The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors

Lloyd J. Simons; Bradley W. Caprathe; Michael Callahan; James M. Graham; Takenori Kimura; Yingjie Lai; Harry LeVine; William Lipinski; Annette T. Sakkab; Yoshikazu Tasaki; Lary C. Walker; Tomoyuki Yasunaga; Yuyang Ye; Nian Zhuang; Corinne E. Augelli-Szafran

doi:10.1016/j.bmcl.2008.12.049

The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors

Lloyd J. Simons
, Bradley W. Caprathe
, Michael Callahan
, James M. Graham
, Takenori Kimura
, Yingjie Lai
, Harry LeVine
, William Lipinski
, Annette T. Sakkab
, Yoshikazu Tasaki
, Lary C. Walker
, Tomoyuki Yasunaga
, Yuyang Ye
, Nian Zhuang
, Corinne E. Augelli-Szafran

Molecular and Cellular Biochemistry

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

50 Scopus citations

Abstract

It is believed that β-amyloid aggregation is an important event in the development of Alzheimer's disease. In the course of our studies to identify β-amyloid aggregation inhibitors, a series of N-phenyl anthranilic acid analogs were synthesized and studied for β-amyloid inhibition activity. The synthesis, structure-activity relationship, and in vivo activity of these analogs are discussed.

Original language	English
Pages (from-to)	654-657
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2008.12.049
State	Published - Feb 1 2009

Keywords

Alzheimer's disease
Amyloid aggregation
Amyloid aggregation inhibitors
Amyloid plaques
Analogs
Beta-amyloid
Hsiao mouse model
N-Phenyl anthranilic acid
Tg2576 mice

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2008.12.049

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Simons, L. J., Caprathe, B. W., Callahan, M., Graham, J. M., Kimura, T., Lai, Y., LeVine, H., Lipinski, W., Sakkab, A. T., Tasaki, Y., Walker, L. C., Yasunaga, T., Ye, Y., Zhuang, N., & Augelli-Szafran, C. E. (2009). The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors. Bioorganic and Medicinal Chemistry Letters, 19(3), 654-657. https://doi.org/10.1016/j.bmcl.2008.12.049

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title = "The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors",

abstract = "It is believed that β-amyloid aggregation is an important event in the development of Alzheimer's disease. In the course of our studies to identify β-amyloid aggregation inhibitors, a series of N-phenyl anthranilic acid analogs were synthesized and studied for β-amyloid inhibition activity. The synthesis, structure-activity relationship, and in vivo activity of these analogs are discussed.",

keywords = "Alzheimer's disease, Amyloid aggregation, Amyloid aggregation inhibitors, Amyloid plaques, Analogs, Beta-amyloid, Hsiao mouse model, N-Phenyl anthranilic acid, Tg2576 mice",

author = "Simons, \{Lloyd J.\} and Caprathe, \{Bradley W.\} and Michael Callahan and Graham, \{James M.\} and Takenori Kimura and Yingjie Lai and Harry LeVine and William Lipinski and Sakkab, \{Annette T.\} and Yoshikazu Tasaki and Walker, \{Lary C.\} and Tomoyuki Yasunaga and Yuyang Ye and Nian Zhuang and Augelli-Szafran, \{Corinne E.\}",

year = "2009",

month = feb,

day = "1",

doi = "10.1016/j.bmcl.2008.12.049",

language = "English",

volume = "19",

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number = "3",

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Simons, LJ, Caprathe, BW, Callahan, M, Graham, JM, Kimura, T, Lai, Y, LeVine, H, Lipinski, W, Sakkab, AT, Tasaki, Y, Walker, LC, Yasunaga, T, Ye, Y, Zhuang, N & Augelli-Szafran, CE 2009, 'The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors', Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 3, pp. 654-657. https://doi.org/10.1016/j.bmcl.2008.12.049

TY - JOUR

T1 - The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors

AU - Simons, Lloyd J.

AU - Caprathe, Bradley W.

AU - Callahan, Michael

AU - Graham, James M.

AU - Kimura, Takenori

AU - Lai, Yingjie

AU - LeVine, Harry

AU - Lipinski, William

AU - Sakkab, Annette T.

AU - Tasaki, Yoshikazu

AU - Walker, Lary C.

AU - Yasunaga, Tomoyuki

AU - Ye, Yuyang

AU - Zhuang, Nian

AU - Augelli-Szafran, Corinne E.

PY - 2009/2/1

Y1 - 2009/2/1

N2 - It is believed that β-amyloid aggregation is an important event in the development of Alzheimer's disease. In the course of our studies to identify β-amyloid aggregation inhibitors, a series of N-phenyl anthranilic acid analogs were synthesized and studied for β-amyloid inhibition activity. The synthesis, structure-activity relationship, and in vivo activity of these analogs are discussed.

AB - It is believed that β-amyloid aggregation is an important event in the development of Alzheimer's disease. In the course of our studies to identify β-amyloid aggregation inhibitors, a series of N-phenyl anthranilic acid analogs were synthesized and studied for β-amyloid inhibition activity. The synthesis, structure-activity relationship, and in vivo activity of these analogs are discussed.

KW - Alzheimer's disease

KW - Amyloid aggregation

KW - Amyloid aggregation inhibitors

KW - Amyloid plaques

KW - Analogs

KW - Beta-amyloid

KW - Hsiao mouse model

KW - N-Phenyl anthranilic acid

KW - Tg2576 mice

UR - https://www.scopus.com/pages/publications/58549114656

UR - https://www.scopus.com/pages/publications/58549114656#tab=citedBy

U2 - 10.1016/j.bmcl.2008.12.049

DO - 10.1016/j.bmcl.2008.12.049

M3 - Article

C2 - 19121939

AN - SCOPUS:58549114656

SN - 0960-894X

VL - 19

SP - 654

EP - 657

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 3

ER -

The synthesis and structure-activity relationship of substituted N-phenyl anthranilic acid analogs as amyloid aggregation inhibitors

Abstract

Keywords

ASJC Scopus subject areas

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