(Q41285042)

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Bioinspired total synthesis and human proteasome inhibitory activity of (-)-salinosporamide A, (-)-homosalinosporamide A, and derivatives obtained via organonucleophile promoted bis-cyclizations

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scholarly article

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Europe PubMed Central

PMC publication ID

29 September 2017

Bioinspired total synthesis and human proteasome inhibitory activity of (-)-salinosporamide A, (-)-homosalinosporamide A, and derivatives obtained via organonucleophile promoted bis-cyclizations (English)

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

5

object named as

Daniel Romo

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

author name string

Henry Nguyen

1

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

Gil Ma

2

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

Tatiana Gladysheva

3

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

Trisha Fremgen

4

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

language of work or name

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publication date

3 November 2010

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Europe PubMed Central

PMC publication ID

29 September 2017

Journal of Organic Chemistry

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Europe PubMed Central

PMC publication ID

29 September 2017

76

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Europe PubMed Central

PMC publication ID

29 September 2017

1

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

2-12

1 reference

Europe PubMed Central

PMC publication ID

29 September 2017

Function-oriented biosynthesis of beta-lactone proteasome inhibitors in Salinispora tropica

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Snapshots of the fluorosalinosporamide/20S complex offer mechanistic insights for fine tuning proteasome inhibition

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Biosynthesis of salinosporamides from alpha,beta-unsaturated fatty acids: implications for extending polyketide synthase diversity.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Biosynthesis of the salinosporamide A polyketide synthase substrate chloroethylmalonyl-coenzyme A from S-adenosyl-L-methionine

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Discovery and development of the anticancer agent salinosporamide A (NPI-0052).

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Mutasynthesis of fluorosalinosporamide, a potent and reversible inhibitor of the proteasome

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Enantioselective total synthesis of (-)-Salinosporamide A (NPI-0052).

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Concise total synthesis of (+/-)-salinosporamide A, (+/-)-cinnabaramide A, and derivatives via a bis-cyclization process: implications for a biosynthetic pathway?

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Total synthesis of lactacystin and salinosporamide A.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Biosynthetic convergence of salinosporamides A and B in the marine actinomycete Salinispora tropica

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Crystal structures of Salinosporamide A (NPI-0052) and B (NPI-0047) in complex with the 20S proteasome reveal important consequences of beta-lactone ring opening and a mechanism for irreversible binding

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Total synthesis of salinosporamide A.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Proteasome inhibition as a novel therapeutic target in human cancer.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

A simple stereocontrolled synthesis of salinosporamide A.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

The proteasome as a target for cancer therapy.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Salinosporamide A: a highly cytotoxic proteasome inhibitor from a novel microbial source, a marine bacterium of the new genus salinospora.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

1 October 2017

Formal synthesis of salinosporamide A via NHC-catalyzed intramolecular lactonization

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

14 June 2018

A(1,3)-strain enabled retention of chirality during bis-cyclization of beta-ketoamides: total synthesis of (-)-salinosporamide A and (-)-homosalinosporamide A.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

14 June 2018

Concise formal synthesis of (-)-salinosporamide A (marizomib) using a regio- and stereoselective epoxidation and reductive oxirane ring-opening strategy

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Antiprotealide is a natural product.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Leaving groups prolong the duration of 20S proteasome inhibition and enhance the potency of salinosporamides

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

A concise and straightforward total synthesis of (+/-)-salinosporamide A, based on a biosynthesis model

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Concise synthesis of spirocyclic, bridged gamma-butyrolactones via stereospecific, dyotropic rearrangements of beta-lactones involving 1,2-acyl and delta-lactone migrations

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Entry to heterocycles based on indium-catalyzed conia-ene reactions: asymmetric synthesis of (-)-salinosporamide A.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Synthesis, structure, and reactivity of unexpectedly stable spiroepoxy-beta-lactones obtained by epoxidation of 4-alkylidene-2-oxetanones

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Asymmetric synthesis of bicyclic beta-lactones via the intramolecular, nucleophile-catalyzed aldol lactonization: improved efficiency and expanded scope

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Computational studies of nucleophilic substitution at carbonyl carbon: the S(N)2 mechanism versus the tetrahedral intermediate in organic synthesis

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Amine-catalyzed coupling of aldehydes and ketenes derived from Fischer carbene complexes: formation of beta-lactones and enol ethers

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

19 August 2018

Cinnabaramides A−G: Analogues of Lactacystin and Salinosporamide from a Terrestrial Streptomycete

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5546919

2 December 2018

Practical, catalytic, asymmetric synthesis of beta-lactones via a sequential ketene dimerization/hydrogenation process: inhibitors of the thioesterase domain of fatty acid synthase

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Catalytic, asymmetric preparation of ketene dimers from acid chlorides

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Proteasome inhibitor drugs on the rise

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Bicyclic- and tricyclic-beta-lactones via organonucleophile-promoted bis-cyclizations of keto acids: Enantioselective synthesis of (+)-dihydroplakevulin

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Proteasome inhibition by a totally synthetic beta-lactam related to salinosporamide A and omuralide

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Novel bicyclization reaction leading to a fused beta-lactone

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Lactacystin, a novel microbial metabolite, induces neuritogenesis of neuroblastoma cells

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

The first tandem [2 + 2] cycloaddition--Michael reaction using ynolates: facile construction of substituted carbocycles

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Alpha,beta-unsaturated beta-silyl imide substrates for catalytic, enantioselective conjugate additions: a total synthesis of (+)-lactacystin and the discovery of a new proteasome inhibitor

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Highly diastereoselective synthesis of homoallylic alcohols bearing adjacent quaternary centers using substituted allylic zinc reagents

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

New synthetic route for the enantioselective total synthesis of salinosporamide A and biologically active analogues

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Intramolecular, nucleophile-catalyzed aldol-lactonization (NCAL) reactions: catalytic, asymmetric synthesis of bicyclic beta-lactones

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

A concise total synthesis of salinosporamide A

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Total synthesis of salinosporamide A

1 reference

https://pubmed.ncbi.nlm.nih.gov/21047113

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Structure of lactacystin, a new microbial metabolite which induces differentiation of neuroblastoma cells

1 reference

12 April 2024

https://opencitations.net/index/api/v1/citations/10.7164/ANTIBIOTICS.44.117

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10.1021/JO101638R

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Europe PubMed Central

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29 September 2017

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24 November 2022

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PMC publication ID

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Europe PubMed Central

PMC publication ID

29 September 2017

PubMed publication ID

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Europe PubMed Central

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29 September 2017

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