期刊
MARINE DRUGS
卷 17, 期 7, 页码 -出版社
MDPI
DOI: 10.3390/md17070423
关键词
sesquiterpenoid quinones; 11-membered heterocycle; Dactylospongia elegans; DFT computations; BACE1; human glioma; human pancreatic carcinoma
资金
- National Institute on Aging [5R01AG039468]
- National Cancer Institute [R01CA208851]
- CRIF program of the National Science Foundation [CH E9974921]
- Elsa Pardee Foundation
- Department of Defense [W911NF-04-1-0344]
- MRI from the National Science Foundation [1532310]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1532310] Funding Source: National Science Foundation
Several known sesquiterpenoid quinones and quinols (1-9), and kauamide (10), a new polyketide-peptide containing an 11-membered heterocycle, were isolated from the extracts of the Hawaiian marine sponge Dactylospongia elegans. The planar structure of 10 was determined from spectroscopic analyses, and its relative and absolute configurations were established from density functional theory (DFT) calculations of the GIAO NMR shielding tensors, and advanced Marfey's analysis of the N-MeLeu residue, respectively. Compounds 1 and 3 showed moderate inhibition of beta-secretase 1 (BACE1), whereas 1-9 exhibited moderate to potent inhibition of growth of human glioma (U251) cells. Compounds 1-2 and 4-7 were also active against human pancreatic carcinoma (Panc-1) cells.
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