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Macrocyclization strategies for the total synthesis of cyclic depsipeptides

Organic & Biomolecular Chemistry, 2023
Cyclic depsipeptides, bioactive natural products containing ester(s) and amides in the macrocycle, are synthesizedvia3 strategies, macrolactamization in solution, macrolactamization on-resin, and macrolactonization.
André R. Paquette, Christopher N. Boddy
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Cyclic Depsipeptides, Callipeltins

2020
Marine sponges are considered as an untapped reservoir of biologically active natural compounds exhibiting numerous interesting and potentially useful pharmacological activities, including antimicrobial, antifungal, cytotoxic, anti-inflammatory, and immunostimulatory activities.
Reda A. Abdelhamid, Hiroyuki Konno
openaire   +1 more source

Total Synthesis of the Marine Cyclic Depsipeptide Viequeamide A

Journal of Natural Products, 2013
The first total synthesis of viequeamide A, a natural cyclic depsipeptide isolated from a marine button cyanobacterium, was achieved with the N-Me-Val-Thr peptide bond as the final macrocyclization site. The synthetic product gave nearly identical spectroscopic data to that reported for the natural product.
Dongyu, Wang   +5 more
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Synergistic action of a cyclic depsipeptide and piperazine on nematodes

Parasitology Research, 2000
The present study describes the synergistic effects of the cyclic depsipeptide BAY 44-4400 and piperazine in the treatment against the nematodes Trichinella spiralis, Heligmosomoides polygyrus, and Heterakis spumosa. The in vitro anthelmintic activity of a combination of the two compounds (1.7 motility units) against T.
F, Nicolay   +3 more
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Total synthesis of aureobasidin a, an antifungal cyclic depsipeptide

Chemistry Letters, 1993
Abstract A total synthesis of an antifungal cyclic depsipeptide aureobasidin A was first achieved mainly using PyBroP1) as a coupling reagent. The synthetic cyclized product was completely identical with the natural antibiotic in all respects. Some unexpected reactions due to N-methylamino acid were also described.
Toru Kurome   +6 more
openaire   +1 more source

Total synthesis of antimicrobial and antitumor cyclic depsipeptides

Chemical Communications, 2010
The total synthesis of natural products "has to be viewed as an art and a science that needs to be advanced for its own sake" (K. C. Nicolaou) and indeed, the achievements within this field of chemistry during the last decades are astonishing. However, besides its inherent beauty, total synthesis also opens the gates widely to a better understanding of
Wenhua, Li   +2 more
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A Total Synthesis of the Cyclic Depsipeptide Chaiyaphumine‐A

ChemistrySelect, 2017
Abstract The first total synthesis of Chaiyaphumine‐A, a cyclic depsipentapeptide isolated from Xenorhabdus SP. PB614 which showed good activity against Plasmodium falcifarum (IC 50 = 0.61 μM ...
Somnath S. Gholap, Sandip R. Ugale
openaire   +1 more source

Chemistry and Biology of Cyclic Depsipeptides of Medicinal and Biological Interest

Current Medicinal Chemistry, 2004
Cyclodepsipeptides comprise a wide variety of cyclic peptides of natural origin and are characterized by the occurrence of at least one ester linkage. The great interest that this class of natural products has elicited in scientific community is explained by their wide range of biological activities, intriguing mechanisms of action and attractive ...
Francisco, Sarabia   +4 more
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Asymmetric Total Syntheses of Marine Cyclic Depsipeptide Halipeptins A–D

Chemistry – A European Journal, 2006
AbstractHalipeptins A–D (1 a–d) are a family of natural cyclic depsipeptides isolated from marine sponges. Total syntheses of these four compounds are detailed in this report. The key elements in this synthesis include the elaboration of the polysubstituted decanoic acid parts by two asymmetric aldol reactions, assembly of the N‐methyl‐δ ...
Shouyun, Yu, Xianhua, Pan, Dawei, Ma
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