IE50062B1 - Pharmaceutical compositions containing climbing ivy extracts - Google Patents

Pharmaceutical compositions containing climbing ivy extracts

Info

Publication number: IE50062B1
Authority: IE; Ireland
Prior art keywords: hederasaponin; weight; extract containing; precipitate; climbing ivy
Prior art date: 1979-07-05

Application number

IE1393/80A

Other languages

English (en)

Other versions

IE801393L (en

Original Assignee

Synthelabo

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-07-05

Filing date

1980-07-04

Publication date

1986-02-05

1980-07-04 Application filed by Synthelabo filed Critical Synthelabo

1981-01-05 Publication of IE801393L publication Critical patent/IE801393L/xx

1986-02-05 Publication of IE50062B1 publication Critical patent/IE50062B1/en

Links

239000000284 extract Substances 0.000 title claims abstract description 59
230000009194 climbing Effects 0.000 title claims abstract description 21
239000008194 pharmaceutical composition Substances 0.000 title claims description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 60
RYHDIBJJJRNDSX-MCGLQMIESA-N Hederacoside C Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](OC[C@@H]2[C@H]([C@H](O)[C@@H](O)[C@H](OC(=O)[C@@]34[C@@H](CC(C)(C)CC3)C=3[C@@]([C@]5(C)CC[C@H]6[C@](C)(CO)[C@@H](O[C@H]7[C@@H]([C@@H](O)[C@@H](O)CO7)O[C@H]7[C@@H]([C@H](O)[C@@H](O)[C@H](C)O7)O)CC[C@]6(C)[C@H]5CC=3)(C)CC4)O2)O)[C@H](O)[C@H]1O RYHDIBJJJRNDSX-MCGLQMIESA-N 0.000 claims abstract description 35
MLWBUURUTWPMOO-UHFFFAOYSA-N Hederasaponin C Natural products CC1OC(OC2C(O)COC(OC3CCC4(C)C(CCC5(C)C4CC=C6C7CC(C)(C)CCC7(CCC56C)C(=O)OC8OC(COC9OC(CO)C(OC%10OC(C)C(O)C(O)C%10O)C(O)C9O)C(O)C(O)C8O)C3(C)CO)C2O)C(O)C(O)C1O MLWBUURUTWPMOO-UHFFFAOYSA-N 0.000 claims abstract description 35
RYHDIBJJJRNDSX-UHFFFAOYSA-N kalopanax-saponin B Natural products OC1C(O)C(O)C(C)OC1OC1C(CO)OC(OCC2C(C(O)C(O)C(OC(=O)C34C(CC(C)(C)CC3)C=3C(C5(C)CCC6C(C)(CO)C(OC7C(C(O)C(O)CO7)OC7C(C(O)C(O)C(C)O7)O)CCC6(C)C5CC=3)(C)CC4)O2)O)C(O)C1O RYHDIBJJJRNDSX-UHFFFAOYSA-N 0.000 claims abstract description 35
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 20
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 16
241001465754 Metazoa Species 0.000 claims abstract description 8
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 6
239000007787 solid Substances 0.000 claims abstract description 5
238000002386 leaching Methods 0.000 claims abstract description 4
238000000034 method Methods 0.000 claims description 15
239000002244 precipitate Substances 0.000 claims description 13
239000000203 mixture Substances 0.000 claims description 11
239000012141 concentrate Substances 0.000 claims description 8
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
239000007788 liquid Substances 0.000 claims description 6
238000002360 preparation method Methods 0.000 claims description 6
208000006968 Helminthiasis Diseases 0.000 claims description 5
208000014837 parasitic helminthiasis infectious disease Diseases 0.000 claims description 5
239000000843 powder Substances 0.000 claims description 5
229930182490 saponin Natural products 0.000 claims description 5
150000007949 saponins Chemical class 0.000 claims description 5
235000017709 saponins Nutrition 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 4
238000001035 drying Methods 0.000 claims description 3
230000007935 neutral effect Effects 0.000 claims description 3
239000000546 pharmaceutical excipient Substances 0.000 claims description 3
239000002775 capsule Substances 0.000 claims description 2
239000003610 charcoal Substances 0.000 claims description 2
239000012535 impurity Substances 0.000 claims description 2
239000000463 material Substances 0.000 claims description 2
239000006187 pill Substances 0.000 claims 1
244000045947 parasite Species 0.000 abstract description 10
241001494479 Pecora Species 0.000 abstract description 8
241000283690 Bos taurus Species 0.000 abstract description 3
KEOITPILCOILGM-FCWYPSSHSA-N Sapindoside A Natural products O=C(O)[C@]12[C@H](C=3[C@](C)([C@@]4(C)[C@@H]([C@]5(C)[C@H]([C@@](CO)(C)[C@@H](O[C@@H]6[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O)[C@H](C)O7)[C@H](O)[C@H](O)CO6)CC5)CC4)CC=3)CC1)CC(C)(C)CC2 KEOITPILCOILGM-FCWYPSSHSA-N 0.000 abstract description 2
KBYYTUYPCGPQNK-UHFFFAOYSA-N alpha-hederin Natural products CC1OC(OC2C(O)C(CO)OC2OC3CCC4(C)C(CCC5(C)C4CC=C6C7CC(C)(C)CCC7(CCC56C)C(=O)O)C3(C)CO)C(O)C(O)C1O KBYYTUYPCGPQNK-UHFFFAOYSA-N 0.000 abstract description 2
KEOITPILCOILGM-LLJOFIFVSA-N kalopanaxsaponin A Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@@H]2[C@@]([C@H]3[C@]([C@@H]4[C@@]([C@@]5(CC[C@]6(CCC(C)(C)C[C@H]6C5=CC4)C(O)=O)C)(C)CC3)(C)CC2)(C)CO)OC[C@H](O)[C@@H]1O KEOITPILCOILGM-LLJOFIFVSA-N 0.000 abstract description 2
241000233866 Fungi Species 0.000 abstract 1
241000282412 Homo Species 0.000 abstract 1
230000001376 precipitating effect Effects 0.000 abstract 1
241000208341 Hedera Species 0.000 description 20
238000001727 in vivo Methods 0.000 description 12
PXOYOCNNSUAQNS-AGNJHWRGSA-N alantolactone Chemical compound C1[C@H]2OC(=O)C(=C)[C@H]2C=C2[C@@H](C)CCC[C@@]21C PXOYOCNNSUAQNS-AGNJHWRGSA-N 0.000 description 11
239000000126 substance Substances 0.000 description 10
239000000047 product Substances 0.000 description 9
230000000507 anthelmentic effect Effects 0.000 description 8
235000013601 eggs Nutrition 0.000 description 8
238000000338 in vitro Methods 0.000 description 8
238000011282 treatment Methods 0.000 description 8
TUFPZQHDPZYIEX-UHFFFAOYSA-N alpha-Santonin Natural products C1CC2(C)C=CC(=O)C=C2C2C1C(C)C(=O)O2 TUFPZQHDPZYIEX-UHFFFAOYSA-N 0.000 description 7
XJHDMGJURBVLLE-BOCCBSBMSA-N alpha-santonin Chemical compound C([C@]1(C)CC2)=CC(=O)C(C)=C1[C@@H]1[C@@H]2[C@H](C)C(=O)O1 XJHDMGJURBVLLE-BOCCBSBMSA-N 0.000 description 7
229940074353 santonin Drugs 0.000 description 7
239000000243 solution Substances 0.000 description 7
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
241000242541 Trematoda Species 0.000 description 6
238000002474 experimental method Methods 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
230000000694 effects Effects 0.000 description 5
241000242711 Fasciola hepatica Species 0.000 description 4
241000699666 Mus <mouse, genus> Species 0.000 description 4
239000008298 dragée Substances 0.000 description 4
210000003608 fece Anatomy 0.000 description 4
238000012360 testing method Methods 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241000577452 Dicrocoelium Species 0.000 description 3
241000196324 Embryophyta Species 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
238000012404 In vitro experiment Methods 0.000 description 3
241000935974 Paralichthys dentatus Species 0.000 description 3
241000869417 Trematodes Species 0.000 description 3
230000008030 elimination Effects 0.000 description 3
238000003379 elimination reaction Methods 0.000 description 3
238000010828 elution Methods 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
231100000636 lethal dose Toxicity 0.000 description 3
239000001397 quillaja saponaria molina bark Substances 0.000 description 3
239000013558 reference substance Substances 0.000 description 3
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
240000008669 Hedera helix Species 0.000 description 2
241000699670 Mus sp. Species 0.000 description 2
241000244206 Nematoda Species 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
238000011888 autopsy Methods 0.000 description 2
210000000013 bile duct Anatomy 0.000 description 2
210000003459 common hepatic duct Anatomy 0.000 description 2
230000007423 decrease Effects 0.000 description 2
208000006275 fascioliasis Diseases 0.000 description 2
238000001914 filtration Methods 0.000 description 2
229930185042 hederasaponin Natural products 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
239000002609 medium Substances 0.000 description 2
229960000901 mepacrine Drugs 0.000 description 2
238000012544 monitoring process Methods 0.000 description 2
GPKJTRJOBQGKQK-UHFFFAOYSA-N quinacrine Chemical compound C1=C(OC)C=C2C(NC(C)CCCN(CC)CC)=C(C=CC(Cl)=C3)C3=NC2=C1 GPKJTRJOBQGKQK-UHFFFAOYSA-N 0.000 description 2
238000011160 research Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
SWDXALWLRYIJHK-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;piperazine Chemical compound C1CNCCN1.OC(=O)CC(O)(C(O)=O)CC(O)=O SWDXALWLRYIJHK-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
241000404582 Hymenolepis <angiosperm> Species 0.000 description 1
241001464384 Hymenolepis nana Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
229920000168 Microcrystalline cellulose Polymers 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
241000244155 Taenia Species 0.000 description 1
241000224526 Trichomonas Species 0.000 description 1
SRSSAQMYMNLZFL-IYZIRETKSA-N [(2s,3r,4s,5s,6r)-6-[[(2r,3r,4r,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4as,6ar,6as,6br,8ar,9r,10s,12ar,14bs)-10-[(2s,3r,4s,5s)-4,5-dihydroxy-3-[(2s, Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](OC[C@@H]2[C@H]([C@H](O)[C@@H](O)[C@H](OC(=O)[C@@]34[C@@H](CC(C)(C)CC3)C=3[C@@]([C@]5(C)CC[C@H]6[C@](C)(CO)[C@@H](O[C@H]7[C@@H]([C@@H](O)[C@@H](O)CO7)O[C@H]7[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O7)O)CC[C@]6(C)[C@H]5CC=3)(C)CC4)O2)O)[C@H](O)[C@H]1O SRSSAQMYMNLZFL-IYZIRETKSA-N 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
-1 alkali metal salts Chemical class 0.000 description 1
229940124339 anthelmintic agent Drugs 0.000 description 1
239000000921 anthelmintic agent Substances 0.000 description 1
230000000842 anti-protozoal effect Effects 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
201000011510 cancer Diseases 0.000 description 1
238000011161 development Methods 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
230000008034 disappearance Effects 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000000605 extraction Methods 0.000 description 1
230000000047 flukicidal effect Effects 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
230000000968 intestinal effect Effects 0.000 description 1
210000000936 intestine Anatomy 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
238000002955 isolation Methods 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
235000019813 microcrystalline cellulose Nutrition 0.000 description 1
239000008108 microcrystalline cellulose Substances 0.000 description 1
229940016286 microcrystalline cellulose Drugs 0.000 description 1
230000001069 nematicidal effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000000590 parasiticidal effect Effects 0.000 description 1
239000002297 parasiticide Substances 0.000 description 1
229960005141 piperazine Drugs 0.000 description 1
229960000718 piperazine citrate Drugs 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
210000000813 small intestine Anatomy 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
239000001117 sulphuric acid Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
230000004083 survival effect Effects 0.000 description 1
239000003826 tablet Substances 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
235000012141 vanillin Nutrition 0.000 description 1
238000005303 weighing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/256—Polyterpene radicals
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/25—Araliaceae (Ginseng family), e.g. ivy, aralia, schefflera or tetrapanax

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Natural Medicines & Medicinal Plants (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Biotechnology (AREA)
General Health & Medical Sciences (AREA)
Botany (AREA)
Pharmacology & Pharmacy (AREA)
Genetics & Genomics (AREA)
Alternative & Traditional Medicine (AREA)
Biochemistry (AREA)
Medical Informatics (AREA)
Medicinal Chemistry (AREA)
Microbiology (AREA)
Mycology (AREA)
Molecular Biology (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicinal Preparation (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)

IE1393/80A 1979-07-05 1980-07-04 Pharmaceutical compositions containing climbing ivy extracts IE50062B1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR7917451A FR2460136B1 (fr)	1979-07-05	1979-07-05	Compositions pharmaceutiques contenant des extraits de lierre grimpant

Publications (2)

Publication Number	Publication Date
IE801393L IE801393L (en)	1981-01-05
IE50062B1 true IE50062B1 (en)	1986-02-05

Family

ID=9227547

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IE1393/80A IE50062B1 (en)	1979-07-05	1980-07-04	Pharmaceutical compositions containing climbing ivy extracts

Country Status (13)

Country	Link
AT (1)	AT369264B (fr)
BE (1)	BE884190A (fr)
CH (1)	CH647787A5 (fr)
DE (1)	DE3025223A1 (fr)
ES (1)	ES8103974A1 (fr)
FR (1)	FR2460136B1 (fr)
GB (1)	GB2051575B (fr)
GR (1)	GR69637B (fr)
IE (1)	IE50062B1 (fr)
IT (1)	IT1132510B (fr)
LU (1)	LU82583A1 (fr)
NL (1)	NL8003871A (fr)
PT (1)	PT71495A (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1195849B (it) *	1986-07-01	1988-10-27	Sigma Tau Ind Farmaceuti	Saponine triterpeniche ad attivita' antiinfiammatoria,mucolitica ed antiedemigena,procedimento per il loro ottenimento e composizioni farmaceutiche che li comprendono
DE4010042A1 (de) *	1990-03-29	1991-10-24	Cassella Ag	Verwendung von efeu zur topischen behandlung vermehrter schuppenbildung der behaarten und unbehaarten haut sowie der psoriasis
US20050014730A1 (en) *	2003-04-02	2005-01-20	Carlson Robert M.	Anti-fungal formulation of triterpene and essential oil
DE10335173A1 (de) *	2003-07-30	2005-03-03	Mirjana Kiener	Mittel zur Vergrösserung der weiblichen Brust
DE10345342A1 (de) *	2003-09-19	2005-04-28	Engelhard Arzneimittel Gmbh	Verfahren zur Herstellung eines lagerstabilen Extraktes aus Efeublättern, sowie ein nach diesem Verfahren hergestellter Extrakt
DE10345343A1 (de) *	2003-09-19	2005-04-14	Engelhard Arzneimittel Gmbh & Co. Kg	Verfahren zur Herstellung eines Extrakts aus Efeublättern und nach diesem Verfahren hergestellter Extrakt
GB0724967D0 (en) *	2007-12-21	2008-01-30	Univ Bangor	Composition and method
GB201404505D0 (en) *	2013-09-06	2014-04-30	Mars Inc	Oral anti-parasitic composition
EP3939596A1 (fr)	2020-07-14	2022-01-19	Bimeda Animal Health Limited	Composition pour le traitement d'une infestation helminthique chez un mammifère
CN114805466B (zh) *	2022-04-15	2023-06-20	湖南朗林生物资源股份有限公司	一种常春藤提取物的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR6330E (fr) *	1905-06-14	1906-10-13	Petrus Johannes Portman	Dispositif automatique avec appareil de controle pour la sécurité de la circulation des chemins de fer
BE670523A (fr) *	1964-10-09
FR6218M (fr) *	1967-05-24	1968-07-29
FR2233071A1 (en) *	1973-06-14	1975-01-10	Prod Hyg Laboratoires	Flavones and saponins extracted from ivy - by solid-liquid extraction of undesirables followed by alcohol extraction

1979
- 1979-07-05 FR FR7917451A patent/FR2460136B1/fr not_active Expired
1980
- 1980-07-03 DE DE19803025223 patent/DE3025223A1/de not_active Withdrawn
- 1980-07-04 BE BE0/201310A patent/BE884190A/fr not_active IP Right Cessation
- 1980-07-04 PT PT71495A patent/PT71495A/fr unknown
- 1980-07-04 CH CH5153/80A patent/CH647787A5/fr not_active IP Right Cessation
- 1980-07-04 IE IE1393/80A patent/IE50062B1/en unknown
- 1980-07-04 NL NL8003871A patent/NL8003871A/nl not_active Application Discontinuation
- 1980-07-04 LU LU82583A patent/LU82583A1/fr unknown
- 1980-07-04 AT AT0350580A patent/AT369264B/de not_active IP Right Cessation
- 1980-07-04 GB GB8021943A patent/GB2051575B/en not_active Expired
- 1980-07-04 IT IT23262/80A patent/IT1132510B/it active
- 1980-07-04 ES ES493118A patent/ES8103974A1/es not_active Expired
- 1980-07-04 GR GR62377A patent/GR69637B/el unknown

Also Published As

Publication number	Publication date
NL8003871A (nl)	1981-01-07
ES493118A0 (es)	1981-04-01
IT8023262A0 (it)	1980-07-04
IE801393L (en)	1981-01-05
PT71495A (fr)	1980-08-01
ES8103974A1 (es)	1981-04-01
CH647787A5 (fr)	1985-02-15
BE884190A (fr)	1981-01-05
GR69637B (fr)	1982-07-06
AT369264B (de)	1982-12-27
DE3025223A1 (de)	1981-01-08
FR2460136B1 (fr)	1986-01-10
ATA350580A (de)	1982-05-15
IT1132510B (it)	1986-07-02
FR2460136A1 (fr)	1981-01-23
LU82583A1 (fr)	1980-10-08
GB2051575B (en)	1984-01-18
GB2051575A (en)	1981-01-21

Publication	Publication Date	Title
JPS60136512A (ja)	1985-07-20	脂質代謝改善剤
CA2701190C (fr)	2017-12-05	Compositions et procedes a base d'herbes destinees a traiter l'hepatite
IE50062B1 (en)	1986-02-05	Pharmaceutical compositions containing climbing ivy extracts
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