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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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2020-08-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.16.166 |
| _version_ | 1819050879009947648 |
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| author | William A. Donaldson |
| author_facet | William A. Donaldson |
| author_sort | William A. Donaldson |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-21T11:55:03Z |
| format | Article |
| id | doaj.art-1b53964cbf074b27a7ee8e0118c96e8c |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-21T11:55:03Z |
| publishDate | 2020-08-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-1b53964cbf074b27a7ee8e0118c96e8c2022-12-21T19:04:57ZengBeilstein-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 |
| spellingShingle | William A. Donaldson Syntheses of spliceostatins and thailanstatins: a review Beilstein Journal of Organic Chemistry antiproliferative polyketide natural products tetrahydropyrans total synthesis |
| title | 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_short | Syntheses of spliceostatins and thailanstatins: a review |
| title_sort | syntheses of spliceostatins and thailanstatins a review |
| topic | antiproliferative polyketide natural products tetrahydropyrans total synthesis |
| url | https://doi.org/10.3762/bjoc.16.166 |
| work_keys_str_mv | AT williamadonaldson synthesesofspliceostatinsandthailanstatinsareview |