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SAR Studies of the Leupyrrins: Design and Total Synthesis of Highly Potent Simplified Leupylogs.


ABSTRACT: Leupyrrins are highly potent antifungal agents. A structure-activity-relationship study of natural and synthetic derivatives is reported which reveals important insights into the biological relevance of several structural subunits leading to the discovery of highly potent but drastically simplified leupylogs that incorporate a stable and readily available aromatic side chain. For their synthesis a concise strategy is described that enables a short and versatile access.

SUBMITTER: Wosniok PR 

PROVIDER: S-EPMC7756798 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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SAR Studies of the Leupyrrins: Design and Total Synthesis of Highly Potent Simplified Leupylogs.

Wosniok Paul R PR   Knopf Christopher C   Dreisigacker Sandra S   Orozco-Rodriguez J Manuel JM   Hinkelmann Bettina B   Mueller Peter P PP   Brönstrup Mark M   Menche Dirk D  

Chemistry (Weinheim an der Bergstrasse, Germany) 20201015 66


Leupyrrins are highly potent antifungal agents. A structure-activity-relationship study of natural and synthetic derivatives is reported which reveals important insights into the biological relevance of several structural subunits leading to the discovery of highly potent but drastically simplified leupylogs that incorporate a stable and readily available aromatic side chain. For their synthesis a concise strategy is described that enables a short and versatile access. ...[more]

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