2007
DOI: 10.1515/znc-2007-7-803
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Variabilin, a Chemotaxonomic Marker for the Family Irciniidae

Abstract: The furanosesterterpene variabilin was isolated from the sponge Sarcotragus. From a chemical point of view, the family Irciniidae has been the source of furanosesterterpenes, and especially variabilin is an important chemotaxonomic marker for the family Irciniidae.

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Cited by 7 publications
(4 citation statements)
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“…Compounds 3 -21 were identified by comparison of their spectroscopic data with those reported in the literature values as flemichapparin B (3), [10] [11] anhydrovariabilin (4), [12] 3,6a, 9-trimethoxypterocarpan (5), [13] (-)-variabilin (6), [14] (À)-phaseolin (7), [15] medicarpin (8), [16] (-)-maackiain (9), [6] phaseollidin (10), [17] biochanin A (11), [18] sophorophenolone (12), [19] 8-O-methylretusin (13), [20] afromosine (14), [21] formononetin (15), [22] cajanin (16), [22] and 4 0 ,7-dihydroxy-2 0 ,6-dimethoxyisoflavone (17). [23] The chemical property of the acetylated sub-fraction of this plant led to the isolation of isoflavone derivatives named 3-(benzo[d] [1,3]dioxol-5-yl)-4-oxo-4H-chromen-7-yl acetate (18), 7-acetoxy-4 0 -methoxyisoflavone (19), [24] 4 0 ,6 0 -diacetoxy-5-hydroxy-7-methoxyisoflavone (20), and 4 0 -acetoxy-5-hydroxy-7-methoxyisoflavone (21) which can be inferred back to the previously assigned structures named pseudobaptigenin, [25] formononetin (15), and cajanin (16), respectively (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…Compounds 3 -21 were identified by comparison of their spectroscopic data with those reported in the literature values as flemichapparin B (3), [10] [11] anhydrovariabilin (4), [12] 3,6a, 9-trimethoxypterocarpan (5), [13] (-)-variabilin (6), [14] (À)-phaseolin (7), [15] medicarpin (8), [16] (-)-maackiain (9), [6] phaseollidin (10), [17] biochanin A (11), [18] sophorophenolone (12), [19] 8-O-methylretusin (13), [20] afromosine (14), [21] formononetin (15), [22] cajanin (16), [22] and 4 0 ,7-dihydroxy-2 0 ,6-dimethoxyisoflavone (17). [23] The chemical property of the acetylated sub-fraction of this plant led to the isolation of isoflavone derivatives named 3-(benzo[d] [1,3]dioxol-5-yl)-4-oxo-4H-chromen-7-yl acetate (18), 7-acetoxy-4 0 -methoxyisoflavone (19), [24] 4 0 ,6 0 -diacetoxy-5-hydroxy-7-methoxyisoflavone (20), and 4 0 -acetoxy-5-hydroxy-7-methoxyisoflavone (21) which can be inferred back to the previously assigned structures named pseudobaptigenin, [25] formononetin (15), and cajanin (16), respectively (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…Hasil korelasi ini menunjukkan gugus metoksi terikat di C-9. Berdasarkan analisis 1D dan 2D NMR (Tabel 1) maka sstruktur senyawa 1 adalah 6a-hidroksi-3,9-pterokarpan atau dikenal dengan nama variabilin [10]. Korelasi antara sinyal proton dengan karbon yang mendukung struktur senyawa variabilin pada spektrum HMBC dapat dilihat pada Tabel 1 dan Gambar 2.…”
Section: Ratih Dewi Saputriunclassified
“…This demosponge is known to host numerous symbiotic bacteria (e.g., heterotrophic bacteria and cyanobacteria [148]) and fungi [149]. Sarcotragus sponges are widely recognized to be prolific sources of a variety of bioactive compounds, such as terpenoids, indoles, as well as lipids [51].…”
Section: Sponge Materialsmentioning
confidence: 99%
“…In this context, we performed comparative chemical profiling of sponge crude extracts, obtained from wild and farmed populations. The study focused on two widely distributed Mediterranean species, namely Agelas oroides and Sarcotragus foetidus, which have already been distinguished for their in vitro bioremediation efficiency against various pollutants [16,24] and their production of metabolites with pharmaceutical and biotechnological importance [49][50][51][52]. Chemical characterization of sponge extracts was performed by using high-resolution analytical techniques, such as liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS), targeted to the bioactive metabolites reported in the literature.…”
Section: Introductionmentioning
confidence: 99%