Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2011 Feb 25;74(2):185-93.
doi: 10.1021/np100613p. Epub 2011 Jan 31.

Mirabamides E-H, HIV-inhibitory depsipeptides from the sponge Stelletta clavosa

Affiliations

Mirabamides E-H, HIV-inhibitory depsipeptides from the sponge Stelletta clavosa

Zhenyu Lu et al. J Nat Prod. .

Abstract

Four new depsipeptides, mirabamides E-H (1-4), and the known depsipeptide mirabamide C (5) have been isolated from the sponge Stelletta clavosa, collected from the Torres Strait. The planar structures were determined on the basis of extensive 1D and 2D NMR and HRESIMS. The absolute configurations were established by the advanced Marfey's method, NMR, and GC-MS. The four new compounds all showed strong inhibition of HIV-1 in a neutralization assay with IC(50) values of 121, 62, 68, and 41 nM, respectively.

PubMed Disclaimer

Figures

Figure 1
Figure 1
TOCSY and key HMBC and NOESY correlations for compound 1.
Figure 2
Figure 2
Effects of mirabamides E-H in HIV-1 neutralization assays (standard deviations averaged 15%).

References

    1. Bewley CA, Faulkner DJ. Angew Chem Int Ed. 1998;37:2162–2178. - PubMed
    1. Fusetani N, Matsunaga S. Chem Rev. 1993;93:1793–1806.
    1. Shankar G, Andavan B, Lemmens-Gruber R. Mar Drugs. 2010;8:810–834. - PMC - PubMed
    1. Zampella A, D’Auria MV, Paloma LG, Casapullo A, Minale L, Debitus C, Henin Y. J Am Chem Soc. 1996;118:6202–6209.
    1. Oku N, Gustafson KR, Cartner LK, Wilson JA, Shigematsu N, Hess S, Pannell LK, Boyd MR, McMahon JB. J Nat Prod. 2004;67:1407–1411. - PubMed

Publication types

MeSH terms

LinkOut - more resources