Dihydroflavonol and Flavonol Derivatives from <b><i>Macaranga Recurvata</i></b>

Tanjung, Mulyadi; Hakim, Euis H.; Elfahmi, Elfahmi; Latip, Jalifah; Syah, Yana M.

doi:10.1177/1934578x1200701013

Cited by 5 publications

(3 citation statements)

References 8 publications

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“…Broussoflavonol F and glyasperin A showed antioxidant (DPPH and ABTS assays) activity and inhibited melanin growth in B16 melanoma cells. Some researchers reported the biological function of these compounds as antiplatelet, 25 cytotoxic against P-388 cells, 26 cytotoxic in some cancer cells, 27,28 and xanthine oxidase inhibitors. 29 To our knowledge, this is the first report about broussoflavonol F as an antioxidant and melanin inhibitor in B16 melanoma cells.…”

Section: Resultsmentioning

confidence: 99%

Prenylated Flavonoids as Antioxidant and Melanin Inhibitors From Stingless Bee (Wallacetrigona incisa) Propolis

Arung

Syafrizal

Pasedan

et al. 2020

Natural Product Communications

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Propolis from 4 stingless bees ( Homotrigona apicalis, Wallacetrigona incisa, Tetragonula fuscobalteata, and Tetragonula fuscibasis) was investigated in the search for medicinal and cosmetic materials from tropical rainforest resources. Methanol extracts of the propolis were screened using antioxidant and antimelanogenesis assays (tyrosinase enzyme activity and melanin inhibitor in B16 melanoma). The extract of H. apicalis showed the strongest antioxidant activity, both in the 2,2-diphenyl-1-picrylhydrazyl and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) assays, with half-maximal inhibitory concentration values of 0.72 ± 0.01 (mg/mL) and 0.26 ± 0.00 (mg/mL), respectively. The H. apicalis extract also displayed the strongest inhibition of tyrosinase (53% at 100 µg/mL). In the B16 melanoma cell assay, the W. incisa extract showed the strongest inhibition of melanin (21%) and was less cytotoxic. The W. incisa extract was fractioned to isolate the compounds with biological activities. Two prenylated flavonoids were obtained, named broussoflavonol F and glyasperin A. Both showed potent antioxidant activities, as well as inhibiting melanin in B16 melanoma, but not tyrosinase activity. These results indicated the potential of methanol extract of W. incisa to be developed for cosmetic material, but further experiments are needed to verify the function.

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Section: Resultsmentioning

confidence: 99%

Prenylated Flavonoids as Antioxidant and Melanin Inhibitors From Stingless Bee (Wallacetrigona incisa) Propolis

Arung

Syafrizal

Pasedan

et al. 2020

Natural Product Communications

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“…Some of these compounds have also been tested for a number of biological properties, including anticancer, antioxidant, and anti-inflammatory activities [1]. Recently, our laboratory has succeeded to isolate a number of these phenolic compounds, including monoprenylated dihydrochalcones and flavanones from M. trichocarpa [2,3]; geranylated and farnesylated dihydroflavonols from M. gigantea, M. pruinosa, and M. rhizinoides [4][5][6]; prenylated dihydroflavonols from M. lowii and M. recurvata [7,8]; and phenolic derivatives with an irregular sesquiterpenyl side chain from M. pruinosa [9]. As further work on the phytochemistry of this genus, in this paper we report the presence of prenylated dihydrophenanthrenes, trivially named macajavanicins A-C (1-3) (Fig.…”

Section: Introductionmentioning

confidence: 99%

Prenylated 9,10-dihydrophenanthrenes from Macaranga javanica

Ilmiawati¹,

Hakim

Syah

2015

Zeitschrift Für Naturforschung B

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Phytochemical investigation of the acetone extract of Macaranga javanica leaves afforded three new prenylated 9,10-dihydrophenanthrenes, macajavanicins A-C (1-3). Structures of these compounds were elucidated mainly by NMR and mass spectral data. Along with compounds 1-3, two known prenylated dihydrostilenes, laevifolins A and B (4, 5), were also isolated. The presence of these new 9,10-dihydrophentanthrene derivatives is the first time in the genus Macaranga, and its chemo taxonomic significances are briefly discussed. The antibacterial properties of compounds 1-5 against eight pathogenic bacteria are also described.

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“…Macaranga produces the secondary metabolites of the flavonoid, stilbenoid, and terpenoid groups, especially in the leaves. Flavonoids and stilbenoids in this genus have a distinctive characteristic, namely, the presence of a terpenyl side chain attached to one or both aromatic cores such as isoprenyl, geranyl, farnesyl, and labdanyl 3–7 . Chalcones, dihydrochalcones, flavones, flavanones, flavonols, and dihydroflavonols are generally found in the leaves.…”

Section: Introductionmentioning

confidence: 99%

Macahuilettiin A, a new isoprenylated flavanone from the leaves of Macaranga hullettii King ex Hook and their antiplasmodial activity

Saputri,

Tukiran,

Wati

et al. 2024

Vietnam Journal of Chemistry

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A new isoprenylated flavanone, macahuilettiin A (1), along with lonchocarpol A (2) and nymphaeol C (3), were isolated from Macaranga hullettii King ex Hook leaves. Their structures were combined by UV, high‐resolution ESI‐TOFMS, 1D‐, and 2D‐NMR spectra analysis. Flavanones 1–3 were assayed for antiplasmodial activity toward Plasmodium falciparum 3D7, which was carried out using the Trager and Jansen method, showing that the IC50 values for flavanones 1–3 were 0.15, 1.64, and 0.61 µm, respectively, which is classified as high activity.

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Dihydroflavonol and Flavonol Derivatives from Macaranga Recurvata

Cited by 5 publications

References 8 publications

Prenylated Flavonoids as Antioxidant and Melanin Inhibitors From Stingless Bee (Wallacetrigona incisa) Propolis

Prenylated Flavonoids as Antioxidant and Melanin Inhibitors From Stingless Bee (Wallacetrigona incisa) Propolis

Prenylated 9,10-dihydrophenanthrenes from Macaranga javanica

Macahuilettiin A, a new isoprenylated flavanone from the leaves of Macaranga hullettii King ex Hook and their antiplasmodial activity

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