Cytotoxic arylbenzofuran and stilbene derivatives from the twigs of Artocarpus heterophyllus. Issue 16 (19th April 2017)

• Record Type: Journal Article
• Authors: Boonyaketgoson, Sirada; Rukachaisirikul, Vatcharin; Phongpaichit, Souwalak; Trisuwan, Kongkiat
• Is Part Of: Tetrahedron letters. Volume 58:Issue 16(2017)
• Page Start: 1585
• Page End: 1589
• Publication Date: 2017-04-19
• Subjects: Artocarpus heterophyllus -- Arylbenzofuran -- Stilbene -- Cytotoxic activity; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.03.020
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Four new natural products together with twenty-one known compounds were isolated from the twigs of Artocarpus heterophyllus. The structures were elucidated by 1D and 2D NMR spectrometry. Cytotoxic activities (KB, MCF-7, NCI-H187 and non-tumorigenic Vero cell lines) of the isolated compounds were evaluated. Abstract: Four new natural products, including three arylbenzofurans named heterophyllenes A-C (1 –3 ), and one stilbene named heterophyllene D (4 ), together with twenty-one known compounds were isolated from the twigs of Artocarpus heterophyllus and their structures elucidated by spectroscopic methods, mainly 1D and 2D NMR spectroscopy. The cytotoxic activity of selected compounds against KB, MCF-7 and NCI-H187 cell lines was evaluated. Heterophyllene C (3 ) exhibited cytotoxicity against the MCF-7 cell line with an IC50 value of 12.56 μM. Additionally, the known compounds norartocarpin and artocarpin showed cytotoxic activity against MCF-7 and KB cell lines with IC50 values of 10.04 and 13.57 μM, respectively. Both compounds also displayed cytotoxicity against the NCI-H187 cell line with values of 14.78 and 14.21 μM, respectively.