Cryptophycin unit B analogues

Drug conjugates using toxic payloads are a promising approach for selectively combating cancer while sparing healthy tissue. The lack of highly cytotoxic and at the same time selective therapeutics against cancer is an ongoing challenge. Cryptophycins are a class of cyclic depsipeptides renowned for...

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Main Authors: Thomas Schachtsiek, Jona Voss, Maren Hamsen, Beate Neumann, Hans-Georg Stammler, Norbert Sewald
Format: Article
Language:English
Published: Beilstein-Institut 2025-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.21.40
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author Thomas Schachtsiek
Jona Voss
Maren Hamsen
Beate Neumann
Hans-Georg Stammler
Norbert Sewald
author_facet Thomas Schachtsiek
Jona Voss
Maren Hamsen
Beate Neumann
Hans-Georg Stammler
Norbert Sewald
author_sort Thomas Schachtsiek
collection DOAJ
description Drug conjugates using toxic payloads are a promising approach for selectively combating cancer while sparing healthy tissue. The lack of highly cytotoxic and at the same time selective therapeutics against cancer is an ongoing challenge. Cryptophycins are a class of cyclic depsipeptides renowned for their high cytotoxicity in the picomolar range often combined with efficacy against multidrug-resistant tumour cell lines. However, cryptophycins failed as stand-alone drugs in cancer treatment, and their naturally occurring derivatives lack a covalent attachment handle. By making use of drug conjugates, toxic payloads such as cryptophycins can be selectively delivered to the target site. We present the synthesis of two conjugable cryptophycins with amino groups in unit B, representing potential payloads for drug conjugates particularly effective against multidrug-resistant cancers.
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series Beilstein Journal of Organic Chemistry
spelling doaj-art-50303f5bf92b44d6a8d693aea8d469e72025-08-20T02:26:09ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-03-0121152653210.3762/bjoc.21.401860-5397-21-40Cryptophycin unit B analoguesThomas Schachtsiek0Jona Voss1Maren Hamsen2Beate Neumann3Hans-Georg Stammler4Norbert Sewald5Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Department of Chemistry, Inorganic and Structural Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Department of Chemistry, Inorganic and Structural Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Drug conjugates using toxic payloads are a promising approach for selectively combating cancer while sparing healthy tissue. The lack of highly cytotoxic and at the same time selective therapeutics against cancer is an ongoing challenge. Cryptophycins are a class of cyclic depsipeptides renowned for their high cytotoxicity in the picomolar range often combined with efficacy against multidrug-resistant tumour cell lines. However, cryptophycins failed as stand-alone drugs in cancer treatment, and their naturally occurring derivatives lack a covalent attachment handle. By making use of drug conjugates, toxic payloads such as cryptophycins can be selectively delivered to the target site. We present the synthesis of two conjugable cryptophycins with amino groups in unit B, representing potential payloads for drug conjugates particularly effective against multidrug-resistant cancers.https://doi.org/10.3762/bjoc.21.40cancer treatmentcryptophycinsdrug conjugatespayloadtargeted delivery
spellingShingle Thomas Schachtsiek
Jona Voss
Maren Hamsen
Beate Neumann
Hans-Georg Stammler
Norbert Sewald
Cryptophycin unit B analogues
Beilstein Journal of Organic Chemistry
cancer treatment
cryptophycins
drug conjugates
payload
targeted delivery
title Cryptophycin unit B analogues
title_full Cryptophycin unit B analogues
title_fullStr Cryptophycin unit B analogues
title_full_unstemmed Cryptophycin unit B analogues
title_short Cryptophycin unit B analogues
title_sort cryptophycin unit b analogues
topic cancer treatment
cryptophycins
drug conjugates
payload
targeted delivery
url https://doi.org/10.3762/bjoc.21.40
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AT jonavoss cryptophycinunitbanalogues
AT marenhamsen cryptophycinunitbanalogues
AT beateneumann cryptophycinunitbanalogues
AT hansgeorgstammler cryptophycinunitbanalogues
AT norbertsewald cryptophycinunitbanalogues