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Dehydrosoyasaponin I Sale

(Synonyms: 大豆皂苷BE) 目录号 : GC60750

DehydrosoyasaponinI(SoyasaponinBe;DHS-I),一种三萜糖苷,是一种有效且可逆的钙激活钾(maxi-K)通道激活剂。

Dehydrosoyasaponin I Chemical Structure

Cas No.:117210-14-7

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1mg
¥2,250.00
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产品描述

Dehydrosoyasaponin I (Soyasaponin Be;DHS-I), a triterpene glycoside, is a potent and reversible calcium-activated potassium (maxi-K) channels activator[1].

[1]. K M Giangiacomo, et al. Mechanism of maxi-K channel activation by dehydrosoyasaponin-I. J Gen Physiol. 1998 Oct;112(4):485-501.

Chemical Properties

Cas No. 117210-14-7 SDF
别名 大豆皂苷BE
Canonical SMILES C[C@]12[C@@](CC=C3[C@]2(CC[C@@]4([C@@]3([H])CC(C)(CC4=O)C)C)C)([H])[C@@]5([C@@]([C@](C)([C@H](CC5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(O)=O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)CO)([H])CC1)C
分子式 C48H76O18 分子量 941.11
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5 mM 0.2125 mL 1.0626 mL 2.1252 mL
10 mM 0.1063 mL 0.5313 mL 1.0626 mL
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Research Update

Insecticidal components from field pea extracts: soyasaponins and lysolecithins

J Agric Food Chem 2004 Dec 15;52(25):7484-90.PMID:15675793DOI:10.1021/jf0308051.

Extracts from field peas (Pisum sativum L.) have previously been shown to have a utility to control insect pests. To identify potentially new bioinsecticides in field crops, we describe the fractionation of impure extracts (C8 extracts) derived from protein-rich fractions of commercial pea flour. The activity of separated fractions was determined by a flour disk antifeedant bioassay with the rice weevil [Sitophilus oryzae (L.)], an insect pest of stored products. Bioassay-guided fractionation showed that the triterpenoid saponin fractions were partly responsible for the antifeedant activity of C8 extracts. Soyasaponin I (soyasaponin Bb), isolated from peas and soybeans, and mixtures of soyasaponins, comprised of soyasaponins I-III and isolated from soybeans, were inactive antifeedants, but Dehydrosoyasaponin I (the C-22 ketone derivative of soyasaponin I), a minor component found in C8 extracts, was shown to be an active component. Dehydrosoyasaponin I (soyasaponin Be) and soyasaponin VI (soyasaponin betag) coeluted under conditions of silica gel thin-layer chromatography and C18 high-performance liquid chromatography. However, Dehydrosoyasaponin I could be isolated from saponin-enriched fractions with a reversed phase column of styrene/divinylbenzene operated at alkaline pH. Phospholipids of the lysolecithin type were also identified in saponin fractions of C8 extracts from peas. Three of the lysolecithins were inactive alone against rice weevils, but mixtures of these phospholipids enhanced the insecticidal activity of Dehydrosoyasaponin I.

Constituents of leguminous plants, XIII. New triterpenoid saponins from Wistaria brachybotrys

J Nat Prod 1991 May-Jun;54(3):830-6.PMID:1955883DOI:10.1021/np50075a012.

Two new triterpenoid saponins, wistariasaponins D [1] amd G [2], and the known saponin Dehydrosoyasaponin I [3] were isolated from the knots of Wistaria brachybotrys. The Structures of 1 and 2 were determined from their chemical and physicochemical evidence. The inhibitory effects of these saponins on the activation of Epstein-Barr virus early antigen that was induced by a tumor promoter were also tested for the primary screening of antitumor-promoting activities.

Molecular constituents of maxi KCa channels in human coronary smooth muscle: predominant alpha + beta subunit complexes

J Physiol 1997 Aug 1;502 ( Pt 3)(Pt 3):545-57.PMID:9279807DOI:10.1111/j.1469-7793.1997.545bj.x.

1. Human large-conductance voltage- and calcium-sensitive K+ (maxi KCa) channels are composed of at least two subunits: the pore-forming subunit, alpha, and a modulatory subunit, beta. Expression of the beta subunit induces dramatic changes in alpha subunit function. It increases the apparent Ca2+ sensitivity and it allows Dehydrosoyasaponin I (DHS-I) to upregulate the channel. 2. The functional coupling of maxi KCa channel alpha and beta subunits in freshly dissociated human coronary smooth muscle cells was assessed. To distinguish maxi KCa currents modulated by the beta subunit, we examined (a) their apparent Ca2+ sensitivity, as judged from the voltage necessary to half-activate the channel (V1/2), and (b) their activation by DHS-I. 3. In patches with unitary currents, the majority of channels were half-activated near -85 mV at 18 microM Ca2+, a value similar to that obtained when the human KCa channel alpha (HSLO) and beta (HKV,Ca beta) subunits are co-expressed. A small number of channels half-activated around 0 mV, suggesting the activity of the alpha subunit alone. 4. The properties of macroscopic currents were consistent with the view that most pore-forming alpha subunits were coupled to beta subunits, since the majority of currents had values for V1/2 near to -90 mV, and currents were potentiated by DHS-I. 5. We conclude that in human coronary artery smooth muscle cells, most maxi KCa channels are composed of alpha and beta subunits. The higher Ca2+ sensitivity of maxi KCa channels, resulting from their coupling to beta subunits, suggests an important role of this channel in regulating coronary tone. Their massive activation by micromolar Ca2+ concentrations may lead to a large hyperpolarization causing profound changes in coronary blood flow and cardiac function.

Structure elucidation and complete NMR spectral assignment of two triterpenoid saponins from Radix Hedysari

Fitoterapia 2009 Mar;80(2):127-9.PMID:19118605DOI:10.1016/j.fitote.2008.12.001.

A new oleanane-type triterpenoid saponin with a carbonyl group at C-15, named polybosaponin A (1), together with a known triterpenoid saponin, Dehydrosoyasaponin I (2), were isolated from Radix Hedysari. On the basis of one- and two-dimensional NMR and high resolution electrospray ionization mass spectrometry, the structure of 1 were elucidated and the (1)H and (13)C NMR spectral signals were assigned totally. In addition, the complete assignment of (1)H NMR signals and revision of incorrect assignment of (13)C NMR signals for 2 were also achieved based on one- and two-dimensional NMR spectrometry.

Medicinal foodstuffs. XXII. Structures of oleanane-type triterpene oligoglycosides, pisumsaponins I and II, and kaurane-type diterpene oligoglycosides, pisumosides A and B, from green peas, the immature seeds of Pisum sativum L

Chem Pharm Bull (Tokyo) 2001 Jan;49(1):73-7.PMID:11201229DOI:10.1248/cpb.49.73.

Two new oleanane-type triterpene oligoglycosides, pisumsaponins I and II, and two new kaurane-type diterpene oligoglycosides, pisumosides A and B, were isolated from the immature seeds (green peas) of Pisum sativum L. together with soyasaponin I, bersimoside I, Dehydrosoyasaponin I, and their 6'-methyl esters. The structures of pisumsaponins and pisumosides were determined on the basis of chemical and physicochemical evidence as 22-O-malonylsoyasapogenol B 3-O-alpha-L-rhamnopyranosyl(1-->2)-beta-D-galactopyranosyl(1-->2)-beta-D-glucopyranosiduronic acid (22-O-malonylsoyasaponin I), sandosapogenol 3-O-alpha-L-rhamnopyranosyl(1-->2)-beta-D-galactopyranosyl(1-->2)-beta-D-glucopyranosiduronic acid, 17-O-beta-D-glucopyranosyl-6beta,7beta,13gamma,17-tetrahydroxy-19-kauranoic acid 19-O-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranoside, and 6beta,7beta,13beta,17-tetrahydroxy-19-kauranoic acid 19-O-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranoside, respectively.