WO2015197860A3 - Thapsigargin analogues and methods of preparing them - Google Patents

Thapsigargin analogues and methods of preparing them Download PDF

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Publication number
WO2015197860A3
WO2015197860A3 PCT/EP2015/064612 EP2015064612W WO2015197860A3 WO 2015197860 A3 WO2015197860 A3 WO 2015197860A3 EP 2015064612 W EP2015064612 W EP 2015064612W WO 2015197860 A3 WO2015197860 A3 WO 2015197860A3
Authority
WO
WIPO (PCT)
Prior art keywords
preparing
methods
thapsigargin
analogues
thapsigargin analogues
Prior art date
Application number
PCT/EP2015/064612
Other languages
French (fr)
Other versions
WO2015197860A2 (en
Inventor
Nhu Thi Quynh DOAN
Søren Brøgger CHRISTENSEN
Francois Louis Jean CRESTEY
Original Assignee
University Of Copenhagen
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by University Of Copenhagen filed Critical University Of Copenhagen
Publication of WO2015197860A2 publication Critical patent/WO2015197860A2/en
Publication of WO2015197860A3 publication Critical patent/WO2015197860A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Present invention relates to a novel and efficient method of preparing thapsigargin analogues. Present invention also relates to specific compounds and their use for the preparation of thapsigargin analogues.
PCT/EP2015/064612 2014-06-27 2015-06-26 Novel thapsigargin analogues and methods of preparing them WO2015197860A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DKPA201470395 2014-06-27
DKPA201470395 2014-06-27
DKPA201570115 2015-03-02
DKPA201570115 2015-03-02

Publications (2)

Publication Number Publication Date
WO2015197860A2 WO2015197860A2 (en) 2015-12-30
WO2015197860A3 true WO2015197860A3 (en) 2016-02-18

Family

ID=53491524

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2015/064612 WO2015197860A2 (en) 2014-06-27 2015-06-26 Novel thapsigargin analogues and methods of preparing them

Country Status (1)

Country Link
WO (1) WO2015197860A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109846875A (en) * 2019-02-26 2019-06-07 沈锋 A kind of application of the inhibitors of enzymes of compound as ASPH
WO2021069891A1 (en) * 2019-10-09 2021-04-15 The University Of Nottingham Antiviral compounds and methods
CN111808116B (en) * 2020-07-24 2023-04-07 西北农林科技大学 Fluorescent compound and preparation method and application thereof

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
ANDREWS STEPHEN P ET AL: "Total synthesis of five thapsigargins: guaianolide natural products exhibiting sub-nanomolar SERCA inhibition", CHEMISTRY - A EUROPEAN JOURNAL, WILEY - V C H VERLAG GMBH & CO. KGAA, WEINHEIM, DE, vol. 13, no. 20, 1 January 2007 (2007-01-01), pages 5688 - 5712, XP009109777, ISSN: 0947-6539, DOI: 10.1002/CHEM.200700302 *
ANNETTE ANDERSEN ET AL: "Selective Transformations of the Ca2+ Pump Inhibitor Thapsigargin.", ACTA CHEMICA SCANDINAVICA, vol. 48, 1 January 1994 (1994-01-01), pages 340 - 346, XP055213056, ISSN: 0904-213X, DOI: 10.3891/acta.chem.scand.48-0340 *
CHRISTENSEN S B ET AL: "Derivatives of thapsigargin as probes of its binding site on endoplasmic reticulum Ca<2+> ATPase", FEBS LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 335, no. 3, 13 December 1993 (1993-12-13), pages 345 - 348, XP025848713, ISSN: 0014-5793, [retrieved on 19931213], DOI: 10.1016/0014-5793(93)80416-R *
FRANCISCO L. MANZANO ET AL: "Toward the Synthesis of Thapsigargin:? Enantioselective Synthesis of 7,11-Dihydroxyguaianolides", ORGANIC LETTERS, vol. 8, no. 13, 1 June 2006 (2006-06-01), pages 2879 - 2882, XP055213034, ISSN: 1523-7060, DOI: 10.1021/ol061024z *
NHU THI QUYNH DOAN ET AL: "Chemo- and Regioselective Functionalization of Nortrilobolide: Application for Semisynthesis of the Natural Product 2-Acetoxytrilobolide", JOURNAL OF NATURAL PRODUCTS, vol. 78, no. 6, 26 June 2015 (2015-06-26), pages 1406 - 1414, XP055213014, ISSN: 0163-3864, DOI: 10.1021/acs.jnatprod.5b00333 *
PRATAP SINGH ET AL: "Applying Linear Interaction Energy Method for Rational Design of Noncompetitive Allosteric Inhibitors of the Sarco- and Endoplasmic Reticulum Calcium-ATPase", JOURNAL OF MEDICINAL CHEMISTRY, vol. 48, no. 8, 1 April 2005 (2005-04-01), pages 3005 - 3014, XP055213045, ISSN: 0022-2623, DOI: 10.1021/jm049319a *
RUBÉN MARÍN-BARRIOS ET AL: "Acyloxylation of Cyclic Enones: Synthesis of Densely Oxygenated Guaianolides", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 79, no. 14, 17 June 2014 (2014-06-17), pages 6501 - 6509, XP055213027, ISSN: 0022-3263, DOI: 10.1021/jo500915r *

Also Published As

Publication number Publication date
WO2015197860A2 (en) 2015-12-30

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