Aurilides B and C, cancer cell toxins from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula

Bingnan Han; Harald Gross; Douglas E. Goeger; Susan L. Mooberry; William H. Gerwick

doi:10.1021/np0503911

Aurilides B and C, cancer cell toxins from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula

Bingnan Han, Harald Gross, Douglas E. Goeger, Susan L. Mooberry, William H. Gerwick

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

69 Scopus citations

Abstract

Cytotoxicity-guided fractionation of a strain of the marine cyanobacterium Lyngbya majuscula collected from Papua New Guinea led to the isolation of aurilides B (1) and C (2). The planar structures of 1 and 2 were established by spectroscopic analysis, including HR-FABMS, 1D ¹H and ¹³C NMR, and 2D COSY, HSQC, HSQC-TOCSY, and HMBC spectra. The absolute configuration was determined by spectroscopic analysis and chiral HPLC analysis of acid hydrolysates of 1 and 2. Both aurilides B and C showed in vitro cytotoxicity toward NCI-H460 human lung tumor and the neuro-2a mouse neuroblastoma cell lines, with LC₅₀ values between 0.01 and 0.13 μM. Aurilide B (1) was evaluated in the NCI 60 cell line panel and found to exhibit a high level of cytotoxicity (the mean panel GI₅₀ concentration was less than 10 nM) and to be particularly active against leukemia, renal, and prostate cancer cell lines.

Original language	English (US)
Pages (from-to)	572-575
Number of pages	4
Journal	Journal of Natural Products
Volume	69
Issue number	4
DOIs	https://doi.org/10.1021/np0503911
State	Published - Apr 2006
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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title = "Aurilides B and C, cancer cell toxins from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula",

abstract = "Cytotoxicity-guided fractionation of a strain of the marine cyanobacterium Lyngbya majuscula collected from Papua New Guinea led to the isolation of aurilides B (1) and C (2). The planar structures of 1 and 2 were established by spectroscopic analysis, including HR-FABMS, 1D 1H and 13C NMR, and 2D COSY, HSQC, HSQC-TOCSY, and HMBC spectra. The absolute configuration was determined by spectroscopic analysis and chiral HPLC analysis of acid hydrolysates of 1 and 2. Both aurilides B and C showed in vitro cytotoxicity toward NCI-H460 human lung tumor and the neuro-2a mouse neuroblastoma cell lines, with LC50 values between 0.01 and 0.13 μM. Aurilide B (1) was evaluated in the NCI 60 cell line panel and found to exhibit a high level of cytotoxicity (the mean panel GI50 concentration was less than 10 nM) and to be particularly active against leukemia, renal, and prostate cancer cell lines.",

author = "Bingnan Han and Harald Gross and Goeger, {Douglas E.} and Mooberry, {Susan L.} and Gerwick, {William H.}",

year = "2006",

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pages = "572--575",

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issn = "0163-3864",

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T1 - Aurilides B and C, cancer cell toxins from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula

AU - Han, Bingnan

AU - Gross, Harald

AU - Goeger, Douglas E.

AU - Mooberry, Susan L.

AU - Gerwick, William H.

PY - 2006/4

Y1 - 2006/4

N2 - Cytotoxicity-guided fractionation of a strain of the marine cyanobacterium Lyngbya majuscula collected from Papua New Guinea led to the isolation of aurilides B (1) and C (2). The planar structures of 1 and 2 were established by spectroscopic analysis, including HR-FABMS, 1D 1H and 13C NMR, and 2D COSY, HSQC, HSQC-TOCSY, and HMBC spectra. The absolute configuration was determined by spectroscopic analysis and chiral HPLC analysis of acid hydrolysates of 1 and 2. Both aurilides B and C showed in vitro cytotoxicity toward NCI-H460 human lung tumor and the neuro-2a mouse neuroblastoma cell lines, with LC50 values between 0.01 and 0.13 μM. Aurilide B (1) was evaluated in the NCI 60 cell line panel and found to exhibit a high level of cytotoxicity (the mean panel GI50 concentration was less than 10 nM) and to be particularly active against leukemia, renal, and prostate cancer cell lines.

AB - Cytotoxicity-guided fractionation of a strain of the marine cyanobacterium Lyngbya majuscula collected from Papua New Guinea led to the isolation of aurilides B (1) and C (2). The planar structures of 1 and 2 were established by spectroscopic analysis, including HR-FABMS, 1D 1H and 13C NMR, and 2D COSY, HSQC, HSQC-TOCSY, and HMBC spectra. The absolute configuration was determined by spectroscopic analysis and chiral HPLC analysis of acid hydrolysates of 1 and 2. Both aurilides B and C showed in vitro cytotoxicity toward NCI-H460 human lung tumor and the neuro-2a mouse neuroblastoma cell lines, with LC50 values between 0.01 and 0.13 μM. Aurilide B (1) was evaluated in the NCI 60 cell line panel and found to exhibit a high level of cytotoxicity (the mean panel GI50 concentration was less than 10 nM) and to be particularly active against leukemia, renal, and prostate cancer cell lines.

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