Cytotoxic Clerodane Diterpenes from Zuelania guidonia

被引：25

作者：

Calderon, Carlos ^{[1
,2
]}

De Ford, Christian ^{[3
,4
]}

Castro, Victor ^{[1
,2
]}

Merfort, Irmgard ^{[3
,4
]}

Murillo, Renato ^{[1
,2
]}

机构：

[1] Univ Costa Rica, Escuela Quim, San Jose 2060, Costa Rica

[2] Univ Costa Rica, CIPRONA, San Jose 2060, Costa Rica

[3] Univ Freiburg, Dept Pharmaceut Biol & Biotechnol, D-79104 Freiburg, Germany

[4] Univ Freiburg, Spemann Grad Sch Biol & Med SGBM, D-79104 Freiburg, Germany

来源：

JOURNAL OF NATURAL PRODUCTS | 2014年 / 77卷 / 03期

关键词：

ANTITUMOR PRINCIPLES; ROOT-STALKS; CASEARIN X; GLYCOSIDES; LEAVES; BARK; STEMS; TWIGS;

D O I：

10.1021/np400672g

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The leaves of Zuelania guidonia yielded eight new clerodane diterpenes, namely, zuelaguidins A-H (1-8), and the known clerodane diterpene esculentin A (9). Some of these structures contained a 3,6-dihydro-1,2-dioxin moiety. The new compounds were isolated and identified using 1D- and 2D-NMR experiments. All compounds were evaluated for cytotoxicity against the CCRF-CEM (human acute lymphocytic leukemia), CEM-ADR5000 (human acute lymphocytic leukemia resistant to doxorubicin), and MIA-PaCa-2 (human pancreatic carcinoma) cell lines as well as for their selectivity against peripheral blood mononuclear cells from healthy human subjects. Zuelaguidins B, C, and E were the most potent compounds against the CCRF-CEM cell line, with IC50 values ranging from 1.6 to 2.5 mu M.

引用

页码：455 / 463

页数：9

共 43 条

[1]

[Anonymous], 2003, BOT J LINN SOC, V141, P399

[2] Biologically active clerodane-type diterpene glycosides from the root-stalks of Dicranopteris pedata [J].

Aoki, T ;

Ohro, T ;

Hiraga, Y ;

Suga, T ;

Uno, M ;

Ohta, S .

PHYTOCHEMISTRY, 1997, 46 (05) :839-844

[3] Novel cytotoxic diterpenes from Casearia arborea [J].

Beutler, JA ;

McCall, KL ;

Herbert, K ;

Herald, DL ;

Pettit, GR ;

Johnson, T ;

Shoemaker, RH ;

Boyd, MR .

JOURNAL OF NATURAL PRODUCTS, 2000, 63 (05) :657-661

[4] Cytotoxic clerodane diterpene esters from Laetia corymbulosa [J].

Beutler, JA ;

McCall, KL ;

Herbert, K ;

Johnson, T ;

Shoemaker, RH ;

Boyd, MR .

PHYTOCHEMISTRY, 2000, 55 (03) :233-236

[5] New bioactive clerodane diterpenoids from the roots of Casearia membranacea [J].

Chen, Ching-Yu ;

Cheng, Yuan-Bin ;

Chen, Shun-Ying ;

Chien, Ching-Te ;

Kuo, Yao-Haur ;

Guh, Jih-Hwa ;

Khalil, Ashraf Taha ;

Shen, Ya-Ching .

CHEMISTRY & BIODIVERSITY, 2008, 5 (01) :162-167

[6] Clerodane diterpenes from Baccharis sagittalis:: insect antifeedant activity [J].

Cifuente, DA ;

Borkowski, EJ ;

Sosa, ME ;

Gianello, JC ;

Giordano, OS ;

Tonn, CE .

PHYTOCHEMISTRY, 2002, 61 (08) :899-905

[7]

dos Santos AG, 2010, CHEM BIODIVERS, V7, P205, DOI 10.1002/cbdv.200800342

[8] In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica [J].

Fronza, M. ;

Murillo, R. ;

Slusarczyk, S. ;

Adams, M. ;

Hamburger, M. ;

Heinzmann, B. ;

Laufer, S. ;

Merfort, I. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (16) :4876-4881

[9] Clerodane diterpenes from the bark of Casearia tremula [J].

Gibbons, S ;

Gray, AI ;

Waterman, PG .

PHYTOCHEMISTRY, 1996, 41 (02) :565-570

[10] FURTHER STUDIES ON ASSIGNMENT OF SIGNALS IN C-13 MAGNETIC-RESONANCE SPECTRA OF ALDOSES AND DERIVED METHYL GLYCOSIDES [J].

GORIN, PAJ ;

MAZUREK, M .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (08) :1212-1223

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