Coscinoderines A–J: Trisubstituted Pyridinium-Containing Norterpenoids Isolated from Coscinoderma bakusi, a Tropical Marine Sponge

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2023-08-23 DOI:10.1021/acs.jnatprod.3c00358

Huynh Nguyen Khanh Tran, Min Jin Kim, A-Young Shin, Le Viet Ha Tran, Jihoon Lee and Yeon-Ju Lee*,

引用次数: 0

Abstract

Ten new norterpene alkaloids, coscinoderines A–J (1–10), were isolated from the marine sponge Coscinoderma bakusi. Each coscinoderine contains a 1,2,5-trisubstituted pyridinium moiety bearing a terpene unit at the C-2 position. Their structures were elucidated by analysis of NMR and HRMS data, and the absolute stereochemistry of 4 with a 2-methylbutyl group attached to the nitrogen was determined from a comparison of the calculated and measured ECD spectra. The isolation of coscinoderines expands the repertoire of pyridinium alkaloids isolated from marine sponges.

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Coscinoderines A–J：从热带海绵Coscinoderma bakusi中分离的含三取代吡啶的去萜类化合物

从海绵藻中分离得到10种新的降萜生物碱，即coscinoderines A–J（1–10）。每个coscinoderine含有在C-2位带有萜烯单元的1,2,5-三取代吡啶鎓部分。通过NMR和HRMS数据的分析阐明了它们的结构，并且通过计算和测量的ECD光谱的比较确定了具有连接到氮上的2-甲基丁基的4的绝对立体化学。coscinoderines的分离扩大了从海绵中分离的吡啶生物碱的种类。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.