Chemoenzymatic synthesis of macrocyclic peptides and polyketides via thioesterase-catalyzed macrocyclization

• Senze Qiao,
• Zhongyu Cheng and
• Fuzhuo Li

Beilstein J. Org. Chem. 2024, 20, 721–733, doi:10.3762/bjoc.20.66

• -like hexapeptides and also working on the cyclization of penta- and tetrapeptides [64]. The findings illustrated that PBP-type discrete TEs would become potent tools for the construction of a noncanonical macrocyclic peptides library. Macrocyclic polyketides and PKS/NRPS hybrids In contrast to the

• for these natural products that aim to address the common issues in classical synthetic approaches and increase synthetic efficiencies, which have the potential to facilitate further pharmaceutical research. Keywords: biosynthesis; chemoenzymatic synthesis; macrocyclic peptides; macrocyclic

• polyketides; thioesterase; Introduction Nonribosomal peptides, polyketides, and their hybrids exhibit significant diversity and a broad spectrum of bioactivities [1][2][3]. Particularly, macrocycles from these three categories of natural products are vital resources for developing pharmaceuticals and drug

The chemistry of isoindole natural products

• Klaus Speck and
• Thomas Magauer

Beilstein J. Org. Chem. 2013, 9, 2048–2078, doi:10.3762/bjoc.9.243

• . This motif is found in its intact or modified form in indolocarbazoles, macrocyclic polyketides (cytochalasan alkaloids), the aporhoeadane alkaloids, meroterpenoids from Stachybotrys species and anthraquinone-type alkaloids. Concerning their biological activity, molecular structure and synthesis, we

• , dihydroxylation and a final deprotection step. Macrocyclic polyketides: The first cytochalasan alkaloids, cytochalasin A (51) and B (52), originally named phomins [39], were isolated in 1966 [39][40][41][42]. Since then, the number of natural products belonging to this family has increased to over 80. Some

New tridecapeptides of the theonellapeptolide family from the Indonesian sponge Theonella swinhoei

• Annamaria Sinisi,
• Barbara Calcinai,
• Carlo Cerrano,
• Henny A. Dien,
• Angela Zampella,
• Claudio D’Amore,
• Barbara Renga,
• Stefano Fiorucci and
• Orazio Taglialatela-Scafati

Beilstein J. Org. Chem. 2013, 9, 1643–1651, doi:10.3762/bjoc.9.188

• treasure troves of secondary metabolites. The chemical diversity of the isolated compounds ranges from unusual steroids (exemplified by the 4-methylene sterol theonellasterol [2][3] and truncated side-chain sulfated steroids [4]), to complex macrocyclic polyketides (as the well-known swinholide A, now a