PMID- 34214928
OWN - NLM
STAT- MEDLINE
DCOM- 20211004
LR  - 20211004
IS  - 1879-1298 (Electronic)
IS  - 0045-6535 (Linking)
VI  - 284
DP  - 2021 Dec
TI  - Fast isolation of the environmentally relevant halogenated natural product MHC-1 
      by means of countercurrent chromatography.
PG  - 131310
LID - S0045-6535(21)01782-3 [pii]
LID - 10.1016/j.chemosphere.2021.131310 [doi]
AB  - Environmentally relevant halogenated natural products (HNPs) are frequently 
      similarly high concentrated in marine biota as major anthropogenic persistent 
      organic pollutants (POPs). The lack of widely available reference standards, 
      however, hampers the in-depth research of several HNPs. For instance, 
      (1R,2S,4R,5R,1'E)-2-bromo-1-bromomethyl-1,4-dichloro-5-(2'-chloroethenyl)-5-methylcyclohexane 
      (MHC-1), which is produced by species referred to the red seaweed Plocamium 
      cartilagineum has not yet been synthesized due to its complex structure and 
      stereochemistry. For this reason, we aimed to establish a method for fast 
      isolation of mg-amounts of MHC-1 from its natural producer based on 
      countercurrent chromatography (CCC). Five biphasic solvent systems were tested 
      and finally, the solvent system acetonitrile/n-hexane/toluene (9:9:2, v/v/v) was 
      selected for the separations due to its suitable partition coefficient of MHC-1 
      (K(U/L) = 0.52). n-Hexane extracts of dried P. cartilagineum were directly 
      injected into the CCC system. Four subsequent CCC runs from three samples of 
      Plocamium cartilagineum (two from Heligoland, Germany and one from Brittany, 
      France) could be performed with high reproducibility. Together, the main fraction 
      provided ~16 mg MHC-1 in a purity of >97% according to GC/FID, GC/ECNI-MS and NMR 
      analysis. This amount could be used to prepare ~1600 quantitative standard 
      solutions of MHC-1. The high MHC-1 content in the seaweed sample collected at 
      Brittany indicated that this area was another hotspot of MHC-1.
CI  - Copyright (c) 2021. Published by Elsevier Ltd.
FAU - Wu, Qiong
AU  - Wu Q
AD  - University of Hohenheim, Institute of Food Chemistry (170b), Garbenstrasse 28, 
      D-70599, Stuttgart, Germany.
FAU - Muller, Marco
AU  - Muller M
AD  - University of Hohenheim, Institute of Food Chemistry (170b), Garbenstrasse 28, 
      D-70599, Stuttgart, Germany.
FAU - Hammerschick, Tim
AU  - Hammerschick T
AD  - University of Hohenheim, Institute of Food Chemistry (170b), Garbenstrasse 28, 
      D-70599, Stuttgart, Germany.
FAU - Mitschang, Wilfried
AU  - Mitschang W
AD  - University of Hohenheim, Institute of Food Chemistry (170b), Garbenstrasse 28, 
      D-70599, Stuttgart, Germany.
FAU - Kuhlenkamp, Ralph
AU  - Kuhlenkamp R
AD  - Phycomarin, Bredenbergsweg 5, D-21149, Hamburg, Germany.
FAU - Vetter, Walter
AU  - Vetter W
AD  - University of Hohenheim, Institute of Food Chemistry (170b), Garbenstrasse 28, 
      D-70599, Stuttgart, Germany. Electronic address: walter.vetter@uni-hohenheim.de.
LA  - eng
PT  - Journal Article
DEP - 20210623
PL  - England
TA  - Chemosphere
JT  - Chemosphere
JID - 0320657
RN  - 0 (Biological Products)
SB  - IM
MH  - *Biological Products
MH  - Countercurrent Distribution
MH  - Gas Chromatography-Mass Spectrometry
MH  - Reproducibility of Results
MH  - *Seaweed
OTO - NOTNLM
OT  - Countercurrent chromatography
OT  - Halogenated natural products
OT  - MHC-1
OT  - Plocamium cartilagineum
EDAT- 2021/07/03 06:00
MHDA- 2021/10/05 06:00
CRDT- 2021/07/02 20:27
PHST- 2021/05/12 00:00 [received]
PHST- 2021/06/18 00:00 [revised]
PHST- 2021/06/19 00:00 [accepted]
PHST- 2021/07/03 06:00 [pubmed]
PHST- 2021/10/05 06:00 [medline]
PHST- 2021/07/02 20:27 [entrez]
AID - S0045-6535(21)01782-3 [pii]
AID - 10.1016/j.chemosphere.2021.131310 [doi]
PST - ppublish
SO  - Chemosphere. 2021 Dec;284:131310. doi: 10.1016/j.chemosphere.2021.131310. Epub 
      2021 Jun 23.