Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata.

Beilstein J Org Chem

Key Laboratory of Marine Bio-resources Sustainable Utilization/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, The Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301 Guangdong, China.

Published: August 2012

Five carbamate derivatives, obtucarbamates C and D (1, 2), dimethyl ((carbonylbis(azanediyl))bis(2-methyl-5,1-phenylene))dicarbamate (3), obtucarbamates A and B (4, 5), and four aromadendrane-type sesquiterpenoids, (+)-4β-N-methenetauryl-10β-methoxy-1β,5α,6β,7β-aromadendrane (6), (-)-4β-N-methenetauryl-10β-methoxy-1β,5β,6α,7α-aromadendrane (7), (-)-4α,10β-aromadendranediol (8), (+)-4β,10β-aromadendranediol (9) were obtained from the South China Sea gorgonian coral Melitodes squamata Nutting. Compounds 1, 2, 6, and 7 were new, and their structures were established by spectroscopic analyses. Compounds 6 and 7 contained a taurine group that was rarely found in marine natural compounds, and 7 showed moderate antibacterial activity. The possible biosynthesis routes of 1-5 were conjectured.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3302077PMC
http://dx.doi.org/10.3762/bjoc.8.18DOI Listing

Publication Analysis

Top Keywords

carbamate derivatives
8
south china
8
china sea
8
sea gorgonian
8
melitodes squamata
8
derivatives sesquiterpenoids
4
sesquiterpenoids south
4
gorgonian melitodes
4
squamata carbamate
4
derivatives obtucarbamates
4

Similar Publications

This study presents a feasible, one-pot synthesis approach for the preparation of a composite biopolymer material derived from tamarind seed xyloglucan (XG) by utilizing isocyanate chemistry. Through a facile reaction process, urethane bonds are formed in XG, resulting in the formation of a crosslinked network. FTIR spectra confirm the successful urethane link formation in XG via the OH-NCO reaction, and CHN analysis provides insights into the elemental composition.

View Article and Find Full Text PDF

Enantioselective α-C(sp)-H Borylation of Masked Primary Alcohols Enabled by Iridium Catalysis.

J Am Chem Soc

December 2024

State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China.

Functional group-directed site- and enantioselective C(sp)-H functionalization of alcohols or masked alcohols represents a formidable challenge. We herein report the first example of iridium-catalyzed asymmetric α-C(sp)-H borylation of primary alcohol-derived carbamates by the judicious choice of directing groups. A variety of chiral borylated carbamates were obtained with good to high enantioselectivities.

View Article and Find Full Text PDF

Background: Dengue is a devastating viral disease transmitted by mosquito vectors of Aedes aegypti and Aedes albopictus. Mosquito populations thrive in favourable breeding conditions, making mosquito control vital. Eliminating larval populations is the most effective method compared with other mosquito control methods.

View Article and Find Full Text PDF

Giardia duodenalis flavohemoglobin is a target of 5-nitroheterocycle and benzimidazole compounds acting as enzymatic inhibitors or subversive substrates.

Free Radic Biol Med

December 2024

Departamento de Genética y Biología Molecular, Centro de Investigación y de Estudios Avanzados Del Instituto Politécnico Nacional, 07360, Mexico City, Mexico. Electronic address:

Giardia duodenalis causes giardiasis in humans, companion, livestock and wild animals. Control of infection involves drugs as benzimidazoles (e.g.

View Article and Find Full Text PDF

Microbial infection is a significant health issue for humans. Despite the development of numerous antibiotics, the continuous rise of drug-resistant bacteria highlights the urgent need for new materials to combat these problems. In this study, four water-soluble quaternized cellulose (QC) derivatives with degrees of substitution (DS) ranging from 0.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!