes A, B, and C, and a new congener from fuscol

Supplementary files

Article information

Article type
Edge Article
Submitted
28 may 2019
Accepted
02 iyl 2019
First published
03 iyl 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 7788-7791

Bio-inspired synthesis of xishacorenes A, B, and C, and a new congener from fuscol

A. R. Rovira, N. Müller, W. Deng, C. Ndubaku and R. Sarpong, Chem. Sci., 2019, 10, 7788 DOI: 10.1039/C9SC02572C

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