Dihydroxyxanthones prenylated derivatives: Synthesis, structure elucidation, and growth inhibitory activity on human tumor cell lines with improvement of selectivity for MCF-7

Four new sesquiterpene lactones, two heliangolides, one eudesmanolide and one germacranolide, were isolated by chromatographic fractionation of an acetone extract of Eupatorium kiirunense and named eupakirunsins F, G H and I (1–4). They were identified as 8β-(3-hydroxy-2-methylen-butanoyloxy)-1β,10α-epoxy-3α-hydroxy-6βH,7αH-heliang-4Z,11(13)-dien-6,12-olide (1), 8β-tigloyloxy-1β,10α-epoxy-3β,15-dihydroxy-6βH,7αH-heliang-4Z,11(13)-dien-6,12-olide (2), 8β-tigloyloxy-1 β,3β-dihydroxy-6βH,7αH-eudesman-4(15),11(13)-dien-6,12-olide (3) and 8βtigloyloxy-3βhydroxy-1β,10β-epoxy-14-oxo-6βH,7αH-germacra-4E,11(13)-dien-6,12-olide (4). The structures and the relative configurations of the new metabolites were elucidated through extensive spectral analysis and by comparison with known spectral data. Among the isolated compounds, 1 and 3 exhibited potent cytotoxicity against WiDr and MCF-7 human tumor cell lines.

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Hemisynthetic Secofriedelane Triterpenes with Inhibitory Activity against the Growth of Human Tumor Cell Lines in Vitro

Journal of Natural Products ◽

10.1021/np0498915 ◽

2004 ◽

Vol 67 (7) ◽

pp. 1193-1196 ◽

Cited By ~ 18

Author(s):

Cristina Moiteiro ◽

César Manta ◽

Fátima Justino ◽

Regina Tavares ◽

Maria João M. Curto ◽

...

Keyword(s):

Tumor Cell ◽

Cell Lines ◽

Inhibitory Activity ◽

Human Tumor ◽

Tumor Cell Lines ◽

Human Tumor Cell ◽

Human Tumor Cell Lines

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Psoralen Analogues: Synthesis, Inhibitory Activity of Growth of Human Tumor Cell Lines and Computational Studies.

ChemInform ◽

10.1002/chin.200634133 ◽

2006 ◽

Vol 37 (34) ◽

Author(s):

A. M. A. G. Oliveira ◽

M. Manuela M. Raposo ◽

A. M. F. Oliveira-Campos ◽

A. E. H. Machado ◽

Prapawadee Puapairoj ◽

...

Keyword(s):

Tumor Cell ◽

Cell Lines ◽

Inhibitory Activity ◽

Human Tumor ◽

Computational Studies ◽

Tumor Cell Lines ◽

Human Tumor Cell ◽

Human Tumor Cell Lines

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Anticancer activity of novel Schiff bases and azo dyes derived from 3-amino-4-hydroxy-2H-pyrano[3,2-c]quinoline-2,5(6H)-dione

Heterocyclic Communications ◽

10.1515/hc-2020-0116 ◽

2020 ◽

Vol 26 (1) ◽

pp. 192-205

Author(s):

Abdeltawab Mohamed Saeed ◽

Shaikha S. AlNeyadi ◽

Ibrahim M. Abdou

Keyword(s):

Tumor Cell ◽

Anticancer Activity ◽

Schiff Bases ◽

Cell Lines ◽

Azo Dyes ◽

Human Tumor ◽

Tumor Cell Lines ◽

Human Tumor Cell ◽

Human Tumor Cell Lines ◽

Mcf 7

Abstract New Schiff bases and azo dyes derivatives have been synthesized via appropriate conventional methods using pyranoquinolinone as a starting material. The compounds obtained were characterized by spectral analysis and evaluated for anticancer activity in several human tumor cell lines: MCF-7 breast cancer, HepG2 liver cancer and HCT-116 colon carcinoma. 5-fluorouracil was used as a reference drug. The in vitro cytotoxicity screening results revealed that all tested compounds showed promising activity against MCF-7 cells. In particular, compounds 6a, 6b, and 7b showed excellent activity against the three human tumor cell lines. Structure-activity relationship studies indicated that the azo derivative with a trifluoromethoxy group (compound 7b) was the most potent candidate against the three human tumor cell lines (IC50, 1.82-8.06 μg/mL). Our findings highlight pyranoquinolinone analogues as a promising class of compounds for new anticancer therapies.

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