Identification of compounds with anti-proliferative activity from the wood of Ficus elastica Roxb. ex Hornem. aerial roots

Teinkela, Jean Emmanuel Mbosso; Siwe‐Noundou, Xavier; Nguemfo, Edwige Laure; Meyer, Franck; Djoukoue, Alfred; Antwerpen, Pierre Van; Ngouela, Silvère; Tsamo, Etienne; Mpondo, Emmanuel Albert Mpondo; Vardamides, Juliette Cathérine; Azebaze, Guy Anathole Blaise; Wintjens, René

doi:10.1016/j.fitote.2016.05.002

Cited by 17 publications

(6 citation statements)

References 62 publications

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“…While HCT15 was tend to sensitive to compound 3 . The cytotoxicity of sfingolipids has been reported in many references, and depend on its LCB, FAM, double bonds and glycosyl group to show moderate or weak activity to most of tumor cell lines [ 34 , 35 , 36 , 37 ], as well as compound 4 .…”

Section: Resultsmentioning

confidence: 99%

The Antitumor Constituents from Hedyotis Diffusa Willd

et al. 2017

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As a TCM, Hedyotis diffusa Willd. has been using to treat malignant tumors, and many studies also showed that the extracts from Hedyotis diffusa Willd. possessed evident antitumor activities. Therefore, we carried out chemical study on Hedyotis diffusa Willd. and investigated the cytotoxicity of the obtained compounds on a panel of eight tumor cell lines. As a result, four new compounds were isolated from Hedyotis diffusa Willd., including three iridoid glycosides of Shecaoiridoidside A–C (1–3) and a cerebroside of shecaocerenoside A (4). Also, six known iridoid compounds (5–10) were also obtained. The cytotoxicity of all compounds against human tumor cell lines of HL-60, HeLa, HCT15, A459, HepG2, PC-3, CNE-2, and BCG-823 were also evaluated in vitro. New compound 3 exhibited evident cytotoxicity to all tumor cell lines except the Hela, and the IC50 values are from 9.6 µM to 62.2 µM, while new compound 4 showed moderate cytotoxicity to all the cell lines, and the IC50 values are from 33.6 µM to 89.3 µM. By contrast, new compound 1 and known compound 9 showed moderate cytotoxicity to HCT15, A459, and HepG2 selectively. Known compound 7 also exhibited moderate cytotoxicity to HCT15 and A459 selectively.

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Section: Resultsmentioning

confidence: 99%

The Antitumor Constituents from Hedyotis Diffusa Willd

et al. 2017

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“…A mixture of methanol and tetrahydrofuran (9:1) was used as the solvent. The chemical structure was identified by 1 H‐ and 13 C‐NMR spectra with the reference values listed in a previous study (Huang et al, 1995; Mbosso Teinkela et al, 2016).…”

Section: Methodsmentioning

confidence: 99%

Anti‐melanogenic effects of glucosylceramides and elasticamide derived from rice oil by‐products in melanoma cells, melanocytes, and human skin

Miyasaka

Manse

Yoneda

et al. 2022

Journal of Food Biochemistry

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Glucosylceramides (GlcCer), which are present in many edible plants, suppress melanin production in mouse melanocytes. Rice GlcCer consist of multiple molecules that comprise different types of sphingoid bases as well as diverse lengths and stereotypes of free fatty acids. Adjacent to the GlcCer fraction, there are free ceramides (Cer) as minor constituents. However, the anti‐melanogenic activities of individual GlcCer and Cer remain unknown. Therefore, we herein isolated 13 GlcCer and elasticamide, a Cer [AP] from the gummy by‐products of rice bran oil, and examined their anti‐melanogenic activities. In theophylline‐induced melanogenesis in B16 melanoma cells, GlcCer [d18:2(4E,8Z)/18:0], GlcCer [d18:2(4E,8Z)/20:0], and elasticamide significantly suppressed melanin production with IC50 values of 6.6, 5.2, and 3.9 μM, respectively. Elasticamide, but not GlcCer [d18:2 (4E,8Z)/20:0], suppressed melanogenesis in human 3D‐cultured melanocytes and the expression of tyrosinase‐related protein 1 in normal human melanocytes. Based on these results, we conducted a clinical trial on the effects of rice ceramide extract (Oryza ceramide®), containing 1.2 mg/day of GlcCer and 56 μg/day of elasticamide, on UV‐B‐induced skin pigmentation. The ingestion of Oryza ceramide® for 8 weeks significantly suppressed the accumulation of melanin 7 days after UV irradiation (1288 and 1546 mJ/cm2·S). Rice‐derived GlcCer and elasticamide, which exhibited anti‐melanogenic activities, were suggested to contribute to the suppressive effects of Oryza ceramide® on UV‐induced skin pigmentation. Although the mechanisms underlying the anti‐melanogenic activities of GlcCer remain unclear, elasticamide was identified as a promising Cer that exhibits anti‐melanogenic activity. Practical applications The anti‐melanogenic activities of rice‐derived GlcCer and elasticamide currently remain unclear. We herein demonstrated the inhibitory effects of individual GlcCer and elasticamide on melanogenesis in melanoma cells, melanocytes, and human skin.

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“…To obtain each Cer, the crude Cer fraction was purified by HPLC equipped with an ODS column (Capcell pak C18 SG-120, φ 20 × 250 mm, Osaka Soda, Osaka, Japan) and the RI detector, MeOH: tetrahydrofuran (9:1) as the mobile phase to obtain Cer[t18:0/24:0] (14, elasticamide, 9.9 mg), Cer[t18:0/22:0] (15, 6.2 mg), Cer[t18:0/23:0] (16, 7.4 mg), Cer[t18:0/25:0] (17, 4.6 mg), Cer[t18:1(8Z)/24:0] (18, 5.1 mg), and Cer[t18:0/26:0] (19, 5.5 mg). Chemical structures were identified by 1 H-and 13 C-NMR spectra with the referenced values listed in previous studies [44][45][46][47][48][49].…”

Section: Preparation Of Glccer and Cermentioning

confidence: 99%

Comparative Study on Epidermal Moisturizing Effects and Hydration Mechanisms of Rice-Derived Glucosylceramides and Ceramides

Takeda

Yoneda

Miyasaka

et al. 2022

IJMS

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Ceramide (Cer) plays an important role in skin barrier functions in the stratum corneum (SC). The ingestion of food-derived glucosylceramides (GlcCer) attenuates transepidermal water loss (TEWL). However, the moisturizing effects of single molecules of GlcCer and Cer remain unclear. Therefore, we herein purified 13 GlcCer and 6 Cer, including elasticamide, which has the same structure as human Cer[AP], from rice and compared their epidermal moisturizing effects in a reconstructed human epidermal keratinization model. The results obtained showed that 10 µM of 5 GlcCer[d18:2] with a 4E,8Z sphingadienine and C18 to C26 fatty acids and 10 µg/mL of 3 Cer with C23 or C24 fatty acids significantly reduced TEWL. The moisturizing effects of these GlcCer were dependent on the length of fatty acids. Furthermore, 10 µg/mL of elasticamide increased the SC Cer contents by promoting the expression of GlcCer synthase. Electron microscopic observations revealed that 1 µM of GlcCer[d18:2(4E,8Z)/26:0] increased the number of keratohyalin granules and desmosomes. Immunostaining and Western blotting indicated that 1 µM of GlcCer[d18:2(4E,8Z)/26:0] up-regulated the expression of filaggrin and corneodesmosin, which contribute to epidermal hydration. This comparative study on epidermal moisturization by GlcCer and Cer isolated from rice revealed differences in their hydration mechanisms.

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Identification of compounds with anti-proliferative activity from the wood of Ficus elastica Roxb. ex Hornem. aerial roots

Cited by 17 publications

References 62 publications

The Antitumor Constituents from Hedyotis Diffusa Willd

The Antitumor Constituents from Hedyotis Diffusa Willd

Anti‐melanogenic effects of glucosylceramides and elasticamide derived from rice oil by‐products in melanoma cells, melanocytes, and human skin

Comparative Study on Epidermal Moisturizing Effects and Hydration Mechanisms of Rice-Derived Glucosylceramides and Ceramides

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