557-59-5

Usage

Uses

Used in Antioxidant Applications:
Lignoceric acid is used as a chemical component in dried mushroom powder for its antioxidant properties, which help protect cells from damage caused by free radicals.
Used in Food Industry:
Lignoceric acid is used as a long-chain fatty acid in peanut oil, contributing to the overall fatty acid profile and providing energy for the body.

Purification Methods

Crystallise the acid from acetic acid, Me2CO, toluene, pet ether/Me2CO or*C6H6/Me2CO. [Beilstein 2 IV 1301.]

InChI:InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26)

Synthetic route

Sodium; 7-oxo-tetracosanoate (78386-99-9) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With potassium hydroxide; hydrazine hydrate In ethylene glycol 1.) reflux, 1 h, 2.) reflux, 1 h;	81.53%

tetracosyl alcohol (506-51-4) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With dihydrogen peroxide; 3C7H18N(1+)*O24PW4(3-) In water at 90℃; for 8h;	78.1%

Nervonic acid (506-37-6) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With ethanol; platinum Hydrogenation;
With diethyl ether; palladium Hydrogenation;

2-hydroxytetracosanoic acid (544-57-0) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With phosphorus; hydrogen iodide; acetic acid at 120 - 125℃;

n-triacontane (638-68-6) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
at 95℃; beim Durchleiten von Luft;

7-oxo-tetracosanoic acid (77850-94-3) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With potassium hydroxide; hydrazine hydrate; diethylene glycol at 195℃;

10-oxo-tetracosanoic acid (95746-75-1) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With hydrogenchloride; amalgamated zinc; acetic acid

tetracosa-4,8,12,15,18,21-hexaenoic acid → n-tetracosanoic acid (557-59-5)

Conditions	Yield
Hydrogenation;

docosyl-malonic acid (4431-35-0) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
at 140 - 150℃; im Hochvakuum;
at 160 - 180℃;

1-hexadecylcarboxylic acid (57-10-3) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With methanol; sebacic acid mono methyl ester; sodium Electrolysis.Behandlung des Reaktionsprodukts mit methanol.Natronlauge;

3-β-O-<β-D-2-tetracosylxylopyranosyl>-stigmasterol (131870-90-1) → n-tetracosanoic acid (557-59-5) + (2S,3R,4S,5R)-2-[(3S,8S,9S,10R,13R,14S,17R)-17-((E)-(1R,4S)-4-Ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3,4,5-triol (132014-42-7)

Conditions	Yield
With potassium hydroxide In methanol for 6h; Heating;	A n/a B 26 mg

7-oxotriacontanoic acid (72106-49-1) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
usual Wolf-Kishner reduction;

(9E,11E,13E)-Tetracosa-9,11,13-trienoic acid (74473-92-0) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With hydrogen; platinum(IV) oxide	0.086 g

10-oxo-tetracosanoic acid (1) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With hydrogenchloride; amalgamated zinc

13-oxo-tetracosanoic acid (1) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With hydrogenchloride; amalgamated zinc

6-oxo-tetracosanoic acid (1) → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With sodium hydroxide; hydrazine hydrate; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol zulezt bei 200grad nach teilweisen Abdestillieren des Loesungsmittels;

bovine spleen → n-tetracosanoic acid (557-59-5)

Conditions	Yield
Hydrolysis;

cis-Δ15-tetracosenoic acid → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With platinum(IV) oxide; ethanol under 2280 Torr; Hydrogenation;
With nickel at 180℃; under 1140 Torr; Hydrogenation;

methanol (67-56-1) + kerasin → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With sulfuric acid Hydrolysis.das Methylester ist entstanden;

ethanol (64-17-5) + kerasin → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With sulfuric acid Hydrolysis.das Aethylester ist entstanden;

lignocerylsphingosine → n-tetracosanoic acid (557-59-5)

Conditions	Yield
Hydrolysis;

n-tricosyl cyanide → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With sodium hydroxide

diethyl ether (60-29-7) + Nervonic acid (506-37-6) + palladium charcoal → n-tetracosanoic acid (557-59-5)

Conditions	Yield
Hydrogenation;

paraffin-wax → n-tetracosanoic acid (557-59-5)

Conditions	Yield
durch Oxidation;

ethanol (64-17-5) + Nervonic acid (506-37-6) + platinum black → n-tetracosanoic acid (557-59-5)

Conditions	Yield
Hydrogenation;

ethanol (64-17-5) + tetracos-15t-enoic acid (115863-91-7) + platinum oxide → n-tetracosanoic acid (557-59-5)

Conditions	Yield
Hydrogenation;

trans-Δ15-tetracosenoic acid → n-tetracosanoic acid (557-59-5)

Conditions	Yield
With platinum(IV) oxide; ethanol under 2280 Torr; Hydrogenation;
With nickel at 180℃; under 1140 Torr; Hydrogenation;

lup-20(29)-ene-7β,15α-diol-3β-fatty acid ester mixture (III) → n-tetracosanoic acid (557-59-5) + lup-20(29)-ene-3β,7β,15α-triol (115498-81-2) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4)

Conditions	Yield
With hydrogenchloride; potassium hydroxide; ethanol for 2h; Heating; Further byproducts given;	A 7 % Chromat. B 36 mg C 17 % Chromat. D 6 % Chromat.

n-tetracosanoic acid (557-59-5) + (2R,3S,4E)-1,3-di-O-(1-ethoxyethyl)-2-amino-4-octadecene-1,3-diol (102842-95-5) → (2R,3S,4E)-1,3-di-O-(1-ethoxyethyl)-N-tetracosanyl-2-amino-4-octadecene-1,3-diol (102842-97-7)

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 1h; Heating;	99.5%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + n-tetracosanoic acid (557-59-5) → tetracosanoic acid N-hydroxysuccinimide ester (39782-75-7)

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;	99%
With dicyclohexyl-carbodiimide

n-tetracosanoic acid (557-59-5) + (2R,3S,4Z)-1,3-di-O-(1-ethoxyethyl)-2-amino-4-octadecene-1,3-diol (102842-95-5) → (2R,3S,4Z)-1,3-di-O-(1-ethoxyethyl)-N-tetracosanyl-2-amino-4-octadecene-1,3-diol (102842-97-7)

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 1h; Heating;	98%

n-tetracosanoic acid (557-59-5) + (2S,3R,4E,6R)-2-amino-1,3,6-tris(tert-butyldimethylsilyloxy)-4-octadecene (651718-24-0) → Tetracosanoic acid [(E)-(1S,2R,5R)-2,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-heptadec-3-enyl]-amide (873802-50-7)

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 12h;	96%

n-tetracosanoic acid (557-59-5) + 1-amino-3-(dimethylamino)propane (109-55-7) → N-[3-(dimethylamino)propyl] tetracosanamide

Conditions	Yield
With aluminum oxide; sodium fluoride at 165℃; for 12h; Inert atmosphere;	95%

n-tetracosanoic acid (557-59-5) + (2S,3S)-1,3-di-O-(1-ethoxyethyl)-2-amino-4-octadecene-1,3-diol (102842-95-5) → (2S,3S)-1,3-di-O-(1-ethoxyethyl)-N-tetracosanoyl-2-amino-4-octadecene-1,3-diol (102842-97-7)

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 1h; Heating;	94.5%

n-tetracosanoic acid (557-59-5) + (S)-2-hydroxy-1-tetradecyloxycarbonylethylammonium chloride → (S)-2-tetracosanoylamino-3-hydroxypropionic acid tetradecyl ester

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃; for 20h;	92%

n-tetracosanoic acid (557-59-5) + tris[3-(N-tert-butoxycarbonylamino)propyl]methylamine (155021-56-0) → N-[tris(3-(N-tert-butoxycarbonylamino)propyl)methyl]eicosanamide (1042940-12-4)

Conditions	Yield
Stage #1: n-tetracosanoic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.5h; Stage #2: tris[3-(N-tert-butoxycarbonylamino)propyl]methylamine With dmap In dichloromethane for 2h;	91%

n-tetracosanoic acid (557-59-5) + (2S,3S,4R)-2-amino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol (745041-72-9) → (2S,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-tetracosanoylamino-1,3,4-nonanetriol (745041-79-6)

Conditions	Yield
Stage #1: n-tetracosanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: (2S,3S,4R)-2-amino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 30℃; for 16h;	89%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 30℃;	89%

n-tetracosanoic acid (557-59-5) + C121H167N3O52Si → C145H213N3O53Si

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In 1,2-dichloro-ethane for 1h; Ambient temperature;	88%

n-tetracosanoic acid (557-59-5) → tetracosanoic acid-d47

Conditions	Yield
With palladium 10% on activated carbon; water-d2; potassium hydroxide at 195℃; under 11251.1 Torr; for 100h; Inert atmosphere;	83%

n-tetracosanoic acid (557-59-5) → tetracosyl alcohol (506-51-4)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Inert atmosphere;	82%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran

n-tetracosanoic acid (557-59-5) + 2-amino-1,3-bis(1-ethoxyethoxy)-4-Z-D-erythro-octadec-4-ene (97818-15-0) → 1,3-bis(1-ethoxyethoxy)-2-tetracosanamido-4-Z-D-erythro-octadec-4-ene (97818-16-1)

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 1h; Heating;	78%

n-tetracosanoic acid (557-59-5) → (+/-)-2-bromotetracosanoic acid (102809-35-8)

Conditions	Yield
With phosphorus; bromine at 95℃; for 6h;	77%
With anhydrous phosphorus trichloride; bromine In water

n-tetracosanoic acid (557-59-5) + (2S,3S,4R)-1,3,4-tri-O-benzyl-2-amino-1,3,4-octadecanetriol (129779-77-7) → (2S,3S,4R)-1,3,4-tri-O-benzyl-N-tetracosanoyl-2-amino-1,3,4-octadecanetriol (129779-78-8)

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 1h; Heating;	75%
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 2h; Heating; Yield given;

n-tetracosanoic acid (557-59-5) + (2S,3S,4R)-2-amino-1,3,4-tris(tert-butyldimethylsilyloxy)nonane (1082745-96-7) → (2S,3S,4R)-1,3,4-tris(tert-butyldimethylsilanyloxy)-2-tetracosanoylaminononane (872356-91-7)

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 15h;	75%

n-tetracosanoic acid (557-59-5) + 6-(((tert-butyldimethylsilyl)oxy)methyl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecan-6-amine (102522-47-4) → N-[tris(tert-butyldimethylsilyloxymethyl)methyl]tetraeicosanamide (1279697-37-8)

Conditions	Yield
Stage #1: n-tetracosanoic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.5h; Stage #2: 6-(((tert-butyldimethylsilyl)oxy)methyl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecan-6-amine With dmap In dichloromethane for 2h;	72%

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol (123-78-4) + n-tetracosanoic acid (557-59-5) → N-tetracosanoyl-D-erythro-sphingosine (17673-74-4, 26549-48-4, 73354-07-1, 75171-91-4, 98103-17-4, 102917-80-6, 105089-23-4, 121468-19-7, 121470-52-8, 121470-53-9, 130607-51-1, 130608-87-6, 34435-05-7)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 5h; Inert atmosphere;	71%

n-tetracosanoic acid (557-59-5) + rotigotine (99755-59-6) → rotigotine lignocerate

Conditions	Yield
Stage #1: n-tetracosanoic acid With oxalyl dichloride In dichloromethane at 20℃; Inert atmosphere; Stage #2: rotigotine With triethylamine In dichloromethane	70%

L-threo-dihydrosphingosine (15639-50-6) + n-tetracosanoic acid (557-59-5) → N-((2S,3S)-1,3-dihydroxyoctadecan-2-yl)-tetracosanamide (121470-51-7)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	68%

n-tetracosanoic acid (557-59-5) + tert-butyl-(S)-4-((1R,4R,E)-1,4-dihydroxyhexadec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate → N-((2S,3R,6R,E)-1,3,6-trihydroxyoctadec-4-en-2-yl)tetracosanamide

Conditions	Yield
Stage #1: tert-butyl-(S)-4-((1R,4R,E)-1,4-dihydroxyhexadec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate With trifluoroacetic acid In water at 20℃; for 24h; Inert atmosphere; Stage #2: n-tetracosanoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran; dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;	65%

n-tetracosanoic acid (557-59-5) + (2S,3S,4E)-L-threo sphingosine (25695-95-8) → N-((2S,3S,4E)-1,3-dihydroxyoctadec-4-en-2-yl)tetracosanamide (121470-52-8)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	62%

n-tetracosanoic acid (557-59-5) + C32H57NO12 → (2S,3S,4R)-1-(α-D-galactopyranosyloxy)-2-tetracosanoylamino-3,4-octadecanediol

Conditions	Yield
Stage #1: n-tetracosanoic acid With triethylamine; isobutyl chloroformate In dichloromethane at 20℃; for 0.833333h; Stage #2: C32H57NO12 In dichloromethane; N,N-dimethyl-formamide at 0℃; Inert atmosphere;	58%

n-tetracosanoic acid (557-59-5) + 1-(((R,E)-1-((2S,3S)-3-isobutylaziridin-2-yl)pentadec-1-en-3-yl)oxy)pyrrolidine → N-((4S,5R,8R,E)-5-hydroxy-2-methyl-8-(pyrrolidin-1-yloxy)icos-6-en-4-yl)tetracosanamide

Conditions	Yield
With triethylamine; scandium tris(trifluoromethanesulfonate) In acetonitrile at 65℃; for 72h; Sealed tube; regioselective reaction;	51%

n-tetracosanoic acid (557-59-5) + C81H117NO33Si → O-(2,3,4,6-tetra-O-acetyl-α-D-manp)-(1->3)-O-<(2,3,4-tri-O-acetyl-β-D-xylp)-(1->2)>-O-(4,6-di-O-acetyl-β-D-manp)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-(tert-butyldiphenylsilyl)-2-N-tetracosanoyl-(4E)-sphingenine (128377-28-6)

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane at 30℃; for 3h;	49%

(S)-1-((4S,5R)-2,2-Dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propylamine + n-tetracosanoic acid (557-59-5) → (3S,4S,5R)-4,5-O-isopropylidene-1-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-3-tetracosanoylamino-4,5-decanediol (862718-92-1)

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃;	48%
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃;

n-tetracosanoic acid (557-59-5) + 1-(((R,E)-1-((2S,3S)-3-isobutylaziridin-2-yl)pentadec-1-en-3-yl)oxy)piperidine → N-((4S,5R,8R,E)-5-hydroxy-2-methyl-8-(piperidin-1-yloxy)icos-6-en-4-yl)tetracosanamide

Conditions	Yield
With triethylamine; scandium tris(trifluoromethanesulfonate) In acetonitrile at 60℃; for 72h; Sealed tube; regioselective reaction;	47%

Upstream product

• 506-37-6 Nervonic acid 
• 544-57-0 2-hydroxytetracosanoic acid 
• 638-68-6 n-triacontane 
• 57-10-3 1-hexadecylcarboxylic acid 
• 57-11-4 stearic acid 
• 19218-94-1 1-iodotetradecane 
• 506-51-4 tetracosyl alcohol 
• 2624-31-9 potassium palmitate 
• 115210-27-0 10-oxo-tetracosanoic acid methyl ester 
• 112-76-5 Stearoyl chloride 
• 78387-00-5 2-tetracosanoylcyclohexanone 
• 78386-98-8 2-stearoylcyclohexanone 
• 58576-73-1 tetracosanoyl chloride 
• 64-17-5 ethanol 

Downstream Products

• 58576-73-1 tetracosanoyl chloride 
• 506-51-4 tetracosyl alcohol 
• 2442-49-1 methyl tetracosanoate 
• 405167-18-2 tetraicosanoic acid pentafluorophenyl ester 
• 55373-89-2 methyl pentacosanoate 
• 500373-00-2 (2S,3S,4R)-2-(N-tetracosanoyl amino)-1,3,4-tri-O-benzyl-1,3,4-octane triol 
• 128377-28-6 O-(2,3,4,6-tetra-O-acetyl-α-D-manp)-(1->3)-O-<(2,3,4-tri-O-acetyl-β-D-xylp)-(1->2)>-O-(4,6-di-O-acetyl-β-D-manp)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-(tert-butyldiphenylsilyl)-2-N-tetracosanoyl-(4E)-sphingenine 
• 128377-12-8 O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-tert-butyldiphenylsilyl-2N-tetracosanoyl-(4E)-sphingenine 
• 128377-19-5 C₈₇H₁₃₇NO₂₉ 
• 39782-75-7 tetracosanoic acid N-hydroxysuccinimide ester 
• 82005-99-0 globotriaosyl-E-ceramide 
• 93894-92-9 glycerol-α-lignocerate 
• 1219794-61-2 lignoceric acid-d₄₇ 
• 57866-08-7 tetracosanal aldehyde 

Relevant academic research and scientific papers

Chemical constituents from root barks of erythrina mildbraedii and stem barks of erythrina addisoniae

The β-D-galactopyranoside of the tetracosanoic acid (1) was isolated from the stem barks of Erythrina addisoniae along with known tetracosanoic acid (2), α-sophoradiol (3), stigmasterol (4), warangalone (5), 3-Oβ-D-glucopyranoside of β-sitosterol (6) and

Secondary metabolites from Garcinia daedalanthera Pierre leaves (Clusiaceae)

Two new glycerol esters, (S)-2-hydroxy-3-(octanoyloxy)propyl tetracosanoate (1) and (S)-3-(((S)-11-acetoxy octadecanoyl)oxy)propane-1,2-diyl diacetate (2), and eight known compounds, docosanedioic acid (3), 2,5-dimethylnonadecane (4), lupeol (5), stigmast

METHOD FOR THE PRODUCTION OF LIGNOCERIC ACID

The invention is related to a process for production of lignoceric acid from mixtures of long-chain aliphatic alcohols that contain lignoceric alcohol, wherein the process consists in oxidizing the mixture in a biphasic catalytic system using quaternary ammonium peroxotungstophosphate as a catalyst and hydrogen peroxide as an oxidant, followed by several physical or chemical unitary steps to separate and purify the lignoceric acid.

Gracilarioside and gracilamides from the Red alga Gracilaria asiatica

One gracilarioside and two gracilamides with unusual cyclopropane- containing alkyl chains were isolated from the red alga Gracilaria asiatica. Their structures were determined by spectroscopic methods and microscale chemical degradation. To our knowledge, no ceramides with a cyclopropane ring have been reported from marine organisms. These three compounds were mildly cytotoxic to the human A375-S2 melanoma cell line.

Structure of a novel diterpenoid ester, fritillahupehin from bulbs of Fritillaria hupehensis Hsiao and K.C. Hsia

A new diterpenoid ester, fritillahupehin (1) together with three known fatty acids: palmitic acid (2), lignoceric acid (3) and azelaic acid (4) were isolated from the bulbs of Fritillaria hupehensis Hsiao and K.C. Hsia. The structure of fritillahupehin has been established to be ent-kauran-16β-yl lignocerate by means of spectroscopic and chemical evidence. Compounds 2-4 were isolated from Fritillaria sp. for the first time.

Intermediate compounds for the synthesis of glycolipids

The invention provides important intermediate compounds for the synthesis of acidic glycolipids which are identical with the glycolipid antigens isolated from the acidic glycolipid fractions of peripheral nerve and embryonic central nervous system and preparation methods thereof. By the adoption of the present intermediate compounds, sulfation of 3-hydroxyl group of end glucuronic acid portion of the acidic glycolipid can be quite easily carried out and total synthetic yield be greatly improved.

STEROID GLYCOSIDES FROM ASPARAGUS ADSCENDENS

The structures of two new glycosides isolated from the roots of Asparagus adscendens have been elucidated as 3-β-O--stigmasterol and 3-β-O-2)-α-L-arabinopyranosyl>-stigmasterol by physicochemical data.

Chemical Studies on the Constituents of Hyphear Tanakae HOSOKAWA from Different Host Trees

The chemical constituents of Hyphear Tanakae HOSOKAWA epiphyting to four different host trees were examined.A new triterpene fatty acid ester (III) and four known flavonoid glycosides, rhamnocitrin-3-O-rhamnoside (V), kaempferol-3-O-rhamnoside (VI), rhamnetin-3-O-rhamnoside (VII), and quercetin-3-O-rhamnoside (VIII) have been isolated from the leaves and twigs of this plant epiphyting to Castanea crenata SIEB., together with fatty acids (I), phytosterol (II), and phytosterol-glucoside (IV).The present investigation has revealed that compounds II-V, VII, and VIII are contained in this plant irrespective of the host, among the four host trees, examined.Keywords - Hyphear Tanakae; misletoe; Loranthaceae; triterpene; lup-20(29)-ene-3β,7β,15α-triol; flavonoid; rhamnocitrin-3-O-rhamnoside; kaempferol-3-O-rhamnoside; rhamnetin-3-O-rhamnoside; quercetin-3-O-rhamnoside

A CONVENIENT SYNTHESIS OF 1-TRIACONTANOL

1-Triacontanol, a new plant growth regulator, has been synthesised starting from stearic acid, and by two successive additions of six carbon units through enamine intermediates.

NEW HYDROXY FATTY ACID FROM SEED OIL OF BALIOSPERMUM AXILLARE

A fatty acid, found as a minor component in the seed oil of Baliospermum axillare, is shown to be the hitherto unknown 11,13-dihydroxytetracos-trans-9-enoic acid (axillarenic acid).Key Word Index - Baliospermum axillare; Euphorbiaceae; seed oil; 11,13-dihydroxytetracos-trans-9-enoic acid.