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Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation

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Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation. / Sun, Yedi; Zhang, Guohua; Hawkes, Cheryl A. et al.
In: Bioorganic and Medicinal Chemistry, Vol. 16, No. 15, 01.08.2008, p. 7177-7184.

Research output: Contribution to Journal/MagazineJournal articlepeer-review

Harvard

Sun, Y, Zhang, G, Hawkes, CA, Shaw, JE, McLaurin, JA & Nitz, M 2008, 'Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation', Bioorganic and Medicinal Chemistry, vol. 16, no. 15, pp. 7177-7184. https://doi.org/10.1016/j.bmc.2008.06.045

APA

Sun, Y., Zhang, G., Hawkes, C. A., Shaw, J. E., McLaurin, J. A., & Nitz, M. (2008). Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation. Bioorganic and Medicinal Chemistry, 16(15), 7177-7184. https://doi.org/10.1016/j.bmc.2008.06.045

Vancouver

Sun Y, Zhang G, Hawkes CA, Shaw JE, McLaurin JA, Nitz M. Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation. Bioorganic and Medicinal Chemistry. 2008 Aug 1;16(15):7177-7184. Epub 2008 Jun 26. doi: 10.1016/j.bmc.2008.06.045

Author

Sun, Yedi ; Zhang, Guohua ; Hawkes, Cheryl A. et al. / Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation. In: Bioorganic and Medicinal Chemistry. 2008 ; Vol. 16, No. 15. pp. 7177-7184.

Bibtex

@article{f920a8705f2942e3a715c30436c240b8,
title = "Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation",
abstract = "scyllo-Inositol has shown promise as a potential therapeutic for Alzheimer's disease, by directly interacting with the amyloid β (Aβ) peptide to inhibit Aβ42 fiber formation. To explore the molecular details of the inositol-Aβ42 interaction, a series of scyllo-inositol derivatives have been synthesized which contain deoxy, fluoro, chloro, and methoxy substitutions. The effects of these compounds on the aggregation cascade of Aβ42 have been investigated using electron microscopy (EM). EM analyses revealed that the 1-deoxy-1-fluoro- and 1,4-dimethyl-scyllo-inositols significantly inhibit the formation of Aβ42 fibers. The other derivatives showed some alterations in the morphology of the Aβ42 fibers produced. These findings indicate the importance of all of the hydroxyl groups of scyllo-inositol for complete inhibition of Aβ aggregation.",
keywords = "Aβ peptide, Aggregation inhibitors, Alzheimer's, Amyloid, Inositol, scyllo-Inositol",
author = "Yedi Sun and Guohua Zhang and Hawkes, {Cheryl A.} and Shaw, {James E.} and McLaurin, {Jo Anne} and Mark Nitz",
year = "2008",
month = aug,
day = "1",
doi = "10.1016/j.bmc.2008.06.045",
language = "English",
volume = "16",
pages = "7177--7184",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier Limited",
number = "15",

}

RIS

TY - JOUR

T1 - Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation

AU - Sun, Yedi

AU - Zhang, Guohua

AU - Hawkes, Cheryl A.

AU - Shaw, James E.

AU - McLaurin, Jo Anne

AU - Nitz, Mark

PY - 2008/8/1

Y1 - 2008/8/1

N2 - scyllo-Inositol has shown promise as a potential therapeutic for Alzheimer's disease, by directly interacting with the amyloid β (Aβ) peptide to inhibit Aβ42 fiber formation. To explore the molecular details of the inositol-Aβ42 interaction, a series of scyllo-inositol derivatives have been synthesized which contain deoxy, fluoro, chloro, and methoxy substitutions. The effects of these compounds on the aggregation cascade of Aβ42 have been investigated using electron microscopy (EM). EM analyses revealed that the 1-deoxy-1-fluoro- and 1,4-dimethyl-scyllo-inositols significantly inhibit the formation of Aβ42 fibers. The other derivatives showed some alterations in the morphology of the Aβ42 fibers produced. These findings indicate the importance of all of the hydroxyl groups of scyllo-inositol for complete inhibition of Aβ aggregation.

AB - scyllo-Inositol has shown promise as a potential therapeutic for Alzheimer's disease, by directly interacting with the amyloid β (Aβ) peptide to inhibit Aβ42 fiber formation. To explore the molecular details of the inositol-Aβ42 interaction, a series of scyllo-inositol derivatives have been synthesized which contain deoxy, fluoro, chloro, and methoxy substitutions. The effects of these compounds on the aggregation cascade of Aβ42 have been investigated using electron microscopy (EM). EM analyses revealed that the 1-deoxy-1-fluoro- and 1,4-dimethyl-scyllo-inositols significantly inhibit the formation of Aβ42 fibers. The other derivatives showed some alterations in the morphology of the Aβ42 fibers produced. These findings indicate the importance of all of the hydroxyl groups of scyllo-inositol for complete inhibition of Aβ aggregation.

KW - Aβ peptide

KW - Aggregation inhibitors

KW - Alzheimer's

KW - Amyloid

KW - Inositol

KW - scyllo-Inositol

U2 - 10.1016/j.bmc.2008.06.045

DO - 10.1016/j.bmc.2008.06.045

M3 - Journal article

C2 - 18635362

AN - SCOPUS:48449084725

VL - 16

SP - 7177

EP - 7184

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 15

ER -