Journal
JOURNAL OF NATURAL PRODUCTS
Volume 77, Issue 6, Pages 1536-1540Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np500290a
Keywords
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan [18406002, 25293025, 2586501]
- Uehara Memorial Foundation
- Grants-in-Aid for Scientific Research [25293025, 25293089, 26305005, 26860067] Funding Source: KAKEN
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Two new manzamine alkaloids, acantholactam (3) and pre-neo-kauluamine (4), were isolated from the marine sponge Acanthostrongylophora ingens along with manzamine A (1) and neo-kauluamine (2). Acantholactam contains a gamma-lactam ring N-substituted with a (Z)-2-hexenoic acid moiety and is proposed to be biosynthetically derived from manzamine A by oxidative cleavage of the eight-membered ring. Compound 4 was converted to the dimer 2 during storage, suggesting nonenzymatic dimer formation. Among the four isolated compounds, 1, 2, and 4 showed proteasome inhibitory activity.
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