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
. 2008 Jul;71(7):1213-7.
doi: 10.1021/np8001628. Epub 2008 Jun 18.

Spheciosterol sulfates, PKCzeta inhibitors from a philippine sponge Spheciospongia sp

Affiliations

Spheciosterol sulfates, PKCzeta inhibitors from a philippine sponge Spheciospongia sp

Emily L Whitson et al. J Nat Prod. 2008 Jul.

Abstract

Three new sterol sulfates, spheciosterol sulfates A-C (1-3), and the known sterol sulfate topsentiasterol sulfate E (4) have been isolated from the sponge Spheciospongia sp., collected in the Philippines. Structures were assigned on the basis of extensive 1D and 2D NMR studies as well as analysis by HRESIMS. Compounds 1-4 inhibited PKCzeta with IC50 values of 1.59, 0.53, 0.11, and 1.21 microM, respectively. In a cell-based assay, 1-4 also inhibited NF-kappaB activation with EC50 values of 12-64 microM.

PubMed Disclaimer

Figures

Figure 1
Figure 1
Key ROE correlations supporting the relative configuration of spheciosterol sulfate A.
Figure 2
Figure 2
Proposed biosynthesis for the side chains present in spheciosterol sulfates A−C (13) and topsentiasterol sulfate E (4).

Similar articles

Cited by

References

    1. Sarma N. S.; Krishna M. S. R.; Rao S. R. Mar. Drugs 2005, 3, 84–111.
    1. D’Auria M. V.; Minale L.; Riccio R. Chem. Rev. 1993, 93, 1839–1895.
    1. McKee T. C.; Cardellina J. H., II; Riccio R.; D’Auria M. V.; Iorizzi M.; Minale L.; Moran R. A.; Gulakowski R. J.; McMahon J. B.; Buckheit R.W., Jr.; Snader K. M.; Boyd M. R. J. Med. Chem. 1994, 37, 793–797. - PubMed
    1. Lerch M. L.; Faulkner D. J. Tetrahedron 2001, 57, 4091–4094.
    1. Sun H. H.; Cross S. S.; Gunasekera M.; Koehn F. E. Tetrahedron 1991, 47, 1185–1190.

Publication types

LinkOut - more resources