Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp.

Wai S. Ma; Tina Mutka; Brian Vesley; Margaret O. Amsler; James B. McClintock; Charles D. Amsler; Jason A. Perman; Maya P. Singh; William M. Maiese; Michael J. Zaworotko; Dennis E. Kyle; Bill J. Baker

doi:10.1021/np900382x

Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp.

Wai S. Ma, Tina Mutka, Brian Vesley, Margaret O. Amsler, James B. McClintock, Charles D. Amsler, Jason A. Perman, Maya P. Singh, William M. Maiese, Michael J. Zaworotko, Dennis E. Kyle, Bill J. Baker

Research output: Contribution to journal › Article › peer-review

Abstract

Five new steroids, norselic acids A-E (1-5), were isolated from the sponge Crella sp. collected in Antarctica. The planar structures of the norselic acids were established by extensive NMR spectroscopy and mass spectrometry studies, and the configuration of norselic acid A (1) was elucidated by X-ray crystallography. Norselic acid A displays antibiotic activity against methicillin-resistant Staphylococcus aureus (MRSA), methicillin-sensitive S. aureus (MSSA), vancomycinresistant Enterococcus faecium (VRE), and Candida albicans and reduces consumption of food pellets by sympatric mesograzers. Compounds 1-5 are also active against the Leishmania parasite at low micromolar levels.

Original language	English
Pages (from-to)	1842-1846
Number of pages	5
Journal	Journal of Natural Products
Volume	72
Issue number	10
DOIs	https://doi.org/10.1021/np900382x
Publication status	Published - 23 Oct 2009
Externally published	Yes

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Ma, W. S., Mutka, T., Vesley, B., Amsler, M. O., McClintock, J. B., Amsler, C. D., Perman, J. A., Singh, M. P., Maiese, W. M., Zaworotko, M. J., Kyle, D. E., & Baker, B. J. (2009). Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp. Journal of Natural Products, 72(10), 1842-1846. https://doi.org/10.1021/np900382x

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title = "Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp.",

abstract = "Five new steroids, norselic acids A-E (1-5), were isolated from the sponge Crella sp. collected in Antarctica. The planar structures of the norselic acids were established by extensive NMR spectroscopy and mass spectrometry studies, and the configuration of norselic acid A (1) was elucidated by X-ray crystallography. Norselic acid A displays antibiotic activity against methicillin-resistant Staphylococcus aureus (MRSA), methicillin-sensitive S. aureus (MSSA), vancomycinresistant Enterococcus faecium (VRE), and Candida albicans and reduces consumption of food pellets by sympatric mesograzers. Compounds 1-5 are also active against the Leishmania parasite at low micromolar levels.",

author = "Ma, {Wai S.} and Tina Mutka and Brian Vesley and Amsler, {Margaret O.} and McClintock, {James B.} and Amsler, {Charles D.} and Perman, {Jason A.} and Singh, {Maya P.} and Maiese, {William M.} and Zaworotko, {Michael J.} and Kyle, {Dennis E.} and Baker, {Bill J.}",

year = "2009",

month = oct,

day = "23",

doi = "10.1021/np900382x",

language = "English",

volume = "72",

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journal = "Journal of Natural Products",

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Ma, WS, Mutka, T, Vesley, B, Amsler, MO, McClintock, JB, Amsler, CD, Perman, JA, Singh, MP, Maiese, WM, Zaworotko, MJ, Kyle, DE & Baker, BJ 2009, 'Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp.', Journal of Natural Products, vol. 72, no. 10, pp. 1842-1846. https://doi.org/10.1021/np900382x

TY - JOUR

T1 - Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp.

AU - Ma, Wai S.

AU - Mutka, Tina

AU - Vesley, Brian

AU - Amsler, Margaret O.

AU - McClintock, James B.

AU - Amsler, Charles D.

AU - Perman, Jason A.

AU - Singh, Maya P.

AU - Maiese, William M.

AU - Zaworotko, Michael J.

AU - Kyle, Dennis E.

AU - Baker, Bill J.

PY - 2009/10/23

Y1 - 2009/10/23

N2 - Five new steroids, norselic acids A-E (1-5), were isolated from the sponge Crella sp. collected in Antarctica. The planar structures of the norselic acids were established by extensive NMR spectroscopy and mass spectrometry studies, and the configuration of norselic acid A (1) was elucidated by X-ray crystallography. Norselic acid A displays antibiotic activity against methicillin-resistant Staphylococcus aureus (MRSA), methicillin-sensitive S. aureus (MSSA), vancomycinresistant Enterococcus faecium (VRE), and Candida albicans and reduces consumption of food pellets by sympatric mesograzers. Compounds 1-5 are also active against the Leishmania parasite at low micromolar levels.

AB - Five new steroids, norselic acids A-E (1-5), were isolated from the sponge Crella sp. collected in Antarctica. The planar structures of the norselic acids were established by extensive NMR spectroscopy and mass spectrometry studies, and the configuration of norselic acid A (1) was elucidated by X-ray crystallography. Norselic acid A displays antibiotic activity against methicillin-resistant Staphylococcus aureus (MRSA), methicillin-sensitive S. aureus (MSSA), vancomycinresistant Enterococcus faecium (VRE), and Candida albicans and reduces consumption of food pellets by sympatric mesograzers. Compounds 1-5 are also active against the Leishmania parasite at low micromolar levels.

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VL - 72

SP - 1842

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JO - Journal of Natural Products

JF - Journal of Natural Products

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Norselic acids A-E, highly oxidized anti-infective steroids that deter mesograzer predation, from the antarctic sponge Crella sp.

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