Structure and X-ray conformation of pseudodesmins A and B, two new cyclic lipodepsipeptides from Pseudomonas bacteria

Davy Sinnaeve; Catherine Michaux; Johan Van hemel; Jan Vandenkerckhove; Eric Peys; F. A M Borremans; Benedikt Sas; Johan Wouters; José C. Martins

doi:10.1016/j.tet.2009.03.045

Structure and X-ray conformation of pseudodesmins A and B, two new cyclic lipodepsipeptides from Pseudomonas bacteria

Davy Sinnaeve, Catherine Michaux, Johan Van hemel, Jan Vandenkerckhove, Eric Peys, F. A M Borremans, Benedikt Sas, Johan Wouters, José C. Martins

Research output: Contribution to journal › Article › peer-review

Abstract

Two new cyclic lipodepsipeptides named pseudodesmins A and B have been isolated from Pseudomonas bacteria collected from the mucus layer in the skin of the black belly salamander. Both compounds show moderate antibacterial activity against Gram positive bacteria, including MRSA. Complete ¹H, ¹³C and ¹⁵N NMR assignment of both compounds afforded their covalent structure and served to guide the analysis of LC-MS and X-ray diffraction data from which the final stereochemistry could be established. Both molecules can be categorized as new members of the viscosin group of cyclic lipodepsipeptides.

Original language	English
Pages (from-to)	4173-4181
Number of pages	9
Journal	Tetrahedron
Volume	65
Issue number	21
DOIs	https://doi.org/10.1016/j.tet.2009.03.045
Publication status	Published - 23 May 2009

Keywords

Lipodepsipeptide
NMR
Plethodontidae
Pseudodesmin
Pseudomonas
Viscosin group
X-ray structure

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10.1016/j.tet.2009.03.045

Cite this

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title = "Structure and X-ray conformation of pseudodesmins A and B, two new cyclic lipodepsipeptides from Pseudomonas bacteria",

abstract = "Two new cyclic lipodepsipeptides named pseudodesmins A and B have been isolated from Pseudomonas bacteria collected from the mucus layer in the skin of the black belly salamander. Both compounds show moderate antibacterial activity against Gram positive bacteria, including MRSA. Complete 1H, 13C and 15N NMR assignment of both compounds afforded their covalent structure and served to guide the analysis of LC-MS and X-ray diffraction data from which the final stereochemistry could be established. Both molecules can be categorized as new members of the viscosin group of cyclic lipodepsipeptides.",

keywords = "Lipodepsipeptide, NMR, Plethodontidae, Pseudodesmin, Pseudomonas, Viscosin group, X-ray structure",

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T1 - Structure and X-ray conformation of pseudodesmins A and B, two new cyclic lipodepsipeptides from Pseudomonas bacteria

AU - Sinnaeve, Davy

AU - Michaux, Catherine

AU - Van hemel, Johan

AU - Vandenkerckhove, Jan

AU - Peys, Eric

AU - Borremans, F. A M

AU - Sas, Benedikt

AU - Wouters, Johan

AU - Martins, José C.

PY - 2009/5/23

Y1 - 2009/5/23

N2 - Two new cyclic lipodepsipeptides named pseudodesmins A and B have been isolated from Pseudomonas bacteria collected from the mucus layer in the skin of the black belly salamander. Both compounds show moderate antibacterial activity against Gram positive bacteria, including MRSA. Complete 1H, 13C and 15N NMR assignment of both compounds afforded their covalent structure and served to guide the analysis of LC-MS and X-ray diffraction data from which the final stereochemistry could be established. Both molecules can be categorized as new members of the viscosin group of cyclic lipodepsipeptides.

AB - Two new cyclic lipodepsipeptides named pseudodesmins A and B have been isolated from Pseudomonas bacteria collected from the mucus layer in the skin of the black belly salamander. Both compounds show moderate antibacterial activity against Gram positive bacteria, including MRSA. Complete 1H, 13C and 15N NMR assignment of both compounds afforded their covalent structure and served to guide the analysis of LC-MS and X-ray diffraction data from which the final stereochemistry could be established. Both molecules can be categorized as new members of the viscosin group of cyclic lipodepsipeptides.

KW - Lipodepsipeptide

KW - NMR

KW - Plethodontidae

KW - Pseudodesmin

KW - Pseudomonas

KW - Viscosin group

KW - X-ray structure

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U2 - 10.1016/j.tet.2009.03.045

DO - 10.1016/j.tet.2009.03.045

M3 - Article

AN - SCOPUS:64649089071

SN - 0040-4020

VL - 65

SP - 4173

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JO - Tetrahedron

JF - Tetrahedron

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Structure and X-ray conformation of pseudodesmins A and B, two new cyclic lipodepsipeptides from Pseudomonas bacteria

Abstract

Keywords

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CCDC 685601: Experimental Crystal Structure Determination

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Structure and X-ray conformation of pseudodesmins A and B, two new cyclic lipodepsipeptides from Pseudomonas bacteria

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 685601: Experimental Crystal Structure Determination

Cite this