Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor

Marc P Baggelaar; Yange Huang; Ben L Feringa; Frank J Dekker; Adriaan J Minnaard

doi:10.1016/j.bmc.2013.06.024

Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor

Marc P Baggelaar
, Yange Huang
, Ben L Feringa
, Frank J Dekker
, Adriaan J Minnaard

extern

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

Abstract

A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor.

Original language	English
Pages (from-to)	5271-4
Number of pages	4
Journal	Bioorganic & Medicinal Chemistry
Volume	21
Issue number	17
DOIs	https://doi.org/10.1016/j.bmc.2013.06.024
Publication status	Published - 1 Sept 2013
Externally published	Yes

Bibliographical note

Keywords

Alkylation
Catalysis
Kinetics
Lipoxygenase/chemistry
Lipoxygenase Inhibitors/chemical synthesis
Protein Binding
Stereoisomerism
Zearalenone/chemical synthesis

Access to Document

10.1016/j.bmc.2013.06.024

Cite this

@article{38094f7d3a1a40ca94b1d91a673fcc4a,

title = "Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor",

abstract = "A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor.",

keywords = "Alkylation, Catalysis, Kinetics, Lipoxygenase/chemistry, Lipoxygenase Inhibitors/chemical synthesis, Protein Binding, Stereoisomerism, Zearalenone/chemical synthesis",

author = "Baggelaar, \{Marc P\} and Yange Huang and Feringa, \{Ben L\} and Dekker, \{Frank J\} and Minnaard, \{Adriaan J\}",

year = "2013",

month = sep,

day = "1",

doi = "10.1016/j.bmc.2013.06.024",

language = "English",

volume = "21",

pages = "5271--4",

journal = "Bioorganic \& Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Ltd",

number = "17",

}

TY - JOUR

T1 - Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor

AU - Baggelaar, Marc P

AU - Huang, Yange

AU - Feringa, Ben L

AU - Dekker, Frank J

AU - Minnaard, Adriaan J

PY - 2013/9/1

Y1 - 2013/9/1

N2 - A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor.

AB - A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor.

KW - Alkylation

KW - Catalysis

KW - Kinetics

KW - Lipoxygenase/chemistry

KW - Lipoxygenase Inhibitors/chemical synthesis

KW - Protein Binding

KW - Stereoisomerism

KW - Zearalenone/chemical synthesis

U2 - 10.1016/j.bmc.2013.06.024

DO - 10.1016/j.bmc.2013.06.024

M3 - Article

C2 - 23867388

SN - 0968-0896

VL - 21

SP - 5271

EP - 5274

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

IS - 17

ER -

Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor

Abstract

Bibliographical note

Keywords

Access to Document

Fingerprint

Cite this