Syntheses of spliceostatins and thailanstatins: a review

The spliceostatins/thailanstatins are a family of linear peptides/polyketides that inhibit pre-mRNA splicing, and as such act as potent cytotoxic compounds. These compounds generally contain 9 stereocenters spread over a common (2Z,4S)-4-acetoxy-2-butenamide fragment, an (all-cis)-2,3,5,6-tetrasubst...

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Main Author: William A. Donaldson
Format: Article
Language:English
Published: Beilstein-Institut 2020-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.16.166
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spelling doaj-1b53964cbf074b27a7ee8e0118c96e8c2021-04-02T15:49:44ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972020-08-011611991200610.3762/bjoc.16.1661860-5397-16-166Syntheses of spliceostatins and thailanstatins: a reviewWilliam A. Donaldson0Department of Chemistry, Marquette University, P. O. Box 1881, Milwaukee, WI 53201-1881, USAThe spliceostatins/thailanstatins are a family of linear peptides/polyketides that inhibit pre-mRNA splicing, and as such act as potent cytotoxic compounds. These compounds generally contain 9 stereocenters spread over a common (2Z,4S)-4-acetoxy-2-butenamide fragment, an (all-cis)-2,3,5,6-tetrasubstituted tetrahydropyran fragment and a terminal oxane ring joined by a dienyl chain. Due to the impressive antitumor properties of these compounds, along with their complex structure, a number of total syntheses have been reported. This review will compare the synthetic strategies reported through the end of 2019.https://doi.org/10.3762/bjoc.16.166antiproliferativepolyketide natural productstetrahydropyranstotal synthesis
collection DOAJ
language English
format Article
sources DOAJ
author William A. Donaldson
spellingShingle William A. Donaldson
Syntheses of spliceostatins and thailanstatins: a review
Beilstein Journal of Organic Chemistry
antiproliferative
polyketide natural products
tetrahydropyrans
total synthesis
author_facet William A. Donaldson
author_sort William A. Donaldson
title Syntheses of spliceostatins and thailanstatins: a review
title_short Syntheses of spliceostatins and thailanstatins: a review
title_full Syntheses of spliceostatins and thailanstatins: a review
title_fullStr Syntheses of spliceostatins and thailanstatins: a review
title_full_unstemmed Syntheses of spliceostatins and thailanstatins: a review
title_sort syntheses of spliceostatins and thailanstatins: a review
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2020-08-01
description The spliceostatins/thailanstatins are a family of linear peptides/polyketides that inhibit pre-mRNA splicing, and as such act as potent cytotoxic compounds. These compounds generally contain 9 stereocenters spread over a common (2Z,4S)-4-acetoxy-2-butenamide fragment, an (all-cis)-2,3,5,6-tetrasubstituted tetrahydropyran fragment and a terminal oxane ring joined by a dienyl chain. Due to the impressive antitumor properties of these compounds, along with their complex structure, a number of total syntheses have been reported. This review will compare the synthetic strategies reported through the end of 2019.
topic antiproliferative
polyketide natural products
tetrahydropyrans
total synthesis
url https://doi.org/10.3762/bjoc.16.166
work_keys_str_mv AT williamadonaldson synthesesofspliceostatinsandthailanstatinsareview
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