Isolation and anti-HIV-1 integrase activity of lentzeosides A-F from extremotolerant lentzea sp. H45, a strain isolated from a high-altitude Atacama Desert soil

Dominik Wichner, Hamidah Idris, Wael E. Houssen, Andrew R. McEwan, Alan T. Bull, Juan A. Asenjo, Michael Goodfellow, Marcel Jaspars, Rainer Ebel, Mostafa E. Rateb

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Abstract

The extremotolerant isolate H45 was one of several actinomycetes isolated from a high-altitude Atacama Desert soil collected in northwest Chile. The isolate was identified as a new Lentzea sp. using a combination of chemotaxonomic, morphological and phylogenetic properties. Large scale fermentation of the strain in two different media followed by chromatographic purification led to the isolation of six new diene and monoene glycosides named lentzeosides A-F, together with the known compound (Z)-3-hexenyl glucoside. The structures of the new compounds were confirmed by HRESIMS and NMR analyses. Compounds 1-6 displayed moderate inhibitory activity against HIV integrase.

Original languageEnglish
Pages (from-to)448-453
Number of pages6
JournalThe Journal of antibiotics
Volume70
Early online date29 Jun 2016
DOIs
Publication statusPublished - Apr 2017

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HIV Integrase
Actinobacteria
Chile
Glucosides
Glycosides
Fermentation
Soil
p31 integrase protein, Human immunodeficiency virus 1

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@article{0e7c4e462e62448b9eb99ed885e21d7b,
title = "Isolation and anti-HIV-1 integrase activity of lentzeosides A-F from extremotolerant lentzea sp. H45, a strain isolated from a high-altitude Atacama Desert soil",
abstract = "The extremotolerant isolate H45 was one of several actinomycetes isolated from a high-altitude Atacama Desert soil collected in northwest Chile. The isolate was identified as a new Lentzea sp. using a combination of chemotaxonomic, morphological and phylogenetic properties. Large scale fermentation of the strain in two different media followed by chromatographic purification led to the isolation of six new diene and monoene glycosides named lentzeosides A-F, together with the known compound (Z)-3-hexenyl glucoside. The structures of the new compounds were confirmed by HRESIMS and NMR analyses. Compounds 1-6 displayed moderate inhibitory activity against HIV integrase.",
author = "Dominik Wichner and Hamidah Idris and Houssen, {Wael E.} and McEwan, {Andrew R.} and Bull, {Alan T.} and Asenjo, {Juan A.} and Michael Goodfellow and Marcel Jaspars and Rainer Ebel and Rateb, {Mostafa E.}",
note = "ACKNOWLEDGEMENTS We thank the College of Physical Sciences, University of Aberdeen, for provision of infrastructure and facilities in the Marine Biodiscovery Centre, and staff at the European Southern Observatory for permission and assistance in collecting soil samples from the Chajnantor plateau. A.T.B and J.A.A thank The Royal Society for support (International Joint Project Grant JP 100654). JAA thanks Conicyt for the Basal Grant FB0001 for the Centre CeBiB. H.I. is grateful for a scholarship from the Malaysian Government and M.G. for an Emeritus Fellowship from the Leverhulme Trust.",
year = "2017",
month = "4",
doi = "10.1038/ja.2016.78",
language = "English",
volume = "70",
pages = "448--453",
journal = "The Journal of antibiotics",
issn = "0021-8820",
publisher = "Japan Antibiotics Research Association",

}

TY - JOUR

T1 - Isolation and anti-HIV-1 integrase activity of lentzeosides A-F from extremotolerant lentzea sp. H45, a strain isolated from a high-altitude Atacama Desert soil

AU - Wichner, Dominik

AU - Idris, Hamidah

AU - Houssen, Wael E.

AU - McEwan, Andrew R.

AU - Bull, Alan T.

AU - Asenjo, Juan A.

AU - Goodfellow, Michael

AU - Jaspars, Marcel

AU - Ebel, Rainer

AU - Rateb, Mostafa E.

N1 - ACKNOWLEDGEMENTS We thank the College of Physical Sciences, University of Aberdeen, for provision of infrastructure and facilities in the Marine Biodiscovery Centre, and staff at the European Southern Observatory for permission and assistance in collecting soil samples from the Chajnantor plateau. A.T.B and J.A.A thank The Royal Society for support (International Joint Project Grant JP 100654). JAA thanks Conicyt for the Basal Grant FB0001 for the Centre CeBiB. H.I. is grateful for a scholarship from the Malaysian Government and M.G. for an Emeritus Fellowship from the Leverhulme Trust.

PY - 2017/4

Y1 - 2017/4

N2 - The extremotolerant isolate H45 was one of several actinomycetes isolated from a high-altitude Atacama Desert soil collected in northwest Chile. The isolate was identified as a new Lentzea sp. using a combination of chemotaxonomic, morphological and phylogenetic properties. Large scale fermentation of the strain in two different media followed by chromatographic purification led to the isolation of six new diene and monoene glycosides named lentzeosides A-F, together with the known compound (Z)-3-hexenyl glucoside. The structures of the new compounds were confirmed by HRESIMS and NMR analyses. Compounds 1-6 displayed moderate inhibitory activity against HIV integrase.

AB - The extremotolerant isolate H45 was one of several actinomycetes isolated from a high-altitude Atacama Desert soil collected in northwest Chile. The isolate was identified as a new Lentzea sp. using a combination of chemotaxonomic, morphological and phylogenetic properties. Large scale fermentation of the strain in two different media followed by chromatographic purification led to the isolation of six new diene and monoene glycosides named lentzeosides A-F, together with the known compound (Z)-3-hexenyl glucoside. The structures of the new compounds were confirmed by HRESIMS and NMR analyses. Compounds 1-6 displayed moderate inhibitory activity against HIV integrase.

U2 - 10.1038/ja.2016.78

DO - 10.1038/ja.2016.78

M3 - Article

C2 - 27353167

VL - 70

SP - 448

EP - 453

JO - The Journal of antibiotics

JF - The Journal of antibiotics

SN - 0021-8820

ER -