ArticleThe Journal of organic chemistry2009
Synthesis of a 35-member stereoisomer library of bistramide A: evaluation of effects on actin state, cell cycle and tumor cell growth.
Article in The Journal of organic chemistry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
15 citing papers in PubMed, 65 citations in OpenAlex.
- Asymmetric Synthesis of Propargylic and Allenic Silanes, Germanes, and Stannanes.Chemistry, an Asian journal · 2025Review
- Regio- and enantioselective CuH-catalyzed 1,2- and 1,4-hydrosilylation of 1,3-enynes.Nature communications · 2023Article
- Ascidian Toxins with Potential for Drug Development.Marine drugs · 2018Review
- An informatic pipeline for managing high-throughput screening experiments and analyzing data from stereochemically diverse libraries.Journal of computer-aided molecular design · 2013Article
- INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.Tetrahedron · 2012Article
- Synthesis and profiling of a diverse collection of azetidine-based scaffolds for the development of CNS-focused lead-like libraries.The Journal of organic chemistry · 2012Article
- Diversity-oriented synthesis of 13- to 18-membered macrolactams via ring-closing metathesis.The Journal of organic chemistry · 2011Article
- Practical asymmetric synthesis of β-hydroxy γ-amino acids via complimentary aldol reactions.Tetrahedron · 2011Article
- Catalytic diastereoselective petasis reactions.Angewandte Chemie (International ed. in English) · 2011Article
- Cyclin-dependent kinase inhibitor 3 (CDKN3) novel cell cycle computational network between human non-malignancy associated hepatitis/cirrhosis and hepatocellular carcinoma (HCC) transformation.Cell proliferation · 2011Article
- Fragment-based domain shuffling approach for the synthesis of pyran-based macrocycles.Proceedings of the National Academy of Sciences of the United States of America · 2011Article
- Translating Nature's Library: The Bryostatins and Function-Oriented Synthesis.Israel journal of chemistry · 2011Article
- Large-scale synthesis of all stereoisomers of a 2,3-unsaturated C-glycoside scaffold.The Journal of organic chemistry · 2011Article
- 1,3-allylic strain as a strategic diversification element for constructing libraries of substituted 2-arylpiperidines.Angewandte Chemie (International ed. in English) · 2011Article
- An aldol-based build/couple/pair strategy for the synthesis of medium- and large-sized rings: discovery of macrocyclic histone deacetylase inhibitors.Journal of the American Chemical Society · 2010Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
7 authors at 3 institutions in 1 country.
Funding
Abstract
Synthesis and preliminary biological evaluation of a 35-member library of bistramide A stereoisomers are reported. All eight stereoisomers of the C1-C13 tetrahydropyran fragment of the molecule were prepared utilizing crotylsilane reagents 9 and 10 in our [4+2]-annulation methodology. In addition, the four isomers of the C14-C18 gamma-amino acid unit were accessed via a Lewis acid mediated crotylation reaction with use of both enantiomers of organosilane 11. The spiroketal subunit of bistramide A was modified at the C39-alcohol to give another point of stereochemical diversification. The fragments were coupled by using a standard peptide coupling protocol to provide 35 stereoisomers of the natural product. These stereochemical analogues were screened for their effects on cellular actin and cytotoxicity against cancer cell lines (UO-31 renal and SF-295 CNS). The results of these assays identified one analogue, 1.21, with enhanced potency relative to the natural product, bistramide A.
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.