PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis

Publikation: Bidrag til tidsskriftTidsskriftartikelfagfællebedømt

Standard

PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis. / Pedersen, Hans Albert; Ndi, Chi; Semple, Susan J.; Buirchell, Bevan; Møller, Birger Lindberg; Stærk, Dan.

I: Journal of Natural Products, Bind 83, 07.04.2020, s. 1598-1610.

Publikation: Bidrag til tidsskriftTidsskriftartikelfagfællebedømt

Harvard

Pedersen, HA, Ndi, C, Semple, SJ, Buirchell, B, Møller, BL & Stærk, D 2020, 'PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis', Journal of Natural Products, bind 83, s. 1598-1610. https://doi.org/10.1021/acs.jnatprod.0c00070

APA

Pedersen, H. A., Ndi, C., Semple, S. J., Buirchell, B., Møller, B. L., & Stærk, D. (2020). PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis. Journal of Natural Products, 83, 1598-1610. https://doi.org/10.1021/acs.jnatprod.0c00070

Vancouver

Pedersen HA, Ndi C, Semple SJ, Buirchell B, Møller BL, Stærk D. PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis. Journal of Natural Products. 2020 apr. 7;83:1598-1610. https://doi.org/10.1021/acs.jnatprod.0c00070

Author

Pedersen, Hans Albert ; Ndi, Chi ; Semple, Susan J. ; Buirchell, Bevan ; Møller, Birger Lindberg ; Stærk, Dan. / PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis. I: Journal of Natural Products. 2020 ; Bind 83. s. 1598-1610.

Bibtex

@article{6e260c5d2de644ef83ccfc425333652c,
title = "PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis",
abstract = "Ten new branched-chain fatty acid (BCFA) dimers with a substituted cyclohexene structure, five new monomers, and two known monomers, (2E,4Z,6E)-5-(acetoxymethyl)tetradeca-2,4,6-trienoic acid and its 5-hydroxymethyl analogue, were identified in the leaf extract of Eremophila oppositifolia subsp. angustifolia using a combination of HPLC-PDA-HRMS-SPE-NMR analysis and semi-preparative-scale HPLC. The dimers could be classified as three types of Diels-Alder reaction products formed between monomers at two different sites of unsaturation of the dienophile. Two of the monomers represent potential biosynthetic intermediates of branched-chain fatty acids. Several compounds were found by high-resolution bioactivity profiling to inhibit PTP1B and were purified subsequently by semi-preparative-scale HPLC. The dimers were generally more potent than the monomers with IC50 values ranging from 2-66 μM, compared to 38-484 μM for the monomers. The ten fatty acid dimers represent both a novel class of compounds and a novel class of PTP1B inhibitors",
author = "Pedersen, {Hans Albert} and Chi Ndi and Semple, {Susan J.} and Bevan Buirchell and M{\o}ller, {Birger Lindberg} and Dan St{\ae}rk",
year = "2020",
month = apr,
day = "7",
doi = "10.1021/acs.jnatprod.0c00070",
language = "English",
volume = "83",
pages = "1598--1610",
journal = "Journal of Natural Products",
issn = "0163-3864",
publisher = "American Chemical Society",

}

RIS

TY - JOUR

T1 - PTP1B-inhibiting branched-chain fatty acid dimers from Eremophila oppositifolia subsp. angustifolia identified by high-resolution PTP1B inhibition profiling and HPLC-PDA-HRMS-SPE-NMR analysis

AU - Pedersen, Hans Albert

AU - Ndi, Chi

AU - Semple, Susan J.

AU - Buirchell, Bevan

AU - Møller, Birger Lindberg

AU - Stærk, Dan

PY - 2020/4/7

Y1 - 2020/4/7

N2 - Ten new branched-chain fatty acid (BCFA) dimers with a substituted cyclohexene structure, five new monomers, and two known monomers, (2E,4Z,6E)-5-(acetoxymethyl)tetradeca-2,4,6-trienoic acid and its 5-hydroxymethyl analogue, were identified in the leaf extract of Eremophila oppositifolia subsp. angustifolia using a combination of HPLC-PDA-HRMS-SPE-NMR analysis and semi-preparative-scale HPLC. The dimers could be classified as three types of Diels-Alder reaction products formed between monomers at two different sites of unsaturation of the dienophile. Two of the monomers represent potential biosynthetic intermediates of branched-chain fatty acids. Several compounds were found by high-resolution bioactivity profiling to inhibit PTP1B and were purified subsequently by semi-preparative-scale HPLC. The dimers were generally more potent than the monomers with IC50 values ranging from 2-66 μM, compared to 38-484 μM for the monomers. The ten fatty acid dimers represent both a novel class of compounds and a novel class of PTP1B inhibitors

AB - Ten new branched-chain fatty acid (BCFA) dimers with a substituted cyclohexene structure, five new monomers, and two known monomers, (2E,4Z,6E)-5-(acetoxymethyl)tetradeca-2,4,6-trienoic acid and its 5-hydroxymethyl analogue, were identified in the leaf extract of Eremophila oppositifolia subsp. angustifolia using a combination of HPLC-PDA-HRMS-SPE-NMR analysis and semi-preparative-scale HPLC. The dimers could be classified as three types of Diels-Alder reaction products formed between monomers at two different sites of unsaturation of the dienophile. Two of the monomers represent potential biosynthetic intermediates of branched-chain fatty acids. Several compounds were found by high-resolution bioactivity profiling to inhibit PTP1B and were purified subsequently by semi-preparative-scale HPLC. The dimers were generally more potent than the monomers with IC50 values ranging from 2-66 μM, compared to 38-484 μM for the monomers. The ten fatty acid dimers represent both a novel class of compounds and a novel class of PTP1B inhibitors

U2 - 10.1021/acs.jnatprod.0c00070

DO - 10.1021/acs.jnatprod.0c00070

M3 - Journal article

C2 - 32255628

VL - 83

SP - 1598

EP - 1610

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

ER -

ID: 238498506