Cytotoxic xanthone-anthraquinone heterodimers from an unidentified fungus of the order Hypocreales (MSX 17022)

被引：34

作者：

Ayers, Sloan ^{[1
]}

Graf, Tyler N. ^{[1
]}

Adcock, Audrey F. ^{[2
]}

Kroll, David J. ^{[2
]}

Shen, Qi ^{[3
]}

Swanson, Steven M. ^{[3
]}

Matthew, Susan ^{[4
]}

de Blanco, Esperanza J. Carcache ^{[4
,5
]}

Wani, Mansukh C. ^{[6
]}

Darveaux, Blaise A. ^{[7
]}

Pearce, Cedric J. ^{[7
]}

Oberlies, Nicholas H. ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem & Biochem, Greensboro, NC 27402 USA

[2] N Carolina Cent Univ, BRITE, Dept Pharmaceut Sci, Durham, NC USA

[3] Univ Illinois, Dept Med Chem & Pharmacognosy, Chicago, IL USA

[4] Div Pharm Practice & Adm, Columbus, OH USA

[5] Ohio State Univ, Div Med Chem & Pharmacognosy, Columbus, OH 43210 USA

[6] Res Triangle Inst, Nat Prod Lab, Res Triangle Pk, NC 27709 USA

[7] Mycosynthetix, Hillsborough, NC USA

来源：

JOURNAL OF ANTIBIOTICS | 2012年 / 65卷 / 01期

基金：

美国国家卫生研究院;

关键词：

acremonidin; anthraquinone; cytotoxicity; fungus; moniliphenone; 20S proteasome; xanthone; BIOSYNTHESIS; ANTIBIOTICS; METABOLITES; DERIVATIVES; ACID; CELL;

D O I：

10.1038/ja.2011.95

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Two new xanthone-anthraquinone heterodimers, acremoxanthone C (5) and acremoxanthone D (2), have been isolated from an extract of an unidentified fungus of the order Hypocreales (MSX 17022) by bioactivity-directed fractionation as part of a search for anticancer leads from filamentous fungi. Two known related compounds, acremonidin A (4) and acremonidin C (3) were also isolated, as was a known benzophenone, moniliphenone (1). The structures of these isolates were determined via extensive use of spectroscopic and spectrometric tools in conjunction with comparisons to the literature. All compounds (1-5) were evaluated against a suite of biological assays, including those for cytotoxicity, inhibition of the 20S proteasome, mitochondrial transmembrane potential and nuclear factor-kappa B. The Journal of Antibiotics (2012) 65, 3-8; doi:10.1038/ja.2011.95; published online 9 November 2011

引用

页码：3 / 8

页数：6

共 21 条

[1]

[Anonymous], DICT NATURAL PRODUCT

[2] Resorcylic Acid Lactones with Cytotoxic and NF-κB Inhibitory Activities and Their Structure-Activity Relationships [J].

Ayers, Sloan ;

Graf, Tyler N. ;

Adcock, Audrey F. ;

Kroll, David J. ;

Matthew, Susan ;

de Blanco, Esperanza J. Carcache ;

Shen, Qj ;

Swanson, Steven M. ;

Wani, Mansukh C. ;

Pearce, Cedric J. ;

Oberlies, Nicholas H. .

JOURNAL OF NATURAL PRODUCTS, 2011, 74 (05) :1126-1131

[3]

Blunt J. W., 2010, ANTIMARIN DATABASE

[4]

Carney D N, 1982, Stem Cells, V1, P149

[5] Bioactive 5,6-Dihydro-α-pyrone Derivatives from Hyptis brevipes [J].

Deng, Ye ;

Balunas, Marcy J. ;

Kim, Jeong-Ah ;

Lantvit, Daniel D. ;

Chin, Young-Won ;

Chai, Heebyung ;

Sugiarso, Sugeng ;

Kardono, Leonardus B. S. ;

Fong, Harry H. S. ;

Pezzuto, John M. ;

Swanson, Steven M. ;

de Blanco, Esperanza J. Carcache ;

Kinghorn, A. Douglas .

JOURNAL OF NATURAL PRODUCTS, 2009, 72 (06) :1165-1169

[6]

Fogh J., 1975, HUMAN TUMOR CELLS IN, P115, DOI DOI 10.1007/978-1-4757-1647-4_5

[7] FUNGAL METABOLITES .11. A POTENT IMMUNOSUPPRESSIVE ACTIVITY FOUND IN ISARIA-SINCLAIRII METABOLITE [J].

FUJITA, T ;

INOUE, K ;

YAMAMOTO, S ;

IKUMOTO, T ;

SASAKI, S ;

TOYAMA, R ;

CHIBA, K ;

HOSHINO, Y ;

OKUMOTO, T .

JOURNAL OF ANTIBIOTICS, 1994, 47 (02) :208-215

[8] FUNGAL METABOLITES .12. POTENT IMMUNOSUPPRESSANT, 14-DEOXOMYRIOCIN, (2S,3R,4R)-(E)-2-AMINO-3,4-DIHYDROXY-2-HYDROXYMETHYLEICOS-6-ENOIC ACID AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF MYRIOCIN DERIVATIVES [J].

FUJITA, T ;

INOUE, K ;

YAMAMOTO, S ;

IKUMOTO, T ;

SASAKI, S ;

TOYAMA, R ;

YONETA, M ;

CHIBA, K ;

HOSHINO, Y ;

OKUMOTO, T .

JOURNAL OF ANTIBIOTICS, 1994, 47 (02) :216-224

[9] Where are all the undescribed fungi? [J].

Hawksworth, DL ;

Rossman, AY .

PHYTOPATHOLOGY, 1997, 87 (09) :888-891

[10] Acremonidins, new polyketide-derived antibiotics produced by Acremonium sp., LL-Cyan 416 [J].

He, HY ;

Bigelis, R ;

Solum, EH ;

Greenstein, M ;

Carter, GT .

JOURNAL OF ANTIBIOTICS, 2003, 56 (11) :923-930

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