Medicinal chemistry of Annonaceous acetogenins: design, synthesis, and biological evaluation of novel analogues (Q37604163)

21 August 2017

5 references

19 September 2019

7 November 2019

11 November 2019

19 November 2019

22 August 2022

Medicinal chemistry of Annonaceous acetogenins: design, synthesis, and biological evaluation of novel analogues (English)

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biomedical investigative technique

21 August 2017

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19 September 2019

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7 November 2019

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7 November 2019

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11 November 2019

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19 November 2019

Naoto Kojima

1

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PubMed ID

19783948

21 August 2017

Tetsuaki Tanaka

series ordinal

2

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PubMed ID

19783948

21 August 2017

language of work or name

English

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publication date

17 September 2009

6 references

21 August 2017

19 September 2019

7 November 2019

11 November 2019

19 November 2019

22 August 2022

5 references

21 August 2017

19 September 2019

7 November 2019

11 November 2019

19 November 2019

14

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21 August 2017

9

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21 August 2017

3621-3661

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Creative Commons Attribution

21 August 2017

5 references

19 September 2019

7 November 2019

11 November 2019

19 November 2019

22 August 2022

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The ND1 subunit constructs the inhibitor binding domain in bovine heart mitochondrial complex I.

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12 December 2020

Polyether mimics of naturally occurring cytotoxic annonaceous acetogenins.

1 reference

12 December 2020

Highly stereoselective and stereodivergent synthesis of four types of THF cores in acetogenins using a C4-chiral building block

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12 December 2020

Characterization of the ubiquinone reduction site of mitochondrial complex I using bulky synthetic ubiquinones

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12 December 2020

Semisynthesis of heterocyclic analogues of squamocin, a cytotoxic annonaceous acetogenin, by an unusual oxidative decarboxylation reaction

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12 December 2020

Synthesis and cytotoxic activity of acetogenin analogues

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12 December 2020

Acetogenins from Annonaceae

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12 December 2020

Mode of action of bullatacin, a potent antitumor acetogenin: inhibition of NADH oxidase activity of HeLa and HL-60, but not liver, plasma membranes.

1 reference

12 December 2020

Acetogenins from Annonaceae, inhibitors of mitochondrial complex I.

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12 December 2020

Tuning the acyclic ether moiety of anticancer agent AA005 with conformationally constrained fragments

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12 December 2020

Synthesis and inhibition mechanism of Delta lac-acetogenins, a novel type of inhibitor of bovine heart mitochondrial complex I.

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12 December 2020

In vitro antitumor activities of new synthetic bistetrahydrofuran derivatives as analogs of Annonaceous acetogenins.

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12 December 2020

Semisynthesis of antitumoral acetogenins: SAR of functionalized alkyl-chain bis-tetrahydrofuranic acetogenins, specific inhibitors of mitochondrial complex I.

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12 December 2020

Design syntheses and mitochondrial complex I inhibitory activity of novel acetogenin mimics

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12 December 2020

Potent antitumor activity of MS-247, a novel DNA minor groove binder, evaluated by an in vitro and in vivo human cancer cell line panel

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12 December 2020

Quinone-annonaceous acetogenins: synthesis and complex I inhibition studies of a new class of natural product hybrids

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12 December 2020

Semisynthesis and biological activity of aminoacyl triesters of squamocin, an annonaceous acetogenin.

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12 December 2020

In vitro antitumor structure-activity relationships of threo/trans/threo mono-tetrahydrofuranic acetogenins: correlations with their inhibition of mitochondrial complex I.

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12 December 2020

Enantioselective organocatalytic alpha-fluorination of aldehydes

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12 December 2020

Essential structural factors of acetogenins, potent inhibitors of mitochondrial complex I.

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12 December 2020

Systematic Synthesis of Bis-THF Ring Cores in Annonaceous Acetogenins

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12 December 2020

Inhibitors of NADH-ubiquinone reductase: an overview

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12 December 2020

First total synthesis of murisolin

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12 December 2020

Acetogenins from Annonaceae: recent progress in isolation, synthesis and mechanisms of action

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12 December 2020

In vitro antitumor structure-activity relationships of threo/trans/threo/trans/erythro bis-tetrahydrofuranic acetogenins: correlations with their inhibition of mitochondrial complex I.

1 reference

12 December 2020

Mimicry of annonaceous acetogenins: enantioselective synthesis of a (4R)-hydroxy analogue having potent antitumor activity

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12 December 2020

[The Relative Configuration of Acetogenins Isolated from Annona squamosa: Annonin I (Squamocin) and Annonin VI]

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12 December 2020

Annonaceous acetogenins: a review

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12 December 2020

Heterocyclic analogues of squamocin as inhibitors of mitochondrial complex I. On the role of the terminal lactone of annonaceous acetogenins

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12 December 2020

Semisynthesis and screening of a small library of pro-apoptotic squamocin analogues: selection and study of a benzoquinone hybrid with an improved biological profile.

1 reference

12 December 2020

Two binding sites of inhibitors in NADH: ubiquinone oxidoreductase (complex I). Relationship of one site with the ubiquinone-binding site of bacterial glucose:ubiquinone oxidoreductase.

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12 December 2020

Chlorinated annonaceous acetogenins and their bioactivities

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12 December 2020

Systematic Construction of a Monotetrahydrofuran‐Ring Library in Annonaceous Acetogenins by Asymmetric Alkynylation and Stereodivergent Tetrahydrofuran‐Ring Formation

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12 December 2020

Remarkable substituent effect: beta-aminosquamocin, a potent dual inhibitor of mitochondrial complexes I and III.

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12 December 2020

Recent progress on the total synthesis of acetogenins from Annonaceae

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12 December 2020

Annonaceous acetogenins: recent progress

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12 December 2020

Induction of Cell Death of Gastric Cancer Cells by a Modified Compound of the Annonaceous Acetogenin Family

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12 December 2020

Parallel fragment assembly strategy towards multiple-ether mimicry of anticancer annonaceous acetogenins

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12 December 2020

Total synthesis of murisolins and evaluation of tumor-growth inhibitory activity

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12 December 2020

Membrane conformations and their relation to cytotoxicity of asimicin and its analogues

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12 December 2020

Dynamic function of the alkyl spacer of acetogenins in their inhibitory action with mitochondrial complex I (NADH-ubiquinone oxidoreductase).

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12 December 2020

Synthesis and mitochondrial complex I inhibition of dihydroxy-cohibin A, non-THF annonaceous acetogenin analogue.

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12 December 2020

In vitro antitumor SAR of threo/cis/threo/cis/erythro bis-THF acetogenins: correlations with their inhibition of mitochondrial Complex I.

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12 December 2020

The localisations in liposomal membranes of the tetrahydrofuran ring moieties of the annonaceous acetogenins, annonacin and sylvaticin, as determined by 1H NMR spectroscopy

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12 December 2020

Novel class of DNA binding motifs based on bistetrahydrofuran and bisfuran skeleton with long alkyl chains

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12 December 2020

Synthesis of C4-fluorinated solamins and their growth inhibitory activity against human cancer cell lines

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12 December 2020

Enantiopure Simple Analogues of Annonaceous Acetogenins with Remarkable Selective Cytotoxicity towards Tumor Cell Lines This work was supported by the Chinese Academy of Sciences (nos. KJ951-A1-504-04, and KJ952-S1-503), the National Natural Science

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12 December 2020

Total synthesis of 34-hydroxyasimicin and its photoactive derivative for affinity labeling of the mitochondrial complex I.

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12 December 2020

10-Oximeguanacone, the first nitrogenated acetogenin derivative found to be a potent inhibitor of mitochondrial complex I

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12 December 2020

New cytotoxic analogues of annonaceous acetogenins.

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12 December 2020

Annonaceous acetogenin mimics bearing a terminal lactam and their cytotoxicity against cancer cells

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12 December 2020

Synthesis and characterization of new piperazine-type inhibitors for mitochondrial NADH-ubiquinone oxidoreductase (complex I).

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12 December 2020

Light control of mitochondrial complex I activity by a photoresponsive inhibitor

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12 December 2020

Essential structural factors of annonaceous acetogenins as potent inhibitors of mitochondrial complex I

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12 December 2020

Paw paw and cancer: annonaceous acetogenins from discovery to commercial products

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12 December 2020

Definition of crucial structural factors of acetogenins, potent inhibitors of mitochondrial complex I.

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12 December 2020

Stereocontrolled Synthesis of Key Advanced Intermediates toward Simplified Acetogenin Analogues.

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12 December 2020

Synthesis and inhibitory action of novel acetogenin mimics with bovine heart mitochondrial complex I.

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12 December 2020

Recent advances in Annonaceous acetogenins

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12 December 2020

Highly cytotoxic and neurotoxic acetogenins of the Annonaceae: new putative biological targets of squamocin detected by activity-based protein profiling.

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12 December 2020

Semisynthesis and cytotoxicity of amino acetogenins and derivatives

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12 December 2020

Function of the alkyl side chains of Deltalac-acetogenins in the inhibitory effect on mitochondrial complex I (NADH-ubiquinone oxidoreductase).

1 reference

12 December 2020

Annonaceous acetogenins: the hydroxyl groups and THF rings are crucial structural elements for targeting the mitochondria, demonstration with the synthesis of fluorescent squamocin analogues.

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12 December 2020

The Annonaceous acetogenin bullatacin is cytotoxic against multidrug-resistant human mammary adenocarcinoma cells.

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12 December 2020

Stereodivergent and reiterative synthesis of bistetrahydrofuran ring cores of annonaceous acetogenins

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12 December 2020

Gamma-lactone-Functionalized antitumoral acetogenins are the most potent inhibitors of mitochondrial complex I.

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12 December 2020

Synthesis and inhibitory activity of ubiquinone-acetogenin hybrid inhibitor with bovine mitochondrial complex I.

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12 December 2020

Studies on mimicry of naturally occurring annonaceous acetogenins: non-THF analogues leading to remarkable selective cytotoxicity against human tumor cells

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12 December 2020

Natural-Product Hybrids: Design, Synthesis, and Biological Evaluation of Quinone-Annonaceous Acetogenins This work was supported by the Deutsche Forschungs-gemeinschaft, Fonds der Chemische Industrie, and ASTA-Medica AG.

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12 December 2020

A structure-activity guided strategy for fluorescent labeling of annonaceous acetogenin mimetics and their application in cell biology

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12 December 2020

Systematic synthesis of antitumor annonaceous acetogenins

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12 December 2020

Inhibitory effects on mitochondrial complex I of semisynthetic mono-tetrahydrofuran acetogenin derivatives

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12 December 2020

Synthesis of hybrid acetogenins, alpha,beta-unsaturated-gamma-lactone-free nitrogen-containing heterocyclic analogues, and their cytotoxicity against human cancer cell lines

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12 December 2020

Synthesis, spectroscopy, and cytotoxicity of glycosylated acetogenin derivatives as promising molecules for cancer therapy

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12 December 2020

Dynamic function of the spacer region of acetogenins in the inhibition of bovine mitochondrial NADH-ubiquinone oxidoreductase (complex I).

1 reference

12 December 2020

Mode of inhibitory action of Deltalac-acetogenins, a new class of inhibitors of bovine heart mitochondrial complex I

1 reference

12 December 2020

10.3390/MOLECULES14093621

Identifiers

DOI

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21 August 2017

0 references

1 reference

PubMed ID

19783948