5-acetoxyisogoniothalamin oxide, an epoxystyryl lactone fromGoniothalamus sesquipedalis

Hasan, Choudhury M.; Mia, Monir; Rashid, Mohammad A.; Connolly, Joseph D.

doi:10.1016/s0031-9422(00)89607-7

Cited by 22 publications

(11 citation statements)

References 7 publications

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“…The spectrum showed a disubstituted epoxide carbon at δ 57.44 (C-7) and 58. (Hasan et al 1994), GRCB 1 was identified as 5-acetoxyisogoniothalamin oxide (1). 1 H NMR spectrum of GRDB 5 gave strong absorption of acetoxy peak at δ 2.05 which appeared as singlet.…”

Section: Resultsmentioning

confidence: 99%

“…Fractions 115-118 were combined and further separated using PTLC with a solvent mixture of hexane:chloroform (3:7). The purified compound was collected and crystallised using hexane and chloroform to give white needles, GRCB 1 (27.7 mg) identified as 5-acetoxyisogoniothalamin oxide (1) an epoxystyryl-lactone which has been previously found in G. sesquipedalis (Hasan et al 1994).…”

Section: Extraction and Isolationmentioning

confidence: 99%

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Isolation and Characterization of Styryllactone of Goniothalamus ridleyi

Jusoh¹,

Zakaria²,

Ahmad³

et al. 2015

JSM

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Phytochemical studies were conducted on the stem bark, stem, root and fruit of Goniothalamus ridleyi (Annonaceae) collected at Post Brooke, Gua Musang, Kelantan, Malaysia. Extraction using organic solvent followed by extensive purification using standard procedure afforded an epoxystyryllactone, 5-acetoxyisogoniothalamin oxide (1) from the stem bark and fruit; a styryllactone, 5-acetoxygoniothalamin (2) and a styrylpyrone, dehydrogoniothalamin (3) from the stem and root; a styryllactone, 5-hydroxygoniothalamin (4) from the root and styrylpyrone as well as goniothalamin (5) from the fruit. These compounds were characterized using spectroscopic techniques.

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Section: Resultsmentioning

confidence: 99%

Section: Extraction and Isolationmentioning

confidence: 99%

Isolation and Characterization of Styryllactone of Goniothalamus ridleyi

Jusoh¹,

Zakaria²,

Ahmad³

et al. 2015

JSM

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“…The 13 C NMR spectrum showed a carbonyl group signal at δ 163.83. Goniothalamin was first isolated from Goniothalamus species and found several times from the same genus (Ahmad et al, 1991;Hasan et al, 1994;Jewers et al, 1972;Jiang et al, 1997).…”

Section: Chemical Structure Elucidationmentioning

confidence: 99%

“…In Thailand, found nine species (Tip-Pyang et al, 2010). Phytochemical studies on some species of Goniothalamus have found several of this genus are discovered throughout the country such as acetogenins (Fujimoto et al, 1988;Gu et al, 1994;Jiang et al, 1997), alkaloids (Cao et al, 1998;Omar et al, 1992;Soonthornchareonnon et al, 1999), flavonoids (Deepralard et al, 2007;Likhitwitayawuid et al, 2006), styryllactone derivatives (Bermejo et al, 1997;Cao et al, 1998;Hisham et al, 2000;2003;Jiang et al, 2008;Lekphrom et al, 2009), furanopyrones (Bermejo et al, 1997;Fang et al, 1990;, arvensin, stigmasterol, (+)-aromadendrene, γ-gurjunene, goniothalamin, liriodenine and oxostaphanine (Ahmad et al, 1991;Hasan et al, 1994;Jiang et al, 1997). Therefore, Goniothalamus family could represent potentials sources of drugs for the treatment of cancers.…”

Section: Introductionmentioning

confidence: 99%

Bioactive Goniothalamin from <i>Goniothalamus tapis</i> with Cytotoxic Potential

Sangrueng¹,

Sanyacharernkul²,

Nantapap³

et al. 2015

American Journal of Applied Sciences

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Goniothalamus (Annonaceae) is well known for the rich of styryllactone contents and these plants are famous for the potential to be applied as alternative biological activities. The chemical and biological investigations of Goniothalamus tapis is tested for anticancer activities. The research was processioned to extract, isolate, purify and elucidate structure from the leaves and twigs of G. tapis. The isolated compound was evaluated with cytotoxic activity. Goniothalamin was isolated from ethyl acetate extract of G. tapis and the spectroscopic techniques were used for structure elucidation. In addition, goniothalamin was the most powerful to cytotoxic activity which was the first reported for this specie. The goniothalamin was possessed a potent cytotoxicity. Therefore, it is possible to use this compound as a pharmacological agent.

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“…Styryllactones have recently been shown to possess a variety of biological activities, such as cytotoxic, antitumor and pesticidal effects [1][2][3][4][5]. Some of the species that have yielded styryllactones are from the genera Didymocarpus (family Gesneriaceae) [6,7], Polygala (Polygalaceae) [8], Aniba [9] and Cryptocarya [10] (Lauraceae), and Goniothalamus (Annonaceae).…”

mentioning

confidence: 99%

Rufforone: A New Styrylpyrone from Sanrafaelia ruffonammari

Makangara

Hirai

Inomata

et al. 2007

Natural Product Communications

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A new styrylpyrone, 6-(7-hydroxy-8-methoxystyryl)-4-methoxypyran-2-one (1), together with two known styrylpyrones, 6-(7,8-epoxystyryl)-4-methoxypyran-2-one (2) and 6-(7,8-dihydroxystyryl)-4-methoxypyran-2-one (3) were isolated from the stem bark of Sanrafaelia ruffonammari Verdc. 6-(7,8-Epoxystyryl)-4-methoxypyran-2-one exhibited high inhibitory activity to interferon-γ-induced nitric oxide generation in RAW264.7 macrophages, whereas the other two showed no activity.

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5-acetoxyisogoniothalamin oxide, an epoxystyryl lactone fromGoniothalamus sesquipedalis

Cited by 22 publications

References 7 publications

Isolation and Characterization of Styryllactone of Goniothalamus ridleyi

Isolation and Characterization of Styryllactone of Goniothalamus ridleyi

Bioactive Goniothalamin from <i>Goniothalamus tapis</i> with Cytotoxic Potential

Rufforone: A New Styrylpyrone from Sanrafaelia ruffonammari

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