PMID- 23442790
OWN - NLM
STAT- MEDLINE
DCOM- 20140106
LR  - 20211021
IS  - 1660-3397 (Electronic)
IS  - 1660-3397 (Linking)
VI  - 11
IP  - 3
DP  - 2013 Feb 26
TI  - Thalassospiramide G, a new gamma-amino-acid-bearing peptide from the marine bacterium 
      Thalassospira sp.
PG  - 611-22
LID - 10.3390/md11030611 [doi]
AB  - In the chemical investigation of marine unicellular bacteria, a new peptide, 
      thalassospiramide G (1), along with thalassospiramides A and D (2-3), was 
      discovered from a large culture of Thalassospira sp. The structure of 
      thalassospiramide G, bearing gamma-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 (2-3) inhibited nitric oxide 
      (NO) production in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW 264.7 
      cells, with IC(50) values of 16.4 and 4.8 muM, respectively.
FAU - Um, Soohyun
AU  - Um S
AD  - Natural Products Research Institute, College of Pharmacy, Seoul National 
      University, Seoul 151-742, Korea. dongchanoh@snu.ac.kr
FAU - Pyee, Yuna
AU  - Pyee Y
FAU - Kim, Eun-Hee
AU  - Kim EH
FAU - Lee, Sang Kook
AU  - Lee SK
FAU - Shin, Jongheon
AU  - Shin J
FAU - Oh, Dong-Chan
AU  - Oh DC
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20130226
PL  - Switzerland
TA  - Mar Drugs
JT  - Marine drugs
JID - 101213729
RN  - 0 (Lipopolysaccharides)
RN  - 0 (Peptides)
RN  - 0 (Peptides, Cyclic)
RN  - 0 (thalassospiramide A)
RN  - 0 (thalassospiramide B)
RN  - 31C4KY9ESH (Nitric Oxide)
SB  - IM
MH  - Animals
MH  - Cell Line
MH  - Inhibitory Concentration 50
MH  - Lipopolysaccharides/pharmacology
MH  - Macrophages/*drug effects/metabolism
MH  - Mice
MH  - Nitric Oxide/biosynthesis
MH  - Peptides/chemistry/isolation & purification/*pharmacology
MH  - Peptides, Cyclic/administration & dosage/isolation & purification/*pharmacology
MH  - Rhodospirillaceae/*chemistry
MH  - Spectrum Analysis
PMC - PMC3705361
EDAT- 2013/02/28 06:00
MHDA- 2014/01/07 06:00
PMCR- 2013/03/01
CRDT- 2013/02/28 06:00
PHST- 2012/12/13 00:00 [received]
PHST- 2013/01/29 00:00 [revised]
PHST- 2013/02/06 00:00 [accepted]
PHST- 2013/02/28 06:00 [entrez]
PHST- 2013/02/28 06:00 [pubmed]
PHST- 2014/01/07 06:00 [medline]
PHST- 2013/03/01 00:00 [pmc-release]
AID - md11030611 [pii]
AID - marinedrugs-11-00611 [pii]
AID - 10.3390/md11030611 [doi]
PST - epublish
SO  - Mar Drugs. 2013 Feb 26;11(3):611-22. doi: 10.3390/md11030611.