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Antineoplastic Agents. 587. Isolation and Structure of 3-Epipancratistatin from Narcissus cv. Ice Follies

2012/03/13 by George R. Pettit, Rui Tan, Guan‐Hu Bao +5 · 1 citation
Chemistry · Pharmacology, Toxicology and Pharmaceutics · Psychology · #Chemical synthesis and alkaloids #Alkaloids: synthesis and pharmacology #Psychedelics and Drug Studies #Narcissus #Amaryllidaceae #Cell culture #Chemistry #Growth inhibition #Bioassay #Amaryllidaceae Alkaloids #Cancer cell lines #Isolation (microbiology) #Stereochemistry #Biology #Cell growth #Botany #Cancer cell #Cancer #Biochemistry #Microbiology #Genetics

paper · doi:10.1021/np200862y

openalex publication_date 2012/03/13 · openalex created_date 2016/06/24 · openalex updated_date 2026/08/01

Abstract

Bioassay-guided (cancer cell line) separation of an extract prepared from Narcissus cv. Ice Follies (from The Netherlands) led to the isolation of a new Amaryllidaceae isocarbostiryl, 3-epipancratistatin (1b), as well as narciclasine (2). This Narcissus cultivar was found to be a good source of narciclasine. The structure of 1b was established by high-resolution mass and high-field 2D NMR spectroscopic analyses. Against a panel of murine and human cancer cell lines, 3-epipancratistatin (1b) led to cell growth inhibition (GI(50) 2.2-0.69 μg/mL) some 100× less than that found for pancratistatin (1a) and narciclasine (2), thereby revealing an important configurational requirement in 1a for strong cancer cell growth inhibition.

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