Secondary Metabolites from Rubiaceae Species

Martins, Daiane; Núñez, Cecília Veronica

doi:10.3390/molecules200713422

Cited by 137 publications

(139 citation statements)

References 419 publications

(71 reference statements)

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“…Therefore, the isolated iridoids were evaluated for others biological activities. The isolation of iridoids from R. wittii show natural characteristics of the Rubiaceae plant [17]. There is no iridoid containing acetate group at C-10 that has been found in other species of Rothmannia [17].…”

Section: Resultsmentioning

confidence: 85%

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Two new bioactive iridoids from Rothmannia wittii

Chaipukdee

Kanokmedhakul

et al. 2016

Fitoterapia

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The first reported study of the isolation and identification of compounds from the bark and fruit of Rothmannia wittii yielded two new iridoids, 6β-hydroxy-10-O-acetylgenipin (1) and 10-Oacetylmacrophyllide (2) together with six known iridoids; 6β-hydroxygenipin (3), genipin (4), garjasmine (5), cerbinal (6), and mixture of β-gardiol (7) and α-gardiol (8); benzoic acid (9); vanillic acid (10); and stigmasterol (11). Their structures were elucidated by spectroscopic methods. Iridoid 1 showed antimycobacterial activity against Mycobacterium tuberculosis with a MIC value of 12.50 μg/mL. Iridoid 2 showed cytotoxicity against the NCI-H187 cancer cell line with an IC50 value of 6.82 μg/mL. In addition, 2 and 5 exhibited weak cytotoxic activity against KB and MCF-7 cell lines, while 4 was active against the NCI-H187 cancer cell line. Disciplines Medicine and Health Sciences | Social and Behavioral Sciences Publication DetailsChaipukdee, N., Kanokmedhakul, K., Kanokmedhakul, S., Lekphrom, R. & Pyne, S. G. (2016 Two new bioactive iridoids from Rothmannia wittiiThe first reported study of the isolation and identification of compounds from the bark and fruit of Rothmannia wittii yielded two new iridoids, 6β-hydroxy-10-Oacetylgenipin (1) and 10-O-acetylmacrophyllide (2) together with six known iridoids; 6β-hydroxygenipin (3), genipin (4), garjasmine (5), cerbinal (6), and mixture of β-gardiol (7) and α-gardiol (8); benzoic acid (9); vanillic acid (10); and stigmasterol (11). Their structures were elucidated by spectroscopic methods. Iridoid 1 showed antimycobacterial activity against Mycobacterium tuberculosis with a MIC value of 12.50 μg/mL. Iridoid 2 showed cytotoxicity against the NCI-H187 cancer cell line with an IC 50 value of 6.82 μg/mL. In addition, 2 and 5 exhibited weak cytotoxic activity against KB and MCF-7 cell lines, while 4 was active against the NCI-H187 cancer cell line.

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Section: Resultsmentioning

confidence: 85%

“…The isolation of iridoids from R. wittii show natural characteristics of the Rubiaceae plant [17]. There is no iridoid containing acetate group at C-10 that has been found in other species of Rothmannia [17]. Therefore, this unique 10-O-acetate connecting group could be used as a marker for R. wittii.…”

Section: Resultsmentioning

confidence: 94%

Two new bioactive iridoids from Rothmannia wittii

Chaipukdee

Kanokmedhakul

et al. 2016

Fitoterapia

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“…The mechanisms of antimicrobial action of plant secondary metabolites are not fully understood, but several studies have been conducted that secondary metabolites of noni is a phenolic compound that can damage cell membranes, inactivate enzymes and denature proteins in bacteria, therefore the bacterial cell wall will be damaged, furthermore it can acts as an antibacterial compound in inhibiting or even kill bacteria [20].…”

Section: Introductionmentioning

confidence: 99%

Anti-Tubercular Activity of Extract and Coumpounds of Noni (Morinda Citrifolia Linn)

Mauliku

Hendro

Saputro

et al. 2017

Int J Pharm Pharm Sci

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Objective: The study evaluated the anti-tubercular activity of crude extracts and active compounds which was isolated, purification and characterization from noni (Morinda citrifolia Linn) against Mycobacterium tuberculosis strains H37Rv. Methods:The crude extract of the noni fruits was macerated using ethanol (96%). Ethanol crude extracts were qualitatively screened to identify of the flavonoid, scopoletin, antraquinon and alkaloids using phytochemical fractionation by harborn method. The anti-tubercular activity of noni fruit and its combination were determined by the minimum inhibitory concentration (MIC) of the bacterial growth at various doses 10 mg/ml, 20 mg/ml, 30 mg/ml, and 40 mg/ml using agar well diffusion method. Statistical analysis was performed by analysis of variance. Results:Crude extract and active compounds of noni fruit such as flavonoid, scopoletin, antraquinon and alkaloids significantly work as antitubercular against Mycobacterium tuberculosis strain H37Rv at various doses (p value=0,000). Crude extract (59.00±60.513), alkaloids (64.83±49.356), anthraquinones (69.50±50.396), and flavonoid (72.92±58.728) showed the highest anti-tubercular activity in inhibiting the growth of Mycobacterium tuberculosis strain H37Rv compared to scopoletin (95.92±33.280) and the negative control (189.25±33.280). The minimum inhibitory concentration was found at a dose of 40 mg/ml. Conclusion:Crude extract of noni fruit was the most active anti-tubercular against Mycobacterium tuberculosis strains H37Rv. One can assume that noni fruit can be fruther researched to be used as adjuvant therapy for anti-tuberculosis drugs.

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“…The previous phytochemical study of all Rubiaceae species, published from 1990 to 2014, stated that the most common secondary metabolites of this family were iridoids, anthraquinones, triterpenes and indole alkaloids as well as other varying alkaloid subclasses [2]. One of the species, Hydnophytum formicarum or ant plant, is a tuberous ephyphytic of medicinal plant known in Malaysia as Raja Satong or Kepala Beruk or Sarang Semut.…”

Section: Introductionmentioning

confidence: 99%

THE CHEMICAL CONSTITUENTS FROM YOUNG TUBERS of Hydnophytum formicarum

Abdullah

Ahmad²,

Sabri

2017

MJAS

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The fine powders of young tubers of Hydnophytum formicarum was extracted by Soxhlet methanol extraction for 18 hours in three days continuously. The filtrate then was evaporated by rotary evaporator until it became concentrated solution. The fractionation and purification of the extract by vacuum liquid chromatography and radial chromatography has led to the discovery of four compounds namely sinapinic acid, β-sitosterol acetate, β-sitosterol and stigmasterol. Structures of the compounds were established by interpreting mass spectral data, 1 H and 13 C-APT NMR, Infrared and by comparison with literature data. Keywords:Hydnophytum formicarum, sinapinic acid, β-sitosterol acetate, β-sitosterol, stigmasterol Abstrak Serbuk halus tuber muda Hydnophytum formicarum telah diekstrak melalui pengekstrakan Soxhlet selama 18 jam dalam tiga hari secara berturutan. Hasil penurasan kemudian telah disejat menggunakan penyejat berputar sehingga menjadi larutan yang likat. Pemfraksian dan penulenan ekstrak menggunakan kromatografi cecair vakum dan kromatografi radial membawa kepada penemuan empat sebatian yang bernama asid sinapinik, β-sitosterol asetat, β-sitosterol dan stigmasterol. Struktur sebatian ini telah ditentukan dengan mentafsirkan data spektrum jisim, RMN 1 H dan 13 C-APT, Inframerah serta secara membandingkannya dengan data kepustakaan.

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Secondary Metabolites from Rubiaceae Species

Cited by 137 publications

References 419 publications

Two new bioactive iridoids from Rothmannia wittii

Two new bioactive iridoids from Rothmannia wittii

Anti-Tubercular Activity of Extract and Coumpounds of Noni (Morinda Citrifolia Linn)

THE CHEMICAL CONSTITUENTS FROM YOUNG TUBERS of Hydnophytum formicarum

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