Chemical Constituents of the Plants of the Genus <i>Calophyllum</i>

Su, Xiaohui; Zhang, Manli; Li, Ligeng; Huo, Changhong; Gu, Yu‐Cheng; Shi, Qing

doi:10.1002/cbdv.200890215

Cited by 41 publications

(14 citation statements)

References 84 publications

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“…The compounds belonging to the terpenoid group in P. retrofractum are eugenol, β-caryophillen, 3-caren, dlimonen, kubenol, and zingiberene (Jamal et al, 2013). The functional groups CH 2 and -CH 3 at 1377.17 cm -1 and C = C are characteristic of terpenoid compounds (Su et al, 2008). There have not been many studies on plant tissue culture on P. retrofractum, especially the identification of secondary metabolites from the callus.…”

Section: Identification Of Isolate Structuresmentioning

confidence: 99%

Identification Secondary Metabolites From Callus Piper retrofractum Vahl

Faramayuda

Permana

Syam

et al. 2021

EKW

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Javanese chili (Piper retrofractum Vahl) is a traditional medicinal plant originating from Indonesia and has many pharmacological activities, one of which is often used as a base for aphrodisiac herbal medicine. The population of P. retrofractum is limited, so it is necessary to design secondary metabolite production and propagation efforts using plant tissue culture techniques. The materials used in this study were explants of P. retrofractum leaves that were induced in Murashige and Skoog (MS) media and the ratio of growth regulators 2.4-dichlorophenoxyacetis acid (2,4-D): Benzyl Amino Purine (BAP) 0.5: 0.5. The results showed that the callus of P. retrofractum was formed in the growth regulator 2.4D: BAP (0.5: 0.5). TLC and spectrophotometry identified the secondary metabolite content of callus. Secondary metabolite analysis using the thin layer chromatography (TLC) method using the mobile phase ethyl acetate: n-hexane (7: 3) showed a terpenoid compound indicated by purple spots on the visual appearance after spraying 10% spotting vanillin. Identification using infrared spectrophotometry shows functional groups -CH, C = O, C = C, -CH2, and -CH3, characteristic of terpenoid compounds. Based on TLC data and spectrophotometry, callus P. retrofractum is thought to contain terpenoid compounds. This study's results are expected to be the basis for developing secondary metabolite production in P. retrofractum with cell suspension culture and P. retrofractum propagation by micropropagation.Abstrak: Cabai Jawa (Piper retrofractum Vahl) merupakan tanaman obat tradisional yang berasal dari Indonesia dan banyak memiliki aktivitas farmakologis salah satunya sering digunakan sebagai bahan dasar jamu afrodisiaka. Populasi tanaman cabai Jawa terbatas maka perlu dirancang upaya produksi metabolit sekunder dan upaya perbanyakan tanaman cabai Jawa salah satunya menggunakan teknik kultur jaringan tanaman. Bahan yang digunakan pada penelitian ini adalah eksplan daun tanaman cabai Jawa yang diinduksi pada media Murashige and Skoog (MS) dan perbandingan zat pengatur tumbuh 2.4-dichlorophenoxyacetis acid (2,4-D) : Benzyl Amino Purine (BAP) 0,5 : 0,5. Hasil penelitian menunjukkan bahwa kalus cabai Jawa terbentuk dalam zat pengatur tumbuh 2,4D: BAP (0,5: 0,5). Kandungan metabolit sekunder dari kalus diidentifikasi dengan KLT dan spektrofotometri. Analisis metabolit sekunder menggunakan metode kromatografi lapis tipis (KLT) menggunakan fasa gerak etil asetat: n-heksana (7: 3) menunjukkan adanya senyawa terpenoid yang ditunjukkan dengan adanya bercak ungu pada penampakan visual setelah disemprotkan spotting vanilin 10%. Hasil Identifikasi menggunakan spektrofotometri UV-Vis menunjukkan isolat mempunyai panjang gelombang maksimum 272,6 nm. Identifikasi menggunakan spektrofotometri inframerah menunjukkan adanya gugus fungsi -CH, C = O, C = C, -CH2, dan -CH3 yang merupakan ciri khas senyawa terpenoid . Berdasarkan data KLT dan spektrofotometri kalus cabai Jawa diduga mengandung senyawa terpenoid. Hasil penelitian ini diharapkan dapat menjadi dasar pemgembangan produksi metabolit sekunder dalam tanaman cabai Jawa dengan kultur suspensi sel dan perbanyakan tanaman cabai Jawa dengan mikropropagasi.

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Section: Identification Of Isolate Structuresmentioning

confidence: 99%

Identification Secondary Metabolites From Callus Piper retrofractum Vahl

Faramayuda

Permana

Syam

et al. 2021

EKW

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“…The genus Calophyllum (Clusiaceae) is composed of several species that are used in traditional medicine for the treatment of gastric ulcers, pain, inflammatory processes, and others [14]. The genus is rich in plants containing bioactive compounds, such as xanthones, flavonoids, coumarins and calanolides, especially the isolated β-benzo-tripyranone molecule capable of inhibiting HIV-1 virus reverse transcriptase [15,16]. Calophyllum brasiliense, popularly known as "guanandi", is found in the equatorial and tropical forests from Brazil, as the Amazon rain forest and the Atlantic Forest, and is also traditionally used as anti-inflammatory, as analgesic and against gastrointestinal problems [14,17].…”

Section: Introductionmentioning

confidence: 99%

Calophyllum brasiliense Extracts Induced Apoptosis in Human Breast Adenocarcinoma Cells

Correia

Alvares-Saraiva

Hurtado

et al. 2021

EJMP

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Aims: Apoptosis, or programmed cell death, is linked to several mechanisms of cell growth control. The present work aimed at evaluating the induction of apoptosis in MCF-7 human breast adenocarcinoma cell by Calophyllum brasiliense. Study design: The tests were performed in triplicates in the apoptosis assays and sextuplicates in the cytotoxic assays, to each group, and the data expressed the mean +/- standard deviations. The cytotoxicity IC50s were obtained based on nonlinear regression curve fit. Two-way ANOVA and Tukey’s tests were applied in the apoptosis analyses. Place and duration of study: The work was done at the Center for Research in Biodiversity (Cell Culture Laboratory, and Phytochemistry Laboratory), and Research Center (Molecular Biology Laboratory), Paulista University, between Jan 2019 and Dec 2019. Methodology: Two aqueous extracts, obtained from the stem (STE) and from the leaves (LFE) of Calophyllum brasiliense by a 24-h maceration, were submitted to a cytotoxic assay against MCF-7 breast cancer cell lines at the concentrations of 0.01 µg/ml, 0.1 µg/ml, 1.0 µg/ml, 10 µg/ml and 100 µg/ml. They were also subjected to the evaluation of apoptosis and necrosis cell death induction at concentrations of 50, 100 and 200 μg/ml, after 6 h, 12 h and 24 h. Curcumin was used as a reference drug for both cytotoxic (50 mM, 5.0 mM, 0.5 mM, 0.05 mM and 0.005 mM ) and apoptosis/necrosis (12.5 μM, 25 μM and 50 μM / 6 h, 12 h and 24 h) assays. Apoptosis and necrosis were accessed by the use of annexin V and 7-AAD, in a two-channel flow cytometer. Results: In terms of the cytotoxic activity, STE (IC50 7.86 µg/ml) was more toxic than LFE (IC50 74.35 µg/ml), and curcumin IC50 was 0.00159 µg/ml. STE induced 21.19 % and LFE, 20.63 %, in comparison to 13.4% of apoptosis induction by curcumin. The results of apoptosis induction in the cancer cells were achieved at 24 h, extract concentrations at 100 µg/ml. Conclusion: Both the extracts, STE and LFE, were cytotoxic against MCF-7 breast cancer cell line, and induced more apoptosis in MCF-7 cells than curcumin, suggesting that they are high potential sources of natural product-inducing apoptosis agents to be used against adenocarcinoma breast cells.

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“…One of Calophyllum species is Calophyllum inophyllum, Linn. In Indonesia this plant is known as Nyamplung plant and there are about 180-200 different species that are famous for bioactive compounds [1]. In the Chinese state, this plant is also used as a traditional treatment to treat eye diseases, gunshot wounds, rheumatism, and inflammation and wound healing potential of methanolic extract of Calophyllum inophyllum Linn.…”

Section: Introductionmentioning

confidence: 99%

“…The isolated C. Inophyllum, Linn. compounds were coumarin [3], xanthones [4], flavonoids [5], triterpenoids [1], [3], [6], steroids [7]. Based on research that has been done on the leaves, roots, and wood of C. Inophyllum, Linn.…”

Section: Introductionmentioning

confidence: 99%

Isolation and Elucidation Structure of 28-Hydroxy-3-Friedelanone of Nyamplung (Callophyllum inophyllum, Linn.) Leaves

Kusumaningsih

Wartono

Wijanarti

2020

J. Pure App. Chem Res

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The isolation triterpenoid from Nyamplung (Callophyllum inophyllum, Linn.) leaves has been conducted. The isolation was employed by maceration using ethanol as solvent and liquids extraction using ethyl acetate. Ethyl acetate extract was partitioned successively using nonpolar solvent with hexane, dichloromethane, and diethyl ether, respectively. The diethyl ether extract was purified by column chromatography. The isolated compound of fraction D1 was obtained as white solids crystal with yield of 0.0035%. The isolated compound was determined based on the FTIR, 1HNMR, 13CNMR, HSQC, and HMBC spectra. The isolated compound was identified as 28-hydroxy-3-friedelanone.

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Chemical Constituents of the Plants of the Genus Calophyllum

Cited by 41 publications

References 84 publications

Identification Secondary Metabolites From Callus Piper retrofractum Vahl

Identification Secondary Metabolites From Callus Piper retrofractum Vahl

Calophyllum brasiliense Extracts Induced Apoptosis in Human Breast Adenocarcinoma Cells

Isolation and Elucidation Structure of 28-Hydroxy-3-Friedelanone of Nyamplung (Callophyllum inophyllum, Linn.) Leaves

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