Journal
HETEROCYCLES
Volume 82, Issue 1, Pages 461-472Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-10-S(E)19
Keywords
Stephacidins; Notoamide; Prenylated Indole Alkaloid; Biosynthesis; Fungal Metabolite
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Funding
- National Institutes of Health [CA CA070375]
- Ministry of Education, Culture, Sports, Science and Technology of Japan [19310140]
- Naito Foundation
- Grants-in-Aid for Scientific Research [19310140] Funding Source: KAKEN
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Notoamide S has been suggested to be the final common precursor between two different Aspergillus sp. fungal strains before diverging to form enantiomerically opposite natural products (+)- and (-)-stephacidin A and (+)- and (-)-notoamide B. The synthesis of notoamide S comes from the coupling of N-Fmoc proline with a 6-hydroxy-7-prenyl-2-reverse prenyl tryptophan derivative that was synthesized via a late stage Claisen rearrangement from a 6-propargyl-2-reverse prenylated indole.
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