CC BY 4.0 · SynOpen 2023; 07(01): 130-139
DOI: 10.1055/a-2035-9753
paper

Synthesis of Acidiphilamide A–C: Secondary Metabolites from the Genus Streptacidiphilus

Poosa Mallesham
a   Chemistry Services, Aragen Life Sciences (Formerly known as GVK Biosciences), Survey No: 125 (part) & 126, IDA Mallapur, Hyderabad-500076, Telangana State, India
b   Department of Engineering Chemistry, Andhra University, Waltair Junction, Visakhapatnam, Andhra Pradesh, 530003, India
,
Karri Raghavulu
a   Chemistry Services, Aragen Life Sciences (Formerly known as GVK Biosciences), Survey No: 125 (part) & 126, IDA Mallapur, Hyderabad-500076, Telangana State, India
,
Venkatesh Miriyala
a   Chemistry Services, Aragen Life Sciences (Formerly known as GVK Biosciences), Survey No: 125 (part) & 126, IDA Mallapur, Hyderabad-500076, Telangana State, India
,
Raju Doddipalla
a   Chemistry Services, Aragen Life Sciences (Formerly known as GVK Biosciences), Survey No: 125 (part) & 126, IDA Mallapur, Hyderabad-500076, Telangana State, India
,
Satyanarayana Yennam
a   Chemistry Services, Aragen Life Sciences (Formerly known as GVK Biosciences), Survey No: 125 (part) & 126, IDA Mallapur, Hyderabad-500076, Telangana State, India
,
Paul Douglas Sanasi
b   Department of Engineering Chemistry, Andhra University, Waltair Junction, Visakhapatnam, Andhra Pradesh, 530003, India
,
a   Chemistry Services, Aragen Life Sciences (Formerly known as GVK Biosciences), Survey No: 125 (part) & 126, IDA Mallapur, Hyderabad-500076, Telangana State, India
› Institutsangaben


Abstract

We describe the efficient total syntheses of naturally occurring tripeptides acidiphilamides A–C and epi-acidiphilamides A–C, which were prepared from commercially available l-phenyl alanine using hexafluorophosphate azabenzotriazole tetramethyl uronium (HATU) as peptide coupling reagent. The structures of the natural acidiphilamides A, B and C were characterized by NMR, MS and SOR data, which match those of natural products, whereas the structures of epi-acidiphilamides A, B and C were confirmed by 2D NMR studies.

Supporting Information



Publikationsverlauf

Eingereicht: 10. November 2022

Angenommen nach Revision: 15. Februar 2023

Accepted Manuscript online:
15. Februar 2023

Artikel online veröffentlicht:
28. März 2023

© 2023. This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)

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