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Indole Alkaloids from Two Cultured Cyanobacteria, Westiellopsis sp. and Fischerella muscicola

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Title: Indole Alkaloids from Two Cultured Cyanobacteria, Westiellopsis sp. and Fischerella muscicola
Author(s): Kim, Hyunjung; Lantvit, Daniel; Hwang, Chang Hwa; Kroll, David J.; Swanson, Steven M.; Franzblau, Scott G.; Orjala, Jimmy
Abstract: Chemical investigation of two cultured cyanobacteria, Westiellopsis sp. (SAG strain number 20.93) and Fischerella muscicola (UTEX strain number LB1829) led to the isolation of three hapalindole-type alkaloids, namely hapalindole X (1), deschloro hapalindole I (2), and 13-hydroxy dechlorofontonamide (3), along with ten known indole alkaloids (hapalindoles A, C, G, H, I, J, and U, hapalonamide H, anhydrohapaloxindole A, and fischerindole L) and fischerellins A and B. The structures were determined by a combination of spectroscopic analyses mainly based on 1D and 2D NMR and HRESIMS data. Selected compounds were evaluated for cytotoxicity and exhibited weak to moderate cytotoxicity against HT-29, MCF-7, NCI-H460, SF268, and IMR90 cells. All compounds, except hapalindole C, were evaluated for 20S proteasome inhibition and displayed either weak or no inhibition at 25 μg/mL. Selected compounds were also evaluated for antimicrobial activity, and hapalindoles X (1) and A, and hapalonamide H showed potent activity against both M. tuberculosis and C. albicans with MIC values ranging from 0.6 to 2.5 μM.
Issue Date: 2012
Publisher: Elsevier
Citation Info: Kim, H. Lantvit, D. Hwang, C. H. Kroll, D. J. Swanson, S. M. Franzblau, S. G. Orjala, J.. (2012). "Indole alkaloids from two cultured cyanobacteria, Westiellopsis sp and Fischerella muscicola." Bioorganic and Medicinal Chemistry 20(17): 5290-5295. DOI: 10.1016/j.bmc.2012.06.030
Type: Article
Description: NOTICE: this is the author’s version of a work that was accepted for publication in Bioorganic and Medicinal Chemistry. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Bioorganic and Medicinal Chemistry, [Vol 20, Issue 17, (2012)] DOI: 10.1016/j.bmc.2012.06.030
URI: http://hdl.handle.net/10027/8769
ISSN: 0968-0896
Sponsor: This research was supported by the National Cancer Institute (PO1CA125066)
Date Available in INDIGO: 2012-11-05
 

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