2007
DOI: 10.1080/14786410600898672
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New pseudan (2-alkyl-4(1H)-quinolinone) alkaloids from Boronia ternata var. elongata and Boronia alulata (Rutaceae)

Abstract: The aerial parts of Boronia ternata var. elongata from western Australia has yielded three new 2-acyl-4(1H)-quinolinone alkaloids, characterised as 2-n-pentyl-4(1H)-quinolinone, 1-methyl-2-n-pentyl-4(1H)-quinolinone and 1-methyl-2-(1 xi-methyl)-propyl-4(1H)-quinolinone, as well as known alkaloids of this class and a furoquinoline alkaloid. Boronia alulata, from northeast Queensland, also yielded 2-n-pentyl-4(1H)-quinolinone together with the known 2-n-propyl-4(1H)-quinolinone. Both species are assigned to Boro… Show more

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Cited by 3 publications
(1 citation statement)
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“…The known isolates were readily identified by a comparison of physical and spectroscopic data (UV, IR, 1 H NMR, [a] D , and MS) with corresponding authentic samples or literature values, and this included four coumarins, 5 0 -hydroxyauraptene (6) (Zdero et al, 1986), 7-((2 0 E,5 0 E)-7 0 -hydroxy-3 0 ,7 0 -dimethyl-2 0 ,5 0 -octadienyloxy)coumarin (7) (Quader, El-Turbi, Armstrong, Gray, & Waterman, 1992), schinilenol (8) (Chen et al, 1995), and methylschinilenol (9) (Tsai et al, 2000), two flavonoids, diosmetin (10) (Sahu, Achari, & Banerjee, 1998) and apigenin (11) (Zaabat et al, 2011), two furoquinolines, skimmianine (12) (Couillerot et al, 1994) and c-fagarine (13) (Couillerot et al, 1994), four benzenoids, methyl 4-hydroxybenzoate (14) (Yasuhara, Kasano, & Sakamoto, 1999), methyl (E)-p-hydroxycinnamate (15) (Pirrung, Chen, Rowley, & McPhail, 1993), p-hydroxybenzoic acid (16) (Honma, Kuroiwa, & Hamada, 1975), and benzoic acid (17) (Laurent, Lebrun, Breakman, Dalzoe, & Pasteels, 2001), a 4-quinolone, 1-methyl-2-pentylquinolin-4(1H)-one (18) (Agier, Bury, Aquette, Hocquemiller, & Waterman, 2007), an indole, indole-3-carboxylic acid (19) (Tan et al, 2004), and a monoterpene lactone, loliolide (20) (Kuo, Lo, & Chan, 2002).…”
Section: Structure Identification Of the Known Isolatesmentioning
confidence: 99%
“…The known isolates were readily identified by a comparison of physical and spectroscopic data (UV, IR, 1 H NMR, [a] D , and MS) with corresponding authentic samples or literature values, and this included four coumarins, 5 0 -hydroxyauraptene (6) (Zdero et al, 1986), 7-((2 0 E,5 0 E)-7 0 -hydroxy-3 0 ,7 0 -dimethyl-2 0 ,5 0 -octadienyloxy)coumarin (7) (Quader, El-Turbi, Armstrong, Gray, & Waterman, 1992), schinilenol (8) (Chen et al, 1995), and methylschinilenol (9) (Tsai et al, 2000), two flavonoids, diosmetin (10) (Sahu, Achari, & Banerjee, 1998) and apigenin (11) (Zaabat et al, 2011), two furoquinolines, skimmianine (12) (Couillerot et al, 1994) and c-fagarine (13) (Couillerot et al, 1994), four benzenoids, methyl 4-hydroxybenzoate (14) (Yasuhara, Kasano, & Sakamoto, 1999), methyl (E)-p-hydroxycinnamate (15) (Pirrung, Chen, Rowley, & McPhail, 1993), p-hydroxybenzoic acid (16) (Honma, Kuroiwa, & Hamada, 1975), and benzoic acid (17) (Laurent, Lebrun, Breakman, Dalzoe, & Pasteels, 2001), a 4-quinolone, 1-methyl-2-pentylquinolin-4(1H)-one (18) (Agier, Bury, Aquette, Hocquemiller, & Waterman, 2007), an indole, indole-3-carboxylic acid (19) (Tan et al, 2004), and a monoterpene lactone, loliolide (20) (Kuo, Lo, & Chan, 2002).…”
Section: Structure Identification Of the Known Isolatesmentioning
confidence: 99%