Cytotoxic and NF-κB Inhibitory Constituents of Artocarpus rigida

Abstract

Four new prenylated flavonoids (1–4), a new stilbenoid (5), and nine known compounds were isolated from the twigs of Artocarpus rigida, collected in Indonesia. The structures of the new compounds were determined by analysis of their spectroscopic data, and the absolute configuration at C-12 of 1 and 2 and the known compounds artonin O (6), artobiloxanthone (7), and cycloartobiloxanthone (8), was determined by analysis of their CD and NMR spectroscopic data. Several of the compounds were cytotoxic towards HT-29 human colon cancer cells, with the most potent being compound 2 and the known compounds 6 and 8. Of the substances obtained, compounds 1 and 7 were the most active in the NF-κB p50 and p65 assay, respectively.

Natural stilbenoids: distribution in the plant kingdom and chemotaxonomic interest in Vitaceae

“…173 In addition, artocarpols, phenolic compounds isolated from Artocarpus rigida with oxepin ring, seem to be derived from stilbenes. 174,175 Moreover, several Moraceae species, especially in Morus and Sorocea, are known to produce a large variety of Diels-Alder type adducts (compounds not included in the supplementary information †) of dehydroprenylphenols and chalcone derivatives. [176][177][178][179] This type of compounds may sometimes be the result of an adduct between a chalcone derivative and a dehydroprenylstilbene derivative, such as kuwanons Y and Z isolated from Morus alba.…”

Isolation of Artonin E from the root bark of Artocarpus rigida, synthesis of Artonin E acetate and evaluation of anticancer activity

“…Some flavonoid compounds have been isolated from some species of Artocarpus and some of the compounds isolated have shown interesting biological activities [1][2][3][4][5][6]; one of the compounds is artonin E. Artonin E is a flavonoid compound which potential anticancer and antimalaria activity [7,8] and can easily be isolated from various Artocarpus plant such as A. communis, A. rotunda, A. altilis, A. elasticus and A. rigida [3,4,7,[9][10][11][12].…”

Silver/Scandium-Cocatalyzed Bicyclization of β-Alkynyl Ketones Leading to Benzo[c]xanthenes and Naphtho[1,2-b]benzofurans

“…In a valuable class of oxygen-containing molecular families, xanthenes are common constituents in a broad array of natural products, synthetic bioactive substances, and fluorescent dyes . Compounds incorporating a xanthene core structure exhibit a wide range of biological and pharmacological activities including antiviral, antibacterial, antiplasmodial, antimalarial, antifungal, anti-inflammatory, anticancer, and antihypertensive and also act as trypanothione reductase inhibitior .…”