Total Synthesis of Pagoamide A

Wu, Fusong; Yu, Jie; Meng, Junling; Guo, Yian; Ye, Tao

doi:10.3390/molecules26144224

Cited by 4 publications

(4 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A separate total synthesis of pagoamide A was reported by the Ye group after we submitted this manuscript (Wu et al, 2021).…”

Section: Discussionmentioning

confidence: 98%

Total Synthesis and Antimicrobial Evaluation of Pagoamide A

Chu

2021

Front. Chem.

View full text Add to dashboard Cite

Natural products are often the starting point for drug development and also the testing ground for synthetic methods. Herein we describe the total synthesis and antimicrobial evaluation of a marine natural product, pagoamide A, which is a macrocyclic depsipeptide with two backbone thiazole units and a dimethylated N-terminus. The two thiazole building blocks were synthesized from commercially available materials in four or fewer steps and employed directly in solid-phase peptide synthesis (SPPS) to afford pagoamide A. The use of SPPS ensured that the synthetic sequence is operationally straightforward and, if needed, permits modular substitution of building blocks to easily access diverse structural analogs. Our antimicrobial assays showed that pagoamide A has moderate activity against Bacillus subtilis.

show abstract

“…A separate total synthesis of pagoamide A was reported by the Ye group after we submitted this manuscript (Wu et al, 2021).…”

Section: Discussionmentioning

confidence: 98%

Total Synthesis and Antimicrobial Evaluation of Pagoamide A

Chu

2021

Front. Chem.

View full text Add to dashboard Cite

show abstract

“…has been reported simultaneously by two groups, conrming the structure assigned. 366,367 A review of the use of invasive algal species, especially chlorophytes, as sources of valuable marine bioactives has been published. 368 The bioactivity of two related norterpenoids has been reported in different publications.…”

Section: Dinoagellatesmentioning

confidence: 99%

Marine natural products

et al. 2023

View full text Add to dashboard Cite

show abstract

“…We also found that both p53 and MDM2 bind to PCNA directly through a conserved PIP box in p53 and MDM2 [ 23 ]. Based on these findings and our experience obtained from medicinal chemistry [ 24 ] and total synthesis of marine natural products [ 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 ], we initiated a chemical biology program aiming to develop inhibitors to block p53 degradation based on the PCNA binding motif, a helix-containing PIP-box of PCNA interaction proteins.…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate

et al. 2023

Self Cite

View full text Add to dashboard Cite

A novel hydrogen bond surrogate-based (HBS) α-helix mimetic was designed by the combination of covalent H-bond replacement and the use of an ether linkage to substitute an amide bond within a short peptide sequence. The new helix template could be placed in position other than the N-terminus of a short peptide, and the CD studies demonstrate that the template adopts stable conformations in aqueous buffer at exceptionally high temperatures.

show abstract

Total Synthesis of Pagoamide A

Cited by 4 publications

References 24 publications

Total Synthesis and Antimicrobial Evaluation of Pagoamide A

Total Synthesis and Antimicrobial Evaluation of Pagoamide A

Marine natural products

Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate

Contact Info

Product

Resources

About