Natural and Nature‐Inspired Macrocycles

Wessjohann, Ludger A.; Bartelt, Richard; Brandt, Wolfgang

doi:10.1002/9781119092599.ch4

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Cited by 2 publications

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“…Nature frequently exploits macrocycles as functional molecules within living systems, 1–3 and many of these and their derivatives have been exploited as therapeutics. 4–6 Some of the most important drugs for human health are naturally-occurring macrocycles, including vancomycin and cyclosporin.…”

Section: Introductionmentioning

confidence: 99%

Chiral, sequence-definable foldamer-derived macrocycles

et al. 2021

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Section: Introductionmentioning

confidence: 99%

Chiral, sequence-definable foldamer-derived macrocycles

et al. 2021

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Heterocyclic and Alkyne Terpenoids by Terpene Synthase‐Mediated Biotransformation of Non‐Natural Prenyl Diphosphates: Access to New Fragrances and Probes

et al. 2022

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Two terpene cyclases were used as biocatalytic tool, namely, limonene synthase from Cannabis sativa (CLS) and 5-epiaristolochene synthase (TEAS) from Nicotiana tabacum. They showed significant substrate flexibility towards non-natural prenyl diphosphates to form novel terpenoids, including core oxa-and thia-heterocycles and alkyne-modified terpenoids. We elucidated the structures of five novel monoterpene-analogues and a known sesquiterpene-analogue. These results reflected the terpene synthases' ability and promiscuity to broaden the pool of terpenoids with structurally complex analogues. Docking studies highlight an on-off conversion of the unnatural substrates.

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Natural and Nature‐Inspired Macrocycles

Cited by 2 publications

References 187 publications

Chiral, sequence-definable foldamer-derived macrocycles

Chiral, sequence-definable foldamer-derived macrocycles

Heterocyclic and Alkyne Terpenoids by Terpene Synthase‐Mediated Biotransformation of Non‐Natural Prenyl Diphosphates: Access to New Fragrances and Probes

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