A New Acetophenone Derivative and other Constituents from Senecio Vulgaris

Abstract

A new acetophenone derivative, 5-acetyl-2-(2-hydroxyisopropyl)-7-(3,3-dimethylallyl)-2,3-dihydrobenzofuran, has been isolated from the whole plants of Senecio vulgaris. Its structure was established on the basis of spectroscopic methods.

Synthesis of Highly Functionalised Dihydrobenzofurans and Indolines by Palladium‐Catalysed Mizoroki–Heck–Heteroannulation Cascade Reactions of Alkoxy‐1,3‐dienes

“…[1][2][3] We have previously described the use oxyallenes, has been explored and the dramatic effect of the alkoxy group on the regioselectivity of Pd 0 -catalysed coupling reactions has been demonstrated. [23] Dihydrobenzofuran-containing natural products have been reported to exhibit activity against cancer, [24][25][26] tuberculosis, [27] malaria [28] and cataracts, [29] and others show antioxidant and/ or cytoprotective properties [30] as well as insecticidal activity. [15] The palladium-catalysed methodologies affording five-and sixmembered fused heterocycles have recently been reviewed, [16] and, of the described strategies, the multistep syntheses of natural products and the development and use of multiple palladium-catalysed transformations performed in a domino fashion, occupy a special position.…”

Strategies for the Synthesis of 2,3-Dihydrobenzofurans

“…1 Many bioactive molecules containing the DHB structural motif have been reported including a vast array of natural products (selected examples shown in Fig. 2, 3-8) [2][3][4][5][6][7] and numerous synthetic compounds with useful biological activity (selected examples shown in Fig. 3, 9-14).…”

“…3, 9-14). DHB containing natural products have been reported with activity against cancer (4-5), 2,4,[8][9][10] tuberculosis, 11 malaria 12 and cataracts, 13 as well as activity at specific targets such as HIF-1 (8), 6 αglucosidase, 14 aldose reductase, 6 5-LOX (7), 7 COX-2 (7), 7 NF-κβ 4 and the muscarinic M 3 receptor. 15,16,17 Other DHB natural products show antioxidant and/or cytoprotective properties 18 and insecticidal activity.…”