Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C

Yoshiyasu Baba, Yosuke Ogoshi, Go Hirai, Takeshi Yanagisawa, Kumiko Nagamatsu, Satoshi Mayumi, Yuichi Hashimoto, Mikiko Sodeoka

Research output: Contribution to journal › Article

29 Citations (Scopus)

Abstract

Protein kinase C (PKC) is a family of enzymes, which play important roles in intracellular signal transduction. We have designed novel PKC ligands having an isobenzofuranone template, based on the proposed interaction of DAG (1,2-diacyl-sn-glycerol) with the PKCδ C1B ligand-binding domain. Several isobenzofuranone derivatives were synthesized and their PKCα binding activities were evaluated. The pivaloyl derivative 1f was found to be a strong PKCα ligand, and the structure-activity relationship is well explained by our proposed binding model.

Original languageEnglish
Pages (from-to)2963-2967
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number11
DOIs
Publication statusPublished - Jun 7 2004
Externally publishedYes

Fingerprint

Structure-Activity Relationship
Protein Kinase C
Ligands
Derivatives
Signal transduction
Glycerol
Signal Transduction
Enzymes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C. / Baba, Yoshiyasu; Ogoshi, Yosuke; Hirai, Go; Yanagisawa, Takeshi; Nagamatsu, Kumiko; Mayumi, Satoshi; Hashimoto, Yuichi; Sodeoka, Mikiko.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 14, No. 11, 07.06.2004, p. 2963-2967.

Research output: Contribution to journal › Article

Baba, Y, Ogoshi, Y, Hirai, G, Yanagisawa, T, Nagamatsu, K, Mayumi, S, Hashimoto, Y & Sodeoka, M 2004, 'Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C', Bioorganic and Medicinal Chemistry Letters, vol. 14, no. 11, pp. 2963-2967. https://doi.org/10.1016/j.bmcl.2004.02.097
Baba Y, Ogoshi Y, Hirai G, Yanagisawa T, Nagamatsu K, Mayumi S et al. Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C. Bioorganic and Medicinal Chemistry Letters. 2004 Jun 7;14(11):2963-2967. https://doi.org/10.1016/j.bmcl.2004.02.097
Baba, Yoshiyasu ; Ogoshi, Yosuke ; Hirai, Go ; Yanagisawa, Takeshi ; Nagamatsu, Kumiko ; Mayumi, Satoshi ; Hashimoto, Yuichi ; Sodeoka, Mikiko. / Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C. In: Bioorganic and Medicinal Chemistry Letters. 2004 ; Vol. 14, No. 11. pp. 2963-2967.
@article{dd65c322e2224eb492d28b706a8a4afe,
title = "Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C",
abstract = "Protein kinase C (PKC) is a family of enzymes, which play important roles in intracellular signal transduction. We have designed novel PKC ligands having an isobenzofuranone template, based on the proposed interaction of DAG (1,2-diacyl-sn-glycerol) with the PKCδ C1B ligand-binding domain. Several isobenzofuranone derivatives were synthesized and their PKCα binding activities were evaluated. The pivaloyl derivative 1f was found to be a strong PKCα ligand, and the structure-activity relationship is well explained by our proposed binding model.",
author = "Yoshiyasu Baba and Yosuke Ogoshi and Go Hirai and Takeshi Yanagisawa and Kumiko Nagamatsu and Satoshi Mayumi and Yuichi Hashimoto and Mikiko Sodeoka",
year = "2004",
month = "6",
day = "7",
doi = "10.1016/j.bmcl.2004.02.097",
language = "English",
volume = "14",
pages = "2963--2967",
journal = "Bioorganic and Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Elsevier Limited",
number = "11",

}

TY - JOUR

T1 - Design, synthesis, and structure-activity relationship of new isobenzofuranone ligands of protein kinase C

AU - Baba, Yoshiyasu

AU - Ogoshi, Yosuke

AU - Hirai, Go

AU - Yanagisawa, Takeshi

AU - Nagamatsu, Kumiko

AU - Mayumi, Satoshi

AU - Hashimoto, Yuichi

AU - Sodeoka, Mikiko

PY - 2004/6/7

Y1 - 2004/6/7

N2 - Protein kinase C (PKC) is a family of enzymes, which play important roles in intracellular signal transduction. We have designed novel PKC ligands having an isobenzofuranone template, based on the proposed interaction of DAG (1,2-diacyl-sn-glycerol) with the PKCδ C1B ligand-binding domain. Several isobenzofuranone derivatives were synthesized and their PKCα binding activities were evaluated. The pivaloyl derivative 1f was found to be a strong PKCα ligand, and the structure-activity relationship is well explained by our proposed binding model.

AB - Protein kinase C (PKC) is a family of enzymes, which play important roles in intracellular signal transduction. We have designed novel PKC ligands having an isobenzofuranone template, based on the proposed interaction of DAG (1,2-diacyl-sn-glycerol) with the PKCδ C1B ligand-binding domain. Several isobenzofuranone derivatives were synthesized and their PKCα binding activities were evaluated. The pivaloyl derivative 1f was found to be a strong PKCα ligand, and the structure-activity relationship is well explained by our proposed binding model.

UR - http://www.scopus.com/inward/record.url?scp=2342518915&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=2342518915&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2004.02.097

DO - 10.1016/j.bmcl.2004.02.097

M3 - Article

VL - 14

SP - 2963

EP - 2967

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 11

ER -

Access to Document