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Structural Revision of Lydiamycin A by Reinvestigation of the Stereochemistry
- Authors
- Hwang, Sunghoon; Shin, Daniel; Kim, Tae Ho; An, Joon Soo; Jo, Shin-Il; Jang, Jichan; Hong, Suckchang; Shin, Jongheon; Oh, Dong-Chan
- Issue Date
- 15-May-2020
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.22, no.10, pp 3855 - 3859
- Pages
- 5
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 22
- Number
- 10
- Start Page
- 3855
- End Page
- 3859
- ISSN
- 1523-7060
1523-7052
- Abstract
- Lydiamycin A (1) is a previously reported piperazic acid-bearing cyclic peptide from Streptomyces. The absolute configuration of lydiamycin A has not been fully determined despite the fact that multiple total syntheses have been reported. The absolute configuration of 1 was reinvestigated by the advanced Marfey's method, chemical derivatization, and quantum-mechanics-based computational analysis, eventually resulting in a structural revision and establishment of the complete configuration. Lydiamycin A displayed weak antituberculosis activity in vitro.
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