1992
DOI: 10.1248/cpb.40.3133
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Constituents of the Roots of Cynanchum bungei Decne. Isolation and Structures of Four New Glucosides, Bungeiside-A, -B, -C, and -D.

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Cited by 43 publications
(28 citation statements)
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“…2,3) In continuation of a program studying chemotaxonomy and biologically active components from Formosan Lauraceous plants, [2][3][4][5][6][7][8][9] two new butanolides, namely, subamolide D [(4R,3Z)-4-hydroxy-5-methylene-3-undecylidenedihydrofuran-2-one] (1), and subamolide E [(4R,3E)-4-hydroxy-5-methylene-3-undecylidenedihydrofuran-2-one] (2), and a new secobutanolide, secosubamolide A {methyl[(2E)-2-[(1S)-1-hydroxy-2-oxopropyl]-octadec-2-enoate]} (3), were isolated. Also confirmed were 21 known compounds, including the butanolides linderanolide B 8) and isolinderanolide B 10) ; one ionone, (ϩ)-abscisic acid 11) ; one sesquiterpenoid, caryophyllene oxide 12) ; one triterpenoid, squalene 13) ; six benzenoids, vanillin, 14) vanillic acid, 14) p-hydroxybenzoic acid, 14) p-hydroxybenzaldehyde, 14) syringic acid, 14) and eugenol 15) ; two polyprenols, ficaprenol-10, 16) and ficaprenol-11 16) ; two chlorophylls, pheophytin-a, 17) and aristophyll-C 18) ; four steroids, b-sitosterol, 19) stigmasterol, 19) b-sitosteryl-D-glucoside, 20) and stigmasteryl-D-glucoside 20) ; two aliphatic compounds, palmitic acid 21) and stearic acid 22) were isolated from the leaves of C. subanenium by MeOH extraction. In this paper, we report the structural elucidation of 1-3 and explore the cytotoxic effect of 1 and 2 on human colon cancer cells.…”
mentioning
confidence: 99%
“…2,3) In continuation of a program studying chemotaxonomy and biologically active components from Formosan Lauraceous plants, [2][3][4][5][6][7][8][9] two new butanolides, namely, subamolide D [(4R,3Z)-4-hydroxy-5-methylene-3-undecylidenedihydrofuran-2-one] (1), and subamolide E [(4R,3E)-4-hydroxy-5-methylene-3-undecylidenedihydrofuran-2-one] (2), and a new secobutanolide, secosubamolide A {methyl[(2E)-2-[(1S)-1-hydroxy-2-oxopropyl]-octadec-2-enoate]} (3), were isolated. Also confirmed were 21 known compounds, including the butanolides linderanolide B 8) and isolinderanolide B 10) ; one ionone, (ϩ)-abscisic acid 11) ; one sesquiterpenoid, caryophyllene oxide 12) ; one triterpenoid, squalene 13) ; six benzenoids, vanillin, 14) vanillic acid, 14) p-hydroxybenzoic acid, 14) p-hydroxybenzaldehyde, 14) syringic acid, 14) and eugenol 15) ; two polyprenols, ficaprenol-10, 16) and ficaprenol-11 16) ; two chlorophylls, pheophytin-a, 17) and aristophyll-C 18) ; four steroids, b-sitosterol, 19) stigmasterol, 19) b-sitosteryl-D-glucoside, 20) and stigmasteryl-D-glucoside 20) ; two aliphatic compounds, palmitic acid 21) and stearic acid 22) were isolated from the leaves of C. subanenium by MeOH extraction. In this paper, we report the structural elucidation of 1-3 and explore the cytotoxic effect of 1 and 2 on human colon cancer cells.…”
mentioning
confidence: 99%
“…From COSY as well as HSQC and DEPT experiments the following sequence was assigned: ÐCH (5) =CH (6) ÐCH (1) (OH)ÐCH (2) (OH)ÐCH (3) (OH)ÐCH (4) (OH)Ð CH (5) =. Chemical shifts of protons and carbon atoms, as well as coupling constants revealed the presence of the cyclitol conduritol F (or leucanthe-mitol) previously isolated as a natural product from several plant sources (Abe et al, 1998;2000;El-Hassan et al, 2003;Kindl and Hoffmann-Ostenhof, 1966;Kindl et al, 1967;Li et al, 1992).…”
Section: Resultsmentioning
confidence: 94%
“…On the basis of the above results, the structure of 19 was identified as bungeiside A (Li et al, 1992). Compound 20 was obtained as a white powder.…”
Section: Resultsmentioning
confidence: 95%
“…Their structures were characterized as β-sitosterol (1) (Eknamkul and Potduang, 2003), wilfoside C1N (2) (Tsukamoto et al, 1985a), wilfoside C3N (3) (Tsukamoto et al, 1985a), wilfoside K1N (4) (Tsukamoto et al, 1985b), methyleugenol (5) (Meepagala et al, 2002), wilfoside C1G (6) (Tsukamoto et al, 1985a, cynauriculoside A (7) , daucosterol (8) (Faizi et al, 2001), 2,4-dihydroxyacetophenone (9) (Sun et al, 2009), cynandione A (10) , 2,5-dihydroxyacetophenone (11) (Akamanchi et al, 1999), acetovanillone (12) (Junior, 1986), p-hydroxyacetophenone (13) (Hoque, 1984), sucrose (14) (Chang and Su, 1986), conduritol F (15) (Patti et al, 1996;Kadota et al, 2001;Heo et al, 2003), geniposide (16) (Han et al, 1994;Lee et al, 2006;Zhou et al, 2007), Succinic acid (17) (Nord et al, 2004), 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione (18) (Chwang et al, 1976), bungeiside A (19) (Li et al, 1992), and cynanon eside B (20) .…”
Section: Resultsmentioning
confidence: 99%