Isoprenoid-substituted Flavonoids from Artocarpus Plants (Moraceae)

Nomura, Taro; Hano, Yoshio; Aida, Miwa

doi:10.3987/rev-97-sr(n)9

Cited by 85 publications

(65 citation statements)

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“…The Artocarpus genus is known to produce a large number of secondary metabolites, and is specifically rich in phenylpropanoids such as flavonoids and flavones (Nomura et al 1998). Artocarpus altilis (breadfruit) is no exception with over 130 compounds identified in various organs of the tree, more than 70 of which are derived from the phenylpropanoid pathway (Table 2).…”

Section: Breadfruit Phytochemistrymentioning

confidence: 99%

Beyond the Bounty: Breadfruit (Artocarpus altilis) for food security and novel foods in the 21st Century

Jones

Ragone

Tavana³

et al. 2011

Ethnobot. Res. App.

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Section: Breadfruit Phytochemistrymentioning

confidence: 99%

Beyond the Bounty: Breadfruit (Artocarpus altilis) for food security and novel foods in the 21st Century

Jones

Ragone

Tavana³

et al. 2011

Ethnobot. Res. App.

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“…Penelitian mengenai kandungan kimia genus Artocarpus sudah banyak dilakukan. Senyawa kimia yang dilaporkan dalam genus Artocarpus antara lain kelompok triterpen, steroid, flavonoid, stilbenoid, dan lignan [3,4]. Senyawa fenolik yang merupakan senyawa paling banyak ditemukan dalam genus Artocarpus adalah golongan senyawa flavonoid.…”

Section: Pendahuluanunclassified

“…Turunan flavon pada genus ini umumnya terprenilasi pada posisi C-3 dan memiliki cincin B teroksigenasi pada posisi C-2', C-4', dan C-5' serta beberapa senyawa turunan flavonoid ini juga terprenilasi pada C-6, C-8 dan C-3' [4]. Senyawa-senyawa flavon sederhana yang tidak terprenilasi diantaranya diisolasi dari A. heterophyllus yaitu norartokarpetin (8) [13].…”

Section: Pendahuluanunclassified

KECENDERUNGAN POLA OKSIDASI FLAVONOID PADA KULIT BATANG DAN KAYU BATANG Artocarpus scortechinii KING. (Moraceae)

Hakim¹

2009

J. Pijar MIPA

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Abstrak. Flavonoid yang terdapat dalam genus Artocarpus terdiri dari calkon, flavanon, flavon dan flavan-3-ol. Gugus prenil pada flavonoid tersebut ada pada posisi C-3 dan cincin B teroksigenasi pada posisi C-4' atau C-2', C-4' atau C-2', C-4', C-5'. Selain itu prenilasi juga dapat terjadi pada posisi C-6, C-8, dan C-3'. Pola yang demikian sangat jarang ditemukan pada famili tumbuhan selain Moraceae. Kajian lebih lanjut terhadap pola oksigenasi cincin B pada bagian kulit batang dan kayu batang menjadi sangat menarik karena ditemukan kecenderungan yang dapat mewakili kedua bagian tersebut. Dari data metabolit sekunder kulit batang A. scortechinii King memperlihatkan kecenderungan pola oksigenasi pada cincin B dari kerangka flavon pada posisi 2', 4' dan 5'. Perkecualian hanya terjadi pada flavon sederhana, dimana oksigenasi terdapat pada posisi 2' dan 4' sedangkan metabolit sekunder dari kayu batang A. scortechinii King memperlihatkan kecenderungan pola oksigenasi cincin B pada posisi 2', 4'.Kata Kunci: Artocarpus scortechinii King, prenilasi, dan flavonoid. PATTERN PREFERENCE OXIDATION OF THE FLAVONOID AT BARK AND HEART-WOOD OF ARTOCARPUS SCORTECHINII KING.(MORACEAE)Abstract. Flavonoid which is in gender Artocarpus consisted of the chalcon, flavanon, flavon and flavan-3-ol. Prenylated of the flavonoid on position C-3 and B ring oxigenation on C-4' or C-2', C-4' or C-2', C-4', C-5'. Others prenylated also can be on position C-6, C-8, and C-3'. Such pattern is very rare found at set of relatives of plant besides Moraceae. Furthermore study to pattern of oxigenation on B ring at bark and heartwood become very attractive because found a tendency which can deputize second of the shares. From data metabolite secunder of the bark A. scortechinii King show the preference of pattern oxigenation of B ring from framework flavon on course 2', 4' and 5'. Exception is only became of the simple flavon, where oxigenation of there are on course 2' and 4' while metabolite secunder from heartwood A. scortechinii King show the tendency of pattern of oxigenation of B ring on course 2', 4'.

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“…The plant is known to produce prenylflavonoids, stilbenes, triterpenes, and sterols. Some of these compounds have exhibited interesting biological activities, such as cytotoxicity (6), antioxidative activity (7), anti-inflammatory activity (8), antimalarial activity (9), inhibition of tyrosinase and melanin biosynthesis (10,11), and inhibition of 5α-reductase (12). In the course of an ongoing search for anticancer metabolites from Chinese medicinal plants (13), the petroleum ether and EtOAc soluble fractions from the 90% EtOH extract of the twigs of A. heterophyllus were found to be active in an MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide) cell viability assay of the proliferation/survival of a panel of four cancer cell lines (PC3, H460, SF-268, and MCF-7).…”

Section: Introductionmentioning

confidence: 99%

“…In the course of an ongoing search for anticancer metabolites from Chinese medicinal plants (13), the petroleum ether and EtOAc soluble fractions from the 90% EtOH extract of the twigs of A. heterophyllus were found to be active in an MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide) cell viability assay of the proliferation/survival of a panel of four cancer cell lines (PC3, H460, SF-268, and MCF-7). The crude extract was then investigated further and three new flavonoids, named artocarpusins A-C (1-3) (Figure 1), one new 2-arylbenzofuran derivative, named artocarstilbene A (4), and 15 known flavonoids (5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19) were obtained. Their structures were elucidated using spectroscopic methods, including 1D and 2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HRESIMS).…”

Section: Introductionmentioning

confidence: 99%

New phenolic compounds from the twigs of Artocarpus heterophyllus

Wang

et al. 2013

Drug Discov Ther

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Isoprenoid-substituted Flavonoids from Artocarpus Plants (Moraceae)

Cited by 85 publications

References 0 publications

Beyond the Bounty: Breadfruit (Artocarpus altilis) for food security and novel foods in the 21st Century

Beyond the Bounty: Breadfruit (Artocarpus altilis) for food security and novel foods in the 21st Century

KECENDERUNGAN POLA OKSIDASI FLAVONOID PADA KULIT BATANG DAN KAYU BATANG Artocarpus scortechinii KING. (Moraceae)

New phenolic compounds from the twigs of Artocarpus heterophyllus

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