548-83-4

Basic information

• Product Name: Galangin
• Synonyms: 4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-phenyl;Galangin, froM Alpinia officinaruM;Galangin, >=98%;GALANGIN, AUTOPHAGY INDUCING FLAVONO;3,5,7-trihydroxy-2-phenyl-4h-benzopyran-4-on;3,5,7-trihydroxy-flavon;NORIZALPININ;GALANGIN
• CAS NO: 548-83-4
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24
• EINECS: 208-960-4
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Antineoplastic;Flavanols
• Mol File: 548-83-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 214-215 °C(lit.)
• Boiling Point: 333.35°C (rough estimate)
• Flash Point: 202 °C
• Appearance: /
• Density: 1.2319 (rough estimate)
• Vapor Pressure: 2.24E-11mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: room temp
• Solubility: Acetone (Slightly), Ethyl Acetate (Slightly)
• PKA: 6.32±0.40(Predicted)
• Merck: 14,4339
• BRN: 272179
• CAS DataBase Reference: Galangin(CAS DataBase Reference)
• NIST Chemistry Reference: Galangin(548-83-4)
• EPA Substance Registry System: Galangin(548-83-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: LK9275500
• F: 10
• Hazardous Substances Data: 548-83-4(Hazardous Substances Data)

Usage

Description

Galangin is a flavonoid naturally found in herbs used in traditional medicine. Like many flavonoids, it has potent antioxidant properties. It also has anti-inflammatory actions related to suppression of signaling through NF-κB in mice. Galangin acts as an antagonist of the aryl hydrocarbon receptor, inducing apoptosis in cancer cells. It also inhibits cytochrome P450 isoform 1A1 with an IC50 value of less than 1 μM.

Chemical Properties

Yellow powder

Uses

Different sources of media describe the Uses of 548-83-4 differently. You can refer to the following data:
1. CYP1A1 inhibitor, vasodilator
2. Galangin is a flavanoid found in Alpinia officinarum, galangal rhizome (Alpinia galanga) and in propolis. Galangin has been show to inhibit proliferation of estrogen receptor-positive MCF-7 human brea st cancer cells as well as delay of mammary tumorigenesis.
3. Galangin is a flavanoid found in Alpinia officinarum, galangal rhizome (Alpinia galanga) and in propolis. Galangin has been show to inhibit proliferation of estrogen receptor-positive MCF-7 human breast cancer cells as well as delay of mammary tumorigenesis.

Definition

ChEBI: A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively.

General Description

Galangin is a flavonoid isolated from members of the Zingiberaceae family, which are mainly used for herbal medicines.

Biochem/physiol Actions

Galangin exhibits antioxidant, anti-apoptotic, anti-inflammatory and anti-obesity properties. In addition, it also possesses anti-genotoxic activity against environmental and dietary carcinogens. Galangin inhibits cancer growth by hindering cancer cell proliferation, induction of apoptosis and autophagy and inhibition of metastasis. Galangin also has an ability to inhibit CYP1A1 (Cytochrome P450, family 1, member A1) activity.

Anticancer Research

Galangin is a flavonol that is derived from Alpinia officinarum, a plant from the gingerfamily, grown in Southeast Asia. The extract from the rhizome suppresses cellproliferation of hepatocellular carcinoma cells (Su et al. 2013). ER stress is inducedby galangin as is evident by rise in concentration of cytosolic Ca2+ and other UPRtarget genes like CHOP, GRP 78 and GRP 94. The ER is a major storage site forintracellular calcium. Normal functioning of ER chaperones is disrupted by calciumexhaustion in ER which produces ER stress and hence activation of UPR (Hotamisligil2010; Mekahli et al. 2011). CHOP and 4-polybutyric acid siRNA, well-known ERstress inhibitor, substantially blocked stress induced by galangin in the HCC cell line.To sum up, ER stress is upregulated by galangin, inhibiting cancer cell proliferation,and galangin can prove to be an effective anticancer agent (Su et al. 2013).

InChI:InChI=1/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H

Synthetic route

3,5,7-trimethoxyflavone (26964-29-4) → galangin (548-83-4)

Conditions	Yield
Stage #1: 3,5,7-trimethoxyflavone With boron tribromide In dichloromethane at 20℃; for 24h; Stage #2: With water In dichloromethane	83%

5,7-bis(benzyloxy)-3-hydroxy-2-phenyl-4H-chromen-4-one → galangin (548-83-4)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; dichloromethane under 760.051 Torr; for 6h;	73%

2-benzoyloxy-1-(2,4,6-tris-benzoyloxy-phenyl)-ethanone + potassium acetate (127-08-2) + acetic anhydride (108-24-7) → galangin (548-83-4)

Conditions	Yield
Behandeln des Reaktionsprodukts mit Natronlauge;

2-benzoyloxy-1-(2,4,6-trihydroxy-phenyl)-ethanone (65982-77-6) + benzoic acid anhydride (93-97-0) → galangin (548-83-4)

Conditions	Yield
With sodium benzoate at 165 - 170℃; Verseifen des Reaktionsprodukts mit alkoh. Kalilauge;

3-phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one (82451-30-7, 4197-97-1) → galangin (548-83-4)

Conditions	Yield
With air; methylene blue In methanol for 81h; Irradiation;	54 % Turnov.

galanginin - 3,5,7-trihydroxyflavone 3-O-β-D-glucopyranoside (68592-14-3) → galangin (548-83-4)

Conditions	Yield
With water; hydrogen cation

N,N,N',N'-tetramethyl-para-phenylenediamine (100-22-1) + galangin radical → galangin (548-83-4) + N,N,N',N'-tetramethyl-para-semiquinonediimine (100-22-1)

Conditions	Yield
at 20℃; Equilibrium constant; pH=13.5;
at 20℃; Rate constant; Equilibrium constant; pH=13.5;

galangin-8-sulfonate → galangin (548-83-4)

Conditions	Yield
With hydrogenchloride for 2h; Heating;	2.3 mg

galangin-3-O-β-D-glucoside-8-sulfonate → galangin (548-83-4)

Conditions	Yield
With sulfuric acid for 1h; Heating;	3.2 mg

galangin-5.7-dimethyl ether → galangin (548-83-4)

Conditions	Yield
With hydrogen iodide

pinobanksin → galangin (548-83-4)

Conditions	Yield
With ethanol; iodine; sodium acetate

2,4,6-trihydroxyacetophenone (480-66-0) → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KOH / ethanol / 48 h / Ambient temperature 2: 54 percent Turnov. / air, methylene blue / methanol / 81 h / Irradiation View Scheme
Multi-step reaction with 9 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 73 h 2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 20 °C 3.1: tetrahydrofuran / 4 h / 0 - 20 °C 4.1: phosphonic acid diethyl ester; triethylamine / tetrahydrofuran / 0 - 20 °C 5.1: acetonitrile / 82 °C 6.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 7.1: sodium acetate / acetic acid / 12 h / 100 °C 8.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 8.2: Dowex 50W-X 8 resin / 20 °C 9.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

benzaldehyde (100-52-7) + aminoguanidine salt → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KOH / ethanol / 48 h / Ambient temperature 2: 54 percent Turnov. / air, methylene blue / methanol / 81 h / Irradiation View Scheme

3,5-dihydroxyphenol (108-73-6) → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; hydrogen chloride / Kochen des Reaktionsprodukts mit Alkohol 2: sodium benzoate / 165 - 170 °C / Verseifen des Reaktionsprodukts mit alkoh. Kalilauge View Scheme
Multi-step reaction with 10 steps 1.1: boron trifluoride diethyl etherate / 49 h / 0 - 20 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 73 h 3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 20 °C 4.1: tetrahydrofuran / 4 h / 0 - 20 °C 5.1: phosphonic acid diethyl ester; triethylamine / tetrahydrofuran / 0 - 20 °C 6.1: acetonitrile / 82 °C 7.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 8.1: sodium acetate / acetic acid / 12 h / 100 °C 9.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 9.2: Dowex 50W-X 8 resin / 20 °C 10.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

C36H28O5 → galangin (548-83-4)

Conditions	Yield
With palladium on carbon In methanol; dichloromethane

3,5-dimethoxyphenol (500-99-2) → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: aluminum (III) chloride / 1,1,2,2-tetrachloroethane / 20 °C 2: lithium diisopropyl amide / tetrahydrofuran 3: sulfuric acid; acetic acid / 0.5 h / 80 °C 4: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: aluminum (III) chloride / 1,1,2,2-tetrachloroethane / 20 °C 2: lithium diisopropyl amide / tetrahydrofuran 3: sulfuric acid; acetic acid / 0.5 h / 80 °C 4: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: aluminum (III) chloride / 1,1,2,2-tetrachloroethane / 20 °C 2: lithium diisopropyl amide / tetrahydrofuran 3: sulfuric acid; acetic acid / 0.5 h / 80 °C 4: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1: aluminum (III) chloride / 1,1,2,2-tetrachloroethane / 20 °C 2: triethylamine / dichloromethane / 0 - 20 °C 3: lithium diisopropyl amide / tetrahydrofuran / 1 h / -15 - 0 °C / Inert atmosphere 4: sulfuric acid; acetic acid / 0.5 h / 80 °C 5: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme

1-(2-hydroxy-4,6-dimethoxy-phenyl)-2-methoxy-3-phenyl-1,3-propanedione (1385652-08-3) → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; acetic acid / 0.5 h / 80 °C 2: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme

C18H18O6 (1385651-92-2) → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -15 - 0 °C / Inert atmosphere 2: sulfuric acid; acetic acid / 0.5 h / 80 °C 3: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme

2'-hydroxy-2,4',6'-trimethoxyacetophenone (17874-42-9) → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: lithium diisopropyl amide / tetrahydrofuran 2: sulfuric acid; acetic acid / 0.5 h / 80 °C 3: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: lithium diisopropyl amide / tetrahydrofuran 2: sulfuric acid; acetic acid / 0.5 h / 80 °C 3: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: lithium diisopropyl amide / tetrahydrofuran 2: sulfuric acid; acetic acid / 0.5 h / 80 °C 3: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 0 - 20 °C 2: lithium diisopropyl amide / tetrahydrofuran / 1 h / -15 - 0 °C / Inert atmosphere 3: sulfuric acid; acetic acid / 0.5 h / 80 °C 4: boron tribromide / dichloromethane / 24 h / 20 °C View Scheme

2-acetyl-3,5-bis(benzyloxy)phenyl benzoate (137790-51-3) → galangin (548-83-4)

Conditions

Yield

Multi-step reaction with 7 steps 1.1: tetrahydrofuran / 4 h / 0 - 20 °C 2.1: phosphonic acid diethyl ester; triethylamine / tetrahydrofuran / 0 - 20 °C 3.1: acetonitrile / 82 °C 4.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 5.1: sodium acetate / acetic acid / 12 h / 100 °C 6.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 6.2: Dowex 50W-X 8 resin / 20 °C 7.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

3,5-bis(benzyloxy)-2-(2-bromoacetyl)phenyl benzoate → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 5 steps 1.1: acetonitrile / 82 °C 2.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 3.1: sodium acetate / acetic acid / 12 h / 100 °C 4.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 4.2: Dowex 50W-X 8 resin / 20 °C 5.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

2-(2-(benzoyloxy)-4,6-bis(benzyloxy)phenyl)-2-oxoethyl benzoate → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 2.1: sodium acetate / acetic acid / 12 h / 100 °C 3.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 3.2: Dowex 50W-X 8 resin / 20 °C 4.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone (18065-05-9) → galangin (548-83-4)

Conditions

Yield

Multi-step reaction with 8 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 20 °C 2.1: tetrahydrofuran / 4 h / 0 - 20 °C 3.1: phosphonic acid diethyl ester; triethylamine / tetrahydrofuran / 0 - 20 °C 4.1: acetonitrile / 82 °C 5.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 6.1: sodium acetate / acetic acid / 12 h / 100 °C 7.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 7.2: Dowex 50W-X 8 resin / 20 °C 8.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

C29H22Br2O5 → galangin (548-83-4)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: phosphonic acid diethyl ester; triethylamine / tetrahydrofuran / 0 - 20 °C 2.1: acetonitrile / 82 °C 3.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C 4.1: sodium acetate / acetic acid / 12 h / 100 °C 5.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 5.2: Dowex 50W-X 8 resin / 20 °C 6.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

C36H28O7 → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium acetate / acetic acid / 12 h / 100 °C 2.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 2.2: Dowex 50W-X 8 resin / 20 °C 3.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

C36H26O6 → galangin (548-83-4)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium methylate / methanol; dichloromethane / 10 h / 20 °C 1.2: Dowex 50W-X 8 resin / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran / 6 h / 760.05 Torr View Scheme

galangin (548-83-4) + acetic anhydride (108-24-7) → 3,5,7-triacetoxyflavone (113163-70-5)

Conditions	Yield
With dmap In N,N-dimethyl-formamide for 0.166667h;	87%
With pyridine at 20℃;

galangin (548-83-4) + dimethyl sulfate (77-78-1) → 3,5,7-trimethoxyflavone (26964-29-4)

Conditions	Yield
With potassium carbonate In acetone for 4h; Heating;	67%
With potassium carbonate
With potassium carbonate In acetone for 4h; Heating;

ethyl bromide (74-96-4) + galangin (548-83-4) → MRS 1093

Conditions	Yield
With potassium carbonate In acetone Ambient temperature;	64%

galangin (548-83-4) + 1-iodo-propane (107-08-4) → MRS 1042

Conditions	Yield
With potassium carbonate In acetone Heating;	63%

galangin (548-83-4) + uridine-5'-diphosphoglucose (952585-00-1) → galangin 8-C-β-D-glucoside (28225-12-9)

Conditions	Yield
With TcCGT1-C-glycosyltransferase from Trolliuschinensisuridine in complex with uridine diphosphate In aq. phosphate buffer; dimethyl sulfoxide pH=8; Enzymatic reaction;	61.5%

galangin (548-83-4) + chloromethyl methyl ether (107-30-2) → 3,7-dimethoxymethylgalangin (143724-68-9)

Conditions	Yield
With potassium carbonate In acetone for 2h; Ambient temperature;	29%

galangin (548-83-4) → acide 2,4,6-trihydroxybenzoique (83-30-7)

Conditions	Yield
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 20℃; for 16.5h;	27%

galangin (548-83-4) + prenyl bromide (870-63-3) → 8-prenylgalangin (42193-83-9)

Conditions	Yield
With tetraethylammonium iodide In various solvent(s) at 20℃; for 1.5h;	14%

galangin (548-83-4) + sodium methylate (124-41-4) → 5,7-dihydroxy-3-methoxy-6-methyl-2-phenyl-chromen-4-one (93322-38-4)

Conditions	Yield
With methanol anschliessendes Erwaermen mit Methyljodid;

galangin (548-83-4) + dimethyl sulfate (77-78-1) → isalpinin (480-14-8)

Conditions	Yield
With sodium hydrogencarbonate; acetone

galangin (548-83-4) + dimethyl sulfate (77-78-1) → 5,7-dihydroxy-3-methoxyflavone (6665-74-3)

Conditions	Yield
With ethanol; sodium carbonate

methanol (67-56-1) + galangin (548-83-4) + sodium methylate (124-41-4) + methyl iodide (74-88-4) → 5,7-dihydroxy-3-methoxy-6-methyl-2-phenyl-chromen-4-one (93322-38-4) + 5-hydroxy-3,7-dimethoxyflavone (70786-48-0) + 5-hydroxy-3,7-dimethoxy-6-methyl-2-phenyl-chromen-4-one (727381-61-5) + 3,5,7-trimethoxyflavone (26964-29-4)

galangin (548-83-4) → isalpinin (480-14-8) + 5-hydroxy-3,7-dimethoxyflavone (70786-48-0) + 5,7-dihydroxy-3-methoxyflavone (6665-74-3)

Conditions	Yield
With O-methyl transferase from cell-free extract of Citrus mitis; <(14)CH3>-S-adenosyl-L-methionine; 2-hydroxyethanethiol In water; dimethyl sulfoxide at 35℃; for 0.5h; Product distribution; pH 7.5 buffer;

galangin (548-83-4) → 2,4,6-trihydroxybenzaldehyde (487-70-7) + benzoic acid (65-85-0)

Conditions	Yield
With 18-crown-6 ether In tetrahydrofuran; toluene Product distribution; -10 deg C, then room temp.;

galangin (548-83-4) → galangin radical

Conditions	Yield
With singlet oxygen In water at 20℃; Rate constant;

galangin (548-83-4) + ethyl iodide (75-03-6) → MRS 1041

Conditions	Yield
With potassium carbonate In acetone Heating;	12 mg

galangin (548-83-4) + acetone (67-64-1) + dimethyl sulfate (77-78-1) + sodium hydrogencarbonate → isalpinin (480-14-8)

Upstream product

• 127-08-2 potassium acetate 
• 108-24-7 acetic anhydride 
• 82451-30-7 3-phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one 
• 100-22-1 N,N,N',N'-tetramethyl-para-phenylenediamine 
• 100-52-7 benzaldehyde 
• 500-99-2 3,5-dimethoxyphenol 
• 137790-51-3 2-acetyl-3,5-bis(benzyloxy)phenyl benzoate 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 26964-29-4 3,5,7-trimethoxyflavone 
• 17874-42-9 2'-hydroxy-2,4',6'-trimethoxyacetophenone 
• 1385651-92-2 C₁₈H₁₈O₆ 
• 1385652-08-3 1-(2-hydroxy-4,6-dimethoxy-phenyl)-2-methoxy-3-phenyl-1,3-propanedione 
• 480-66-0 2,4,6-trihydroxyacetophenone 

Downstream Products

• 480-14-8 isalpinin 
• 6665-74-3 5,7-dihydroxy-3-methoxyflavone 
• 144-62-7 oxalic acid 
• 65-85-0 benzoic acid 
• 1009646-34-7 C₃₀H₂₀O₁₁ 
• 83-30-7 acide 2,4,6-trihydroxybenzoique 
• 847068-24-0 [Zn(galangin)(H₂O)2]Cl 
• 1707-75-1 2,2-diphenyl-1-picrylhydrazine 
• 1187019-11-9 C₁₅H₁₀O₅*C₅₆H₉₈O₃₅ 
• 1361317-05-6 galangin 7-O-sulfate 
• 26964-29-4 3,5,7-trimethoxyflavone 
• 28225-12-9 galangin 8-C-β-D-glucoside 

Relevant articles and documents

-

-

An effective synthesis of 3-methoxyflavones via 1-(2-hydroxyphenyl)-2- methoxy-3-phenyl-1,3-propanediones

-

Tannins, flavonol sulfonates, and a norlignan from Phyllanthus virgatus

Investigation of the constituents of Phyllanthus virgatus has led to the isolation of five new compounds, including a norlignan, 2-(3,4- methylenedioxybenzyl)-4-(3,4-methylenedioxyphenyl)-3-butyne-1,2-diol named virgatyne (1); a hydrolyzable tannin, virganin (2); and three flavonoid sulfonates, galangin-8-sulfonate (4), galangin-3-O-β-D-glucoside-8- sulfonate (5), and kaempferol-8-sulfonate (6). Their structures were established by spectral and chemical methods.