Structural analogues of schweinfurthin F: Probing the steric, electronic, and hydrophobic properties of the D-ring substructure

Natalie C. Ulrich; John G. Kodet; Nolan R. Mente; Craig H. Kuder; John A. Beutler; Raymond J. Hohl; David F. Wiemer

doi:10.1016/j.bmc.2009.12.063

Structural analogues of schweinfurthin F: Probing the steric, electronic, and hydrophobic properties of the D-ring substructure

Natalie C. Ulrich
, John G. Kodet
, Nolan R. Mente
, Craig H. Kuder
, John A. Beutler
, Raymond J. Hohl
, David F. Wiemer

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

29 Scopus citations

Abstract

The natural tetracyclic schweinfurthins are potent and selective inhibitors of cell growth in the National Cancer Institute's 60-cell line screen. An interest in determination of their cellular or molecular target has inspired our efforts to prepare both the natural products and analogues. In this paper, chemical synthesis of analogues modified in different olefinic positions, and preliminary results from studies of their biological activity, are reported.

Original language	English (US)
Pages (from-to)	1676-1683
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	18
Issue number	4
DOIs	https://doi.org/10.1016/j.bmc.2009.12.063
State	Published - Feb 15 2010

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This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

All Science Journal Classification (ASJC) codes

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

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10.1016/j.bmc.2009.12.063

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title = "Structural analogues of schweinfurthin F: Probing the steric, electronic, and hydrophobic properties of the D-ring substructure",

abstract = "The natural tetracyclic schweinfurthins are potent and selective inhibitors of cell growth in the National Cancer Institute's 60-cell line screen. An interest in determination of their cellular or molecular target has inspired our efforts to prepare both the natural products and analogues. In this paper, chemical synthesis of analogues modified in different olefinic positions, and preliminary results from studies of their biological activity, are reported.",

author = "Ulrich, \{Natalie C.\} and Kodet, \{John G.\} and Mente, \{Nolan R.\} and Kuder, \{Craig H.\} and Beutler, \{John A.\} and Hohl, \{Raymond J.\} and Wiemer, \{David F.\}",

note = "Funding Information: We thank Dr. David G. Covell, NCI-Frederick, for helpful discussions. This project was supported at the UI by the Roy J. Carver Charitable Trust as a Research Program of Excellence, the Roland W. Holden Family Program for Experimental Cancer Therapeutics, and the NIH through R41CA126020-01 to Terpenoid Therapeutics, Inc. This research at the NCI was supported by the Intramural Research Program of the NIH, National Cancer Institute, Center for Cancer Research; we thank the Developmental Therapeutics Program in the Division of Cancer Treatment and Diagnosis of the National Cancer Institute, for 60-cell testing. ",

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doi = "10.1016/j.bmc.2009.12.063",

language = "English (US)",

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T2 - Probing the steric, electronic, and hydrophobic properties of the D-ring substructure

AU - Ulrich, Natalie C.

AU - Kodet, John G.

AU - Mente, Nolan R.

AU - Kuder, Craig H.

AU - Beutler, John A.

AU - Hohl, Raymond J.

AU - Wiemer, David F.

N1 - Funding Information: We thank Dr. David G. Covell, NCI-Frederick, for helpful discussions. This project was supported at the UI by the Roy J. Carver Charitable Trust as a Research Program of Excellence, the Roland W. Holden Family Program for Experimental Cancer Therapeutics, and the NIH through R41CA126020-01 to Terpenoid Therapeutics, Inc. This research at the NCI was supported by the Intramural Research Program of the NIH, National Cancer Institute, Center for Cancer Research; we thank the Developmental Therapeutics Program in the Division of Cancer Treatment and Diagnosis of the National Cancer Institute, for 60-cell testing.

PY - 2010/2/15

Y1 - 2010/2/15

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AB - The natural tetracyclic schweinfurthins are potent and selective inhibitors of cell growth in the National Cancer Institute's 60-cell line screen. An interest in determination of their cellular or molecular target has inspired our efforts to prepare both the natural products and analogues. In this paper, chemical synthesis of analogues modified in different olefinic positions, and preliminary results from studies of their biological activity, are reported.

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IS - 4

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Structural analogues of schweinfurthin F: Probing the steric, electronic, and hydrophobic properties of the D-ring substructure

Abstract

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