Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans

Chemical and biological investigation of the cultured marine hydrothermal vent bacterium, Thermovibrio ammonifican led to the isolation of two hydroxyethylamine chromene derivatives, ammonificins C and D. Their structures were elucidated using combination of NMR and mass spectrometry. Absolute stere...

Full description

Bibliographic Details
Main Authors: Richard Lutz, Eileen White, Paul Falkowski, Costantino Vetriani, Richard Rosario-Passapera, Liti Haramaty, Eric H. Andrianasolo
Format: Article
Language:English
Published: MDPI AG 2012-10-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/10/10/2300
_version_ 1818015699315982336
author Richard Lutz
Eileen White
Paul Falkowski
Costantino Vetriani
Richard Rosario-Passapera
Liti Haramaty
Eric H. Andrianasolo
author_facet Richard Lutz
Eileen White
Paul Falkowski
Costantino Vetriani
Richard Rosario-Passapera
Liti Haramaty
Eric H. Andrianasolo
author_sort Richard Lutz
collection DOAJ
description Chemical and biological investigation of the cultured marine hydrothermal vent bacterium, Thermovibrio ammonifican led to the isolation of two hydroxyethylamine chromene derivatives, ammonificins C and D. Their structures were elucidated using combination of NMR and mass spectrometry. Absolute stereochemistry was ascertained by comparison of experimental and calculated CD spectra. Biological evaluation and assessment were determined using the patented ApopScreen cell-based screen for apoptosis-induction. Ammonificins C and D induce apoptosis in micromolar concentrations. To our knowledge, this finding is the first report of chemical compounds that induce apoptosis from the cultured deep-sea marine organism, hydrothermal vent bacterium, Thermovibrio ammonificans.
first_indexed 2024-04-14T07:01:23Z
format Article
id doaj.art-65cb9677ab294ab2b263002327a3118c
institution Directory Open Access Journal
issn 1660-3397
language English
last_indexed 2024-04-14T07:01:23Z
publishDate 2012-10-01
publisher MDPI AG
record_format Article
series Marine Drugs
spelling doaj.art-65cb9677ab294ab2b263002327a3118c2022-12-22T02:06:45ZengMDPI AGMarine Drugs1660-33972012-10-0110102300231110.3390/md10102300Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificansRichard LutzEileen WhitePaul FalkowskiCostantino VetrianiRichard Rosario-PassaperaLiti HaramatyEric H. AndrianasoloChemical and biological investigation of the cultured marine hydrothermal vent bacterium, Thermovibrio ammonifican led to the isolation of two hydroxyethylamine chromene derivatives, ammonificins C and D. Their structures were elucidated using combination of NMR and mass spectrometry. Absolute stereochemistry was ascertained by comparison of experimental and calculated CD spectra. Biological evaluation and assessment were determined using the patented ApopScreen cell-based screen for apoptosis-induction. Ammonificins C and D induce apoptosis in micromolar concentrations. To our knowledge, this finding is the first report of chemical compounds that induce apoptosis from the cultured deep-sea marine organism, hydrothermal vent bacterium, Thermovibrio ammonificans.http://www.mdpi.com/1660-3397/10/10/2300marine natural productdeep-sea hydrothermal ventdrug discoveryinduction of apoptosisbacteriacomputational methods
spellingShingle Richard Lutz
Eileen White
Paul Falkowski
Costantino Vetriani
Richard Rosario-Passapera
Liti Haramaty
Eric H. Andrianasolo
Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans
Marine Drugs
marine natural product
deep-sea hydrothermal vent
drug discovery
induction of apoptosis
bacteria
computational methods
title Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans
title_full Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans
title_fullStr Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans
title_full_unstemmed Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans
title_short Ammonificins C and D, Hydroxyethylamine Chromene Derivatives from a Cultured Marine Hydrothermal Vent Bacterium, Thermovibrio ammonificans
title_sort ammonificins c and d hydroxyethylamine chromene derivatives from a cultured marine hydrothermal vent bacterium thermovibrio ammonificans
topic marine natural product
deep-sea hydrothermal vent
drug discovery
induction of apoptosis
bacteria
computational methods
url http://www.mdpi.com/1660-3397/10/10/2300
work_keys_str_mv AT richardlutz ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans
AT eileenwhite ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans
AT paulfalkowski ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans
AT costantinovetriani ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans
AT richardrosariopassapera ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans
AT litiharamaty ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans
AT erichandrianasolo ammonificinscanddhydroxyethylaminechromenederivativesfromaculturedmarinehydrothermalventbacteriumthermovibrioammonificans