The hydroquinone terpenoids of Cordia alliodora

Manners, Gary D.; Jurd, L.

doi:10.1039/p19770000405

Cited by 67 publications

(63 citation statements)

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“…[58,59] Later, six new hydroquinones, namely alliodorol (2), allioquinol C (3), cordiachromen A (4), cordallinol (9), Cordiaquinol C (11) and cordiol A (10), were reported to be found in the acetone extract of heartwood of C. alliodora. [60] Ioset et al [61] isolated 2-(2Z)-(3-hydroxy-3,7-dimethylocta-2,6-dienyl)-1,4-benzenediol (16) from the root bark. Cordiachrome A (5), cordiachrome B (6), cordiachrome C (7), cordiaquinol I (12), cordiaquinol J (13) and cordiaquinol K (14) have been found in timber of Cordia fragrantissima after bioactivity-guided fractionation for leishmanicidal activity.…”

Section: Hydroquinonementioning

confidence: 99%

“…obliqua [117] Root Lupeol-3-rhamnoside C. obliqua [80] Seed Lupeol C. gilletii [81] Roots Betulin C. obliqua [80] Seed Ursane-type triterpenoids a-Amyrin C. retusa [82] Aerial parts b-Amyrin C. obliqua [80] C. rothii [83,84] Seed Fruit 3-Epipomolic acid (50) C. multispicata [85] Leaves Cordiaketal A (51) C. multispicata [85] Leaves Cordiaketal B (52) C. multispicata [85] Leaves Cordianal A (53) C. multispicata [85] Leaves Cordianone (54) C. multispicata [85] Leaves Cordianal B (55) C. multispicata [85] Leaves Cordianal C (56) C. multispicata [85] Leaves Icterogenin (57) C. multispicata [85] Leaves Lantadene A (58) C. multispicata [85] Leaves Lantadene B (59) C. multispicata [85] Leaves Lantic acid (60) C. multispicata [85] Leaves Lantanolic acid (61) C. multispicata [85] Leaves Pomonic acid (62) C. multispicata [85] Leaves Ursomic acid (63) C. multispicata [85] Leaves Dammarane-type triterpenes 3a-Acetoxy-6b, 25-dihydroxy-20(S), 24(S)-epoxydammarane (64) C. spinescens [86] Leaves 3a, 6b, 25-Trihydroxy-20(S), 24(S)-epoxydammarane (65) C. spinescens [86] Leaves Cabraleadiol (66) C. spinescens [86] Leaves Cordialin A (67) C. multispicata [87] Leaves Cordialin B (68) C. verbenacea [88] Leaves Cordianol-A (69) C. multispicata [87] Leaves Cordianol-B (70) C. multispicata [87] Leaves Cordianol-C (71)…”

Section: Terpenoid Quinonementioning

confidence: 99%

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Traditional uses, phytochemistry and pharmacology of the medicinal species of the genusCordia(Boraginaceae)

Oza

Kulkarni

2017

Journal of Pharmacy and Pharmacology

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Objectives Cordia (family Boraginaceae) is a genus of deciduous flowering trees or shrubs comprising more than 300 species distributed widely in the tropical regions. The aim of this review was to provide exhaustive scientific information on traditional uses, phytochemistry and pharmacological activities of the 36 important species with medicinal value from the genus Cordia, to divulge prospects for further research on its therapeutic potential. Key findings Leaves, fruit, bark and seed of a majority of the species were found to possess abundant ethnomedicinal value, but leaves were found to be used most frequently to treat many ailments such as respiratory disorders, stomach pain, wound, inflammation, myalgia, cough, dysentery and diarrhoea. The phytochemical investigation of 36 species resulted in isolation of 293 chemical constituents from various chemical classes. The crude extracts, fractions, essential oils and pure compounds isolated from various Cordia species were reported to have a varied range of pharmacological activities. Summary Many of the traditional uses of the genus Cordia were supported by the results obtained from pharmacological studies performed using various extracts or pure compounds. More attention should be given to the biological evaluation using pure phytochemicals and to identify the mechanism of actions and exploring this genus for new drug discovery.

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Section: Hydroquinonementioning

confidence: 99%

Section: Terpenoid Quinonementioning

confidence: 99%

Traditional uses, phytochemistry and pharmacology of the medicinal species of the genusCordia(Boraginaceae)

Oza

Kulkarni

2017

Journal of Pharmacy and Pharmacology

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“…The subgroups of linear geranylquinones or geranylhydroquinones are represented by an important number of compounds, for example 2-geranylbenzoquinone (1) isolated from Ascindian Synoicum castellatum [1] and 2-geranylhydroquinone (2) isolated from tree Cordia alliodora [2], Phacelia crenulata [3][4][5], Aplidium antillense [6] and the tunicate Amaroucium multiplicatum [7]. Both natural products are present in higher plants, but also have been reported in marine urochordates [8].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and NMR Structure Determination of New Linear Geranylphenols by Direct Geranylation of Activated Phenols

Taborga

Vergara

Osorio

et al. 2013

J. Chil. Chem. Soc.

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The known geranylhydroquinone 2, geranylorcinol 4 and the derivative (E)-4-(3,7-dimethylocta-2,6-dienyl)-5-methylbenzene-1,3-diol 5, were prepared by Electrophilic Aromatic Substitution (EAS) reactions between the corresponding phenol derivatives containing electron-donor subtituents and geraniol using BF 3 ×OEt 2 as a catalyst. In addition, spectroscopic NMR information for 4 and 5 is complemented. Furthermore, the new (E)-2-(3,7-dimethylocta-2,6-dienyl) benzene-1,3,5-triol (geranylphloroglucinol) 13, (E)-2-(3,7-dimethylocta-2,6-dienyl)-1,3,5-trimethoxybenzene 14, (E)-2-(3,7-dimethylocta-2,6-dienyl)-6-methoxyphenol 15, (E)-3-(3,7-dimethylocta-2,6-dienyl)-2-methoxyphenol 16, (E)-5-(3,7-dimethylocta-2,6-dienyl)-2-methoxyphenol 17, (E)-4-(3,7-dimethylocta-2,6-dienyl)benzene-1,3-diol 18, (E)-3-(3,7-dimethylocta-2,6-dienyl)benzene-1,2-diol 19, (E)-4-(3,7-dimethylocta-2,6-dienyl)-5-isopropyl-2-methylphenol 20, (E)-2-(3,7-dimethylocta-2,6-dienyl)-4-isopropyl-3-methylphenol 21, (E)-2-(3,7-dimethylocta-2,6-dienyl)-4-isopropyl-5-methylphenol 22, and(E)-2-tert-butyl-4-(3,7-dimethylocta-2,6-dienyl)-5-methylphenol 23 were also prepared with this synthesis strategy. All the synthesized compounds were fully characterized and their structures were established by IR, MS and mainly NMR spectroscopic dates.

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“…No medicinal use has been reported for C. trichotoma, but its wood is recognized for its durability in carpentry and construction 1 . Previous phytochemical investigations of plants from this genus have described several natural products structurally related to terpenoid quinone and hydroquino-nes [5][6][7] . In the last few years, several articles have been published on this kind of compounds, from Auxemma genus [8][9][10] , belonging to the same family and formerly considered synonimous of Cordia.…”

Section: Introductionmentioning

confidence: 99%

Trichotomol, a New Cadinenediol from Cordia trichotoma

Menezes¹,

Lemos²,

Silveira³

et al. 2001

J. Braz. Chem. Soc.

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Um novo sesquiterpeno, nomeado trichotomol e compostos conhecidos como cordiacromo C, α-cadinol, ácido oleanólico, oncocalyxona A, β-sitosterol, glicosídeo do β-sitosterol, alantoína e sacarose foram isolados a partir do extrato etanólico do cerne de Cordia trichotoma. Suas estruturas foram determinadas por análises espectroscópicas e comparação com dados publicados para compostos estruturalmente relacionados.A new sesquiterpene, named trichotomol, and known compounds cordiachrome C, α-cadinol, oleanolic acid, oncocalyxone A, β-sitosterol, β-sitosterol-β-D-glucoside, allantoin and sucrose were isolated from the heart wood ethanol extract of Cordia trichotoma. Their structures were assigned unambiguously by spectroscopic analyses and comparison with the published data for structurally related compounds.

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The hydroquinone terpenoids of Cordia alliodora

Cited by 67 publications

References 0 publications

Traditional uses, phytochemistry and pharmacology of the medicinal species of the genusCordia(Boraginaceae)

Traditional uses, phytochemistry and pharmacology of the medicinal species of the genusCordia(Boraginaceae)

Synthesis and NMR Structure Determination of New Linear Geranylphenols by Direct Geranylation of Activated Phenols

Trichotomol, a New Cadinenediol from Cordia trichotoma

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