Next Article in Journal
Glycosylation of Conotoxins
Next Article in Special Issue
Recent Advances in the Discovery and Development of Marine Microbial Natural Products
Previous Article in Journal
Eleganolone, a Diterpene from the French Marine Alga Bifurcaria bifurcata Inhibits Growth of the Human Pathogens Trypanosoma brucei and Plasmodium falciparum
Previous Article in Special Issue
Probing a Coral Genome for Components of the Photoprotective Scytonemin Biosynthetic Pathway and the 2-Aminoethylphosphonate Pathway
Article Menu

Export Article

Open AccessArticle
Mar. Drugs 2013, 11(3), 611-622; doi:10.3390/md11030611

Thalassospiramide G, a New γ-Amino-Acid-Bearing Peptide from the Marine Bacterium Thalassospira sp.

1
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea
2
Division of Magnetic Resonance, Korea Basic Science Institute, Ochang, Chungbuk 363-883, Korea
*
Author to whom correspondence should be addressed.
Received: 13 December 2012 / Revised: 29 January 2013 / Accepted: 6 February 2013 / Published: 26 February 2013
(This article belongs to the Special Issue Marine Secondary Metabolites)
View Full-Text   |   Download PDF [627 KB, uploaded 24 February 2015]   |  

Abstract

In the chemical investigation of marine unicellular bacteria, a new peptide, thalassospiramide G (1), along with thalassospiramides A and D (23), was discovered from a large culture of Thalassospira sp. The structure of thalassospiramide G, bearing γ-amino acids, such as 4-amino-5-hydroxy-penta-2-enoic acid (AHPEA), 4-amino-3,5-dihydroxy-pentanoic acid (ADPA), and unique 2-amino-1-(1H-indol-3-yl) ethanone (AIEN), was determined via extensive spectroscopic analysis. The absolute configuration of thalassospiramide D (3), including 4-amino-3-hydroxy-5-phenylpentanoic acid (AHPPA), was rigorously determined by 1H–1H coupling constant analysis and chemical derivatization. Thalassospiramides A and D (23) inhibited nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW 264.7 cells, with IC50 values of 16.4 and 4.8 μM, respectively. View Full-Text
Keywords: unicellular bacteria; marine bacteria; Thalassospira; thalassospiramide; γ-amino acid; iNOS assay unicellular bacteria; marine bacteria; Thalassospira; thalassospiramide; γ-amino acid; iNOS assay
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary materials

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Um, S.; Pyee, Y.; Kim, E.-H.; Lee, S.K.; Shin, J.; Oh, D.-C. Thalassospiramide G, a New γ-Amino-Acid-Bearing Peptide from the Marine Bacterium Thalassospira sp.. Mar. Drugs 2013, 11, 611-622.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top