A New Sesquiterpenoid Hydroquinone from the Marine Sponge Dysidea arenaria

Yan Qiu,Xiu Min Wang

doi:10.3390/molecules13061275

Abstract

Detailed chemical investigation of the South China sponge Dysidea arenaria resulted in the isolation of a new sesquiterpenoid hydroquinone, 19-hydroxy-polyfibrospongol B (1), along with five known compounds: polyfibrospongol B (2), isosemnonorthoquinone (3), ilimaquinone (4), smenospongine (5) and smenotronic acid (6). The structures were determined by extensive spectroscopic analysis. The in vitro anti-HIV activity on HIV-1 RT was evaluated. Compounds 3-6 displayed moderate inhibitory activity, with IC50 values of 239.7, 16.4, 176.1, and 130.4 µM, respectively, while 1 and 2 were found to be inactive against the same biological target.

Highlights

Numerous sesquiterpenoid quinones and hydroquinones, a still expanding group of C15-C6 metabolites, have been isolated from marine sponges belonging to the orders Dictyoceratida and Haplosclerida [1]
As part of our interest in serching for pharmacologically active natural metabolites from marine organisms, the South China Sea marine sponge Dysidea arenaria was collected from the coral reefs near Hainan Island
The different activity profiles observed for above compounds suggested that some of the structural elements present might be responsible for HIV-1 RT inhibition, and our structure-activity relationship analysis indicated that the existence of a quinone ring might be important for expression of the anti-HIV activity

Summary

Introduction

Numerous sesquiterpenoid quinones and hydroquinones, a still expanding group of C15-C6 metabolites, have been isolated from marine sponges belonging to the orders Dictyoceratida and Haplosclerida [1].

Results

Conclusion