Constituents of the stems and fruits ofOpuntia ficus-indica var.saboten

Abstract

From the stems and fruits of Opuntia ficus-indica var. saboten, eight flavonoids, kaempferol (1), quercetin (2), kaempferol 3-methyl ether (3), quercetin 3-methyl ether (4), narcissin (5), (+)-dihydrokaempferol (aromadendrin, 6), (+)-dihydroquercetin (taxifolin, 7), eriodictyol (8), and two terpenoids, (6S,9S)-3-oxo-alpha-ionol-beta-D-glucopyranoside (9) and corchoionoside C (10) were isolated and identified by means of chemical and spectroscopic. Among these isolates, compounds 3-5 and 8-10 were reported for the first time from the stems and fruits of O. ficus-indica var. saboten.

Antiradical activity, nutritional potential and flavonoids of the cladodes of Opuntia monacantha (Cactaceae)

“…In addition at least fourteen anomeric protons (d H from 4.5 to 5.8, bs or d, J = 3.7-7.9 Hz) and carbons (d C from 92.0 to 102.0) were detected showing aÀ and bÀglycosides, and at least seven tertiary methyl groups (d H from 0.90 to 1.20, d, J = 5.05-6.20 Hz and d C $17) coupled to protons attached to oxygen-bearing carbons (d H from 3.35 to 4.10, m and d C from 70.0 to 80.0), suggesting rhamnose units in the glycosyl moiety (Lee et al, 2003;Valente et al, 2009). Furthermore the analysis of the 1 H-13 C HSQC correlations showed two mean sets of methylene groups attached to oxygen-bearing carbons at d H 3.63-3.80/d C 60.0-62.0 and d H 3.44-3.73/d C 65.5-67.0, strongly suggesting the additional presence of glucose and/or galactose units in the glycosyl moiety.…”

“…2) which were further purified by silica gel CC. The 1 H NMR spectra of these products showed signals related to kaempferol: d 8.0 (d, J = 8.4 Hz), 6.8 (d, J = 8.4 Hz), 6.3 (bs) and 6.1 (bs) and signals related to isorhamnetin: d 7.8 (bs), 7.6 (dd, J = 8.5 and 1.6 Hz), 6.8 (d, J = 8.5 Hz), 6.3 (d, J = 1.8 Hz), 6.1 (d, J = 1.8 Hz) and 3.8 (s) (Lee et al, 2003). In order to distinguish the flavonol aglycones in the HPLC chromatogram, kaempferol standard was injected and its retention time and UV spectrum were compared to those of both hydrolysis products and also to those previously reported (Zu, Li, Fu, & Zhao, 2006).…”

Picea mariana bark: A new source of trans-resveratrol and other bioactive polyphenols

“…The structures of these compounds were confirmed by comparing their physical and spectroscopic data (UV, [a], 1 H, 13 C NMR and MS) with those of corresponding authentic samples or with the values found in the literature. Isolated compounds included five neolignans: cedrusin (1) (Kim et al, 2005), dihydrodehydrodiconiferyl alcohol (2) (Fukuyama, Nakahara, Minami, & Kodama, 1996), 2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-(2S,3S)-1,4-benzodioxin-6-propanol (3) (Fang, Lee, & Cheng, 1992;Gu, Jing, Pan, Chan, & Yang, 2000) and a mixture of threo (4) (Matsuda & Kikuchi, 1996;Ouyang et al, 2011) and erythro 3-methoxy-8,4 0 -oxyneolignan-3 0 ,4,7,9,9 0 -pentol (5) (Fang et al, 1992;Ouyang et al, 2011); seven lignans: a-conidendrin (6) (Davies & Jin, 2003), isolariciresinol (7) (Eklund, Sillanpaa, & Sjoholm, 2002), secoisolariciresinol (8) (Moon, Rahman, Kim, & Kee, 2008), a mixture of 7(R) (9) and 7(S)-hydroxymatairesinol (10) (Fischer, Reynolds, Sharp, & Sherburn, 2004), pinoresinol (11) (Guz & Stermitz, 2000;Moon et al, 2008;Xie, Akao, Hamasaki, Deyama, & Hattori, 2003), epi-pinoresinol (12) (Rahman, Dewick, Jackson, & Lucas, 1990;Swain, Brown, & Bruton, 2004); three phenolic acids: protocatechuic acid (13), vanillic acid (14) and trans-pcoumaric acid (15); one stilbene: trans-resveratrol (16) (FerreFilmon, Delaude, Demonceau, & Noels, 2005;Lee et al, 2001); four flavonoids: a mixture of dihydroquercetin (taxifolin) (17) (Kiehlmann & Li, 1995;Lee et al, 2003;Lundgren & Theander, 1988), pallasiin (18) Fig. 1.…”

“…3. Coskun, Hisada, & Nishibe, 1983), and (±) epi-taxifolin (19) (Kiehlmann & Li, 1995;Lee et al, 2003;Lundgren & Theander, 1988), mearnsetin (20) (Marques-de Oliveira, dos Santos-Humberto, da Silva, Almeida-Rocha, & Goulart-Sant' Ana, 2006;Rabesa & Voirin, 1979); four other phenolic compounds: dihydroconiferyl alcohol (21), p-vanillin (22), homovanillyl alcohol (23) (Christophoridou & Dais, 2009), orcinol (24); four non-phenolic compounds: 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-propanediol (25) (Kouno, Yanagida, Shimono, Shintomi, & Yang, 1992), 10-hydroxyverbenone (26) (Yildirim, 2011), 7-oxo-15-hydroxydehydroabietic acid (27) (Yang et al, 2010), levulinic acid (28).…”

Opuntia and Other Cacti: Applications and Biotechnological Insights

“…In addition, differences in chemical composition of cladodes among species of cactus pear have been reported (Magallanes-Quintanar et al 2004). Physical and spectral property methods have been used to identify eight flavonoid compounds synthesized in cacti cladodes and fruits (Oliveira and Da Machado 2003;Moffat et al 1986;Lee et al 2003). Fernández-López et al (2002) investigated the presence of betalain pigments in three species of cactus fruits.…”