Lodopyridone, a structurally unprecedented alkaloid from a marine actinomycete

Katherine N. Maloney; John B. MacMillan; Christopher A. Kauffman; Paul R. Jensen; Antonio G. Dipasquale; Arnold L. Rheingold; William Fenical

doi:10.1021/ol901997k

Lodopyridone, a structurally unprecedented alkaloid from a marine actinomycete

Katherine N. Maloney, John B. MacMillan, Christopher A. Kauffman, Paul R. Jensen, Antonio G. Dipasquale, Arnold L. Rheingold, William Fenical

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

76 Scopus citations

Abstract

"Chemical Equation Presented" Chemical examination of the secondary metabolites of a marine Saccharomonospora sp., isolated from marine sediments collected at the mouth of the La Jolla Submarine Canyon, yielded the unprecedented alkaloid lodopyridone (1). The low proton-to-carbon ratio of 1 precluded structure elucidation by NMR spectroscopic methods, thus the structure was defined by X-ray crystallography. Lodopyridone is cytotoxic to HCT-116 human colon cancer cells with IC ₅₀ = 3.6 μM.

Original language	English (US)
Pages (from-to)	5422-5424
Number of pages	3
Journal	Organic Letters
Volume	11
Issue number	23
DOIs	https://doi.org/10.1021/ol901997k
State	Published - Dec 3 2009

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Lodopyridone, a structurally unprecedented alkaloid from a marine actinomycete",

abstract = "{"}Chemical Equation Presented{"} Chemical examination of the secondary metabolites of a marine Saccharomonospora sp., isolated from marine sediments collected at the mouth of the La Jolla Submarine Canyon, yielded the unprecedented alkaloid lodopyridone (1). The low proton-to-carbon ratio of 1 precluded structure elucidation by NMR spectroscopic methods, thus the structure was defined by X-ray crystallography. Lodopyridone is cytotoxic to HCT-116 human colon cancer cells with IC 50 = 3.6 μM.",

author = "Maloney, {Katherine N.} and MacMillan, {John B.} and Kauffman, {Christopher A.} and Jensen, {Paul R.} and Dipasquale, {Antonio G.} and Rheingold, {Arnold L.} and William Fenical",

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journal = "Organic Letters",

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AU - Maloney, Katherine N.

AU - MacMillan, John B.

AU - Kauffman, Christopher A.

AU - Jensen, Paul R.

AU - Dipasquale, Antonio G.

AU - Rheingold, Arnold L.

AU - Fenical, William

PY - 2009/12/3

Y1 - 2009/12/3

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AB - "Chemical Equation Presented" Chemical examination of the secondary metabolites of a marine Saccharomonospora sp., isolated from marine sediments collected at the mouth of the La Jolla Submarine Canyon, yielded the unprecedented alkaloid lodopyridone (1). The low proton-to-carbon ratio of 1 precluded structure elucidation by NMR spectroscopic methods, thus the structure was defined by X-ray crystallography. Lodopyridone is cytotoxic to HCT-116 human colon cancer cells with IC 50 = 3.6 μM.

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Lodopyridone, a structurally unprecedented alkaloid from a marine actinomycete

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