2012
DOI: 10.1016/j.phytochem.2012.05.011
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Oblongionosides A–F, megastigmane glycosides from the leaves of Croton oblongifolius Roxburgh

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Cited by 20 publications
(8 citation statements)
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“…Compound 350 , isolated from C. lachnocarpus , was the first triterpenoid glucoside reported from the genus Croton [ 109 ]. A new flavone glucoside ( 351 ) was found from the leaves of C. zambesicus [ 110 ]. Investigations on the leaves of C. cascarilloides and C. oblongifolius afforded 13 new megastigmane glycosides, crotonionosides A–G ( 352 – 358 ) and Oblongionosides A–F ( 359 – 364 ) [ 111 , 112 ].…”
Section: Chemical Constituentsmentioning
confidence: 99%
“…Compound 350 , isolated from C. lachnocarpus , was the first triterpenoid glucoside reported from the genus Croton [ 109 ]. A new flavone glucoside ( 351 ) was found from the leaves of C. zambesicus [ 110 ]. Investigations on the leaves of C. cascarilloides and C. oblongifolius afforded 13 new megastigmane glycosides, crotonionosides A–G ( 352 – 358 ) and Oblongionosides A–F ( 359 – 364 ) [ 111 , 112 ].…”
Section: Chemical Constituentsmentioning
confidence: 99%
“…In addition, the combination of C. oblongifolius and C. sublyratus had been used as a treatment for gastric ulcers and gastric cancer in Thai traditional medicine [14]. The phytochemicals of C. oblongifolius have been reported to include megastigmane glycosides [15], diterpenoids such as labdanes [16,17], clerodanes [18][19][20], halimane [21], and cembranes [22][23][24]. Croblongifolin, the clerodane-type compound, exhibits cytotoxicity to human cancer cell lines, including HepG2, SW620, CHAGO, KATO3, and BT474 [19].…”
Section: Introductionmentioning
confidence: 99%
“…After isolation using a combination of continuous conventional chromatographic techniques, two new compounds, named peltopterins A ( 1 ) and B ( 2 ), were isolated and their structures established by nuclear magnetic resonance (NMR) and mass spectrometric analyses. Moreover, fifty-two known compounds, including six sesquiterepnoids: rel-5-(3 S ,8 S -dihydroxy-1 R ,5 S -dimethyl-7-oxa-6-oxobicyclo[3,2,1]-oct-8-yl)-3-methyl-2 Z ,4 E -pentadienoic acid ( 3 ) [18], 3,6-dihydroxy-5,6-dihydro-β-ionol ( 4 ) [19], (−)-boscialin ( 5 ) [20], (3 S ,5 R ,6 R ,7 E ,9 S )-3,5,6,9-tetrahydroxy-7-megastigmene ( 6 ) [21], 2,6,6-trimethyl-4-oxo-2-cyclohexene-1-acetic acid ( 7 ) [22], (3 S ,5 R ,6 S ,9 S )-megastigmane-3,9,13-triol ( 8 ) [23]; nine benzenoids, p -hydroxybenzoic acid ( 9 ) [24], isovanillic acid ( 10 ) [25], trans -methyl p-coumarate ( 11 ) [24], trans -ferulic acid ( 12 ) [26], methyl ferulate ( 13 ) [27], benzoic acid ( 14 ) [28], vanillic acid ( 15 ) [29], syringic acid ( 16 ) [30], sodium salicylate ( 17 ) [31]; two coumarins: scopoletin ( 18 ) [32], scopolin ( 19 ) [33]; two lignans: dihydrodehydrodiconiferyl alcohol ( 20 ) [34], (7′ S ,8′ R )-7′,8′-dihydro-8′-hydroxymethyl-3-hydroxy-7′-(4′-hydroxy-3′-methoxyphenyl)-1-benzofuranpropanol 9′- O -β- d -glucoside ( 21 ) [18]; one alkaloid: 4(1 H )-quinolinone ( 22 ) [35]; one diterpene: 3(17)-phytene 1,2-diol ( 23 ) [36]; thirteen steroids: a mixture of β-sitosterol ( 24 ) and stigmasterol ( 25 ) [37,38], a mixture of 6β-hydroxystigmast-4-en-3-one ( 26 ) and 6β-hydroxystigmasta-4,22-dien-3-one ( 27 ) [39,40], a mixture of 7-ketositosterol ( 28 ) and 3β-hydroxystigmasta-5,22-dien-7-one ( 29 ) [41,42], a mixture of stigmast-4-en-3-one ( 30 ) and stigmast-4,22-dien-3-one ( 31 ) [43,44], β-sitosteryl-3- O -β- d -glucoside ( 32 ) [45], ergosterol peroxide ( 33 ) [46], ergosta-4,6,8(14),22-tetraen-3-one ( 34 ) [47], 9,11-dehydroergosterol peroxide ( 35 ) [48], 20-hydroxy-ecdysone ( 36 ) [49]; six triterpenes: friedelin ( 37 ) [50], lupenone ( 38 ) [51], 24,25-dihydrocimicifugeuol ( 39 ) […”
Section: Resultsmentioning
confidence: 99%