Isolation, structure elucidation, and biological evaluation of 15-amido-3-demethoxy-2α,3α-methylenedioxyerythroculine, a new alkaloid from Hyperbaena valida

Alan J. Freyer; Justin Huffman; Mary D. Menachery; Kristina Huey; William J. Leavens; Richard W. Fitch

doi:10.1021/np060291a

Isolation, structure elucidation, and biological evaluation of 15-amido-3-demethoxy-2α,3α-methylenedioxyerythroculine, a new alkaloid from Hyperbaena valida

Alan J. Freyer, Justin Huffman, Mary D. Menachery, Kristina Huey, William J. Leavens, Richard W. Fitch

Division of Mathematics & Natural Sciences (Altoona)

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

3 Scopus citations

Abstract

A phytochemical investigation of the leaves of Hyperbaena valida resulted in the isolation and characterization of two erythrina-type alkaloids, 1 and 2, which were found to be antagonists at nicotinic receptors. Compound 1 was assigned as the new 15-amido-3-demethoxy-2α,3α- methylenedioxyerythroculine and compound 2 as the known 3-demethoxy-2α, 3α-methylenedioxyerythroculine. Antagonism of a 100 μM nicotine response was observed for alkaloid 1 (IC₅₀ value of 94 ± 8 μM) and alkaloid 2 (IC₅₀ value of 77 ± 19 μM).

Original language	English (US)
Pages (from-to)	1514-1516
Number of pages	3
Journal	Journal of Natural Products
Volume	69
Issue number	10
DOIs	https://doi.org/10.1021/np060291a
State	Published - Oct 2006

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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title = "Isolation, structure elucidation, and biological evaluation of 15-amido-3-demethoxy-2α,3α-methylenedioxyerythroculine, a new alkaloid from Hyperbaena valida",

abstract = "A phytochemical investigation of the leaves of Hyperbaena valida resulted in the isolation and characterization of two erythrina-type alkaloids, 1 and 2, which were found to be antagonists at nicotinic receptors. Compound 1 was assigned as the new 15-amido-3-demethoxy-2α,3α- methylenedioxyerythroculine and compound 2 as the known 3-demethoxy-2α, 3α-methylenedioxyerythroculine. Antagonism of a 100 μM nicotine response was observed for alkaloid 1 (IC50 value of 94 ± 8 μM) and alkaloid 2 (IC50 value of 77 ± 19 μM).",

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doi = "10.1021/np060291a",

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AU - Freyer, Alan J.

AU - Huffman, Justin

AU - Menachery, Mary D.

AU - Huey, Kristina

AU - Leavens, William J.

AU - Fitch, Richard W.

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AB - A phytochemical investigation of the leaves of Hyperbaena valida resulted in the isolation and characterization of two erythrina-type alkaloids, 1 and 2, which were found to be antagonists at nicotinic receptors. Compound 1 was assigned as the new 15-amido-3-demethoxy-2α,3α- methylenedioxyerythroculine and compound 2 as the known 3-demethoxy-2α, 3α-methylenedioxyerythroculine. Antagonism of a 100 μM nicotine response was observed for alkaloid 1 (IC50 value of 94 ± 8 μM) and alkaloid 2 (IC50 value of 77 ± 19 μM).

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Isolation, structure elucidation, and biological evaluation of 15-amido-3-demethoxy-2α,3α-methylenedioxyerythroculine, a new alkaloid from Hyperbaena valida

Abstract

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