Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp.

Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Research Abstract Details 

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Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Abstract Text:

Jian He,Ernst Roemer,Corinna Lange,Xueshi Huang,Armin Maier,Gerhard Kelter,Yi Jiang,Li-Hua Xu,Klaus-Dieter Menzel,Susanne Grabley,Heinz-Herbert Fiebig,Cheng-Ling Jiang,Isabel Sattler,Jian He,Ernst Roemer,Corinna Lange,Xueshi Huang,Armin Maier,Gerhard Kelter,Yi Jiang,Li-Hua Xu,Klaus-Dieter Menzel,Susanne Grabley,Heinz-Herbert Fiebig,Cheng-Ling Jiang,Isabel Sattler,

Four new griseusins, 4'-dehydro-deacetylgriseusin A (1) and 2a,8a-epoxy-epi-deacetylgriseusin B (2) as new constitutional derivatives and epi-deacetylgriseusin A (3) and epi-deacetylgriseusin B (4) as new stereoisomers, were isolated from Nocardiopsis sp. (YIM80133, DSM16644). 4'-Dehydro-deacetylgriseusin A (1) showed pronounced cytotoxic potency (mean IC50 = 0.430 microM) combined with a significant selectivity for mammary cancer, renal cancer, and melanoma in a panel consisting of 37 tumor cell lines. In a clonogenic assay with tumor cells from 51 solid tumors, 1 inhibited anchorage independent growth and in vitro colony formation of tumor cells in a concentration-dependent and tumor type selective manner. As 1 was only a minor product, a semisynthetic preparation from the major metabolite, epi-deacetylgriseusin A (3), was achieved. Our studies also yielded 9-hydroxy-epi-deacetylgriseusin B methylester (5), 4'-dehydro-9-hydroxy-deacetylgriseusin B methylester (6), and 4'-dehydro-2a,8a-epoxy-deacetylgriseusin B (7) as new synthetic isochromanequinone derivatives, which provided a basic structure-activity relationship study.

Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Publishing Authors By Initials

J He,E Roemer,C Lange,X Huang,A Maier,G Kelter,Y Jiang,LH Xu,KD Menzel,S Grabley,HH Fiebig,CL Jiang,I Sattler,J He,E Roemer,C Lange,X Huang,A Maier,G Kelter,Y Jiang,LH Xu,KD Menzel,S Grabley,HH Fiebig,CL Jiang,I Sattler,

For similar cells: cells, cultured: tumor cells, cultured research abstracts see: cells: cells, cultured: tumor cells, cultured research

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Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of medicinal chemistry

VOLUME: 50

Page Numbers: 5168-75

Journal Abbreviation: J. Med. Chem.

ISSN: 0022-2623

DAY: 18

MONTH: 09

YEAR: 2007

Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 9716531

Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Keywords Mesh Terms:

KEYWORDS: Tumor Cells, Cultured

MESH TERMS: pharmacology

Chemical & Substance for Abstract: Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp. Information

Substance Name: griseusin

Registry Number: 77536-23-3

Grant and Affiliation Information for Structure, derivatization, and antitumor activity of new griseusins from Nocardiopsis sp.

AFFILIATION: Leibniz Institute for Natural Product Research and Infection Biology, Hans-Knöll-Institute, Beutenbergstr. 11a, D-07745 Jena, Germany.

Country: United States

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MEDLINETA: J Med Chem

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