Abstract

Six new bis(indole) alkaloids (1–6) along with eight known ones of the topsentin class were isolated from a Spongosorites sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (1–4) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (5) and B (6). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines.

Highlights

  • Alkaloids are widely recognized to play a central role in drug development [1,2,3].These nitrogen-containing compounds have been in the limelight of medical chemistry and pharmacology research, with high structural complexity and various types of often potent bioactivity [1,2]

  • Bioactivity evaluations have shown that marine alkaloids and/or their synthetic analogs have various drug-related activities, including anti-tumoral, anti-malarial, anti-bacterial, and anti-viral, as well as enzymatic inhibition [2,4,5,11,12,13,14]

  • Asasa result a result of continuing the continuing search for sponge-derived bioactive comHerein, of the search for sponge-derived bioactive compounds, pounds, we report the structures of six new bis(indole) alkaloids related to the topsentin we report the structures of six new bis(indole) alkaloids related to the topsentin family, family, along with eightones known ones from a Spongosorites sp. sponge, from offalong with eight known from a Spongosorites sp. sponge, collectedcollected from offshore of shore of Jeju

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Summary

Introduction

Alkaloids are widely recognized to play a central role in drug development [1,2,3]. These nitrogen-containing compounds have been in the limelight of medical chemistry and pharmacology research, with high structural complexity and various types of often potent bioactivity [1,2]. Among the most representative marine alkaloids are makaluvamines, manzamines, triptans, veranamines, coscinamides, and aplysinopsins from diverse colonial animals including sponges [2,6,7,8,9,10]. The importance of searching for novel bioactive marine alkaloids is constant

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