DE2135492C3 - Gewinnung eines Anacardhim occidentale L-Rindenextraktes mit antihypertensiver Wirkung - Google Patents
Gewinnung eines Anacardhim occidentale L-Rindenextraktes mit antihypertensiver WirkungInfo
- Publication number
- DE2135492C3 DE2135492C3 DE2135492A DE2135492A DE2135492C3 DE 2135492 C3 DE2135492 C3 DE 2135492C3 DE 2135492 A DE2135492 A DE 2135492A DE 2135492 A DE2135492 A DE 2135492A DE 2135492 C3 DE2135492 C3 DE 2135492C3
- Authority
- DE
- Germany
- Prior art keywords
- water
- extract
- methanol
- solution
- extracted
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 239000000284 extract Substances 0.000 title claims description 58
- 230000003276 anti-hypertensive effect Effects 0.000 title claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 70
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 57
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- 239000000843 powder Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 17
- 229960001948 caffeine Drugs 0.000 claims description 17
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 16
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 14
- 238000000605 extraction Methods 0.000 claims description 14
- 244000226021 Anacardium occidentale Species 0.000 claims description 10
- 235000001274 Anacardium occidentale Nutrition 0.000 claims description 10
- 239000000706 filtrate Substances 0.000 claims description 10
- 239000003208 petroleum Substances 0.000 claims description 10
- 239000002244 precipitate Substances 0.000 claims description 10
- 150000001298 alcohols Chemical class 0.000 claims description 8
- 238000001556 precipitation Methods 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 5
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 4
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims description 4
- 229940030600 antihypertensive agent Drugs 0.000 claims description 3
- 239000002220 antihypertensive agent Substances 0.000 claims description 3
- 230000007717 exclusion Effects 0.000 claims description 3
- 235000018553 tannin Nutrition 0.000 description 33
- 229920001864 tannin Polymers 0.000 description 33
- 239000001648 tannin Substances 0.000 description 33
- 239000000243 solution Substances 0.000 description 32
- 241000700159 Rattus Species 0.000 description 21
- 238000011282 treatment Methods 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 6
- 230000004872 arterial blood pressure Effects 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 235000001271 Anacardium Nutrition 0.000 description 5
- 241000693997 Anacardium Species 0.000 description 5
- 241000282693 Cercopithecidae Species 0.000 description 5
- 206010020772 Hypertension Diseases 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 238000002803 maceration Methods 0.000 description 5
- 206010038464 renal hypertension Diseases 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 229930013930 alkaloid Natural products 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- 231100000419 toxicity Toxicity 0.000 description 4
- 230000001988 toxicity Effects 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000003304 gavage Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- 206010002091 Anaesthesia Diseases 0.000 description 2
- UCTWMZQNUQWSLP-UHFFFAOYSA-N adrenaline Chemical compound CNCC(O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-UHFFFAOYSA-N 0.000 description 2
- 230000037005 anaesthesia Effects 0.000 description 2
- 239000006286 aqueous extract Substances 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 239000007788 liquid 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
- 238000011084 recovery Methods 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- BHMLFPOTZYRDKA-IRXDYDNUSA-N (2s)-2-[(s)-(2-iodophenoxy)-phenylmethyl]morpholine Chemical compound IC1=CC=CC=C1O[C@@H](C=1C=CC=CC=1)[C@H]1OCCNC1 BHMLFPOTZYRDKA-IRXDYDNUSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 229930003347 Atropine Natural products 0.000 description 1
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 description 1
- 206010008674 Cholinergic syndrome Diseases 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 206010024229 Leprosy Diseases 0.000 description 1
- 206010067598 Neurogenic hypertension Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- 208000025865 Ulcer Diseases 0.000 description 1
- 230000003187 abdominal effect Effects 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 239000000305 astragalus gummifer gum Substances 0.000 description 1
- RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 1
- 229960000396 atropine Drugs 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 241001233037 catfish Species 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 230000002354 daily effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000037336 dry skin Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000469 ethanolic extract Substances 0.000 description 1
- 239000002031 ethanolic fraction Substances 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000001631 hypertensive effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 230000003551 muscarinic effect Effects 0.000 description 1
- 230000001272 neurogenic effect Effects 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000019643 salty taste Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 235000019640 taste Nutrition 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
Classifications
-
- 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)
- A61K36/22—Anacardiaceae (Sumac family), e.g. smoketree, sumac or poison oak
Landscapes
- Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines Containing Plant Substances (AREA)
- Filtration Of Liquid (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3460870 | 1970-07-16 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2135492A1 DE2135492A1 (de) | 1972-01-27 |
| DE2135492B2 DE2135492B2 (de) | 1978-10-12 |
| DE2135492C3 true DE2135492C3 (de) | 1979-06-07 |
Family
ID=10367777
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2135492A Expired DE2135492C3 (de) | 1970-07-16 | 1971-07-15 | Gewinnung eines Anacardhim occidentale L-Rindenextraktes mit antihypertensiver Wirkung |
Country Status (20)
| Country | Link |
|---|---|
| AT (1) | AT306230B (cg-RX-API-DMAC10.html) |
| AU (1) | AU458781B2 (cg-RX-API-DMAC10.html) |
| BE (1) | BE770017A (cg-RX-API-DMAC10.html) |
| CA (1) | CA960967A (cg-RX-API-DMAC10.html) |
| CH (1) | CH533138A (cg-RX-API-DMAC10.html) |
| CS (1) | CS154694B2 (cg-RX-API-DMAC10.html) |
| DE (1) | DE2135492C3 (cg-RX-API-DMAC10.html) |
| DK (1) | DK128100B (cg-RX-API-DMAC10.html) |
| ES (1) | ES393347A1 (cg-RX-API-DMAC10.html) |
| FI (1) | FI50298C (cg-RX-API-DMAC10.html) |
| FR (1) | FR2100918B1 (cg-RX-API-DMAC10.html) |
| GB (1) | GB1344265A (cg-RX-API-DMAC10.html) |
| IL (1) | IL37312A (cg-RX-API-DMAC10.html) |
| LU (1) | LU63530A1 (cg-RX-API-DMAC10.html) |
| NL (1) | NL7109742A (cg-RX-API-DMAC10.html) |
| NO (1) | NO132377C (cg-RX-API-DMAC10.html) |
| OA (1) | OA03900A (cg-RX-API-DMAC10.html) |
| RO (1) | RO63588A (cg-RX-API-DMAC10.html) |
| SE (1) | SE377045B (cg-RX-API-DMAC10.html) |
| ZA (1) | ZA714631B (cg-RX-API-DMAC10.html) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002094299A1 (fr) * | 2001-05-18 | 2002-11-28 | Gbodossou Erick Vidjin Agnih | Extraits de plantes medicinales dans le traitement des maladies diabetiques |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2059532B1 (cg-RX-API-DMAC10.html) * | 1969-07-19 | 1974-02-01 | Rolland Sa A |
-
1971
- 1971-06-15 SE SE7109165-6A patent/SE377045B/xx unknown
- 1971-07-08 FR FR7125082A patent/FR2100918B1/fr not_active Expired
- 1971-07-12 OA OA54303A patent/OA03900A/xx unknown
- 1971-07-14 ZA ZA714631A patent/ZA714631B/xx unknown
- 1971-07-14 CH CH1039171A patent/CH533138A/fr not_active IP Right Cessation
- 1971-07-14 LU LU63530D patent/LU63530A1/xx unknown
- 1971-07-14 IL IL37312A patent/IL37312A/en unknown
- 1971-07-14 NL NL7109742A patent/NL7109742A/xx not_active Application Discontinuation
- 1971-07-14 FI FI712002A patent/FI50298C/fi active
- 1971-07-14 CA CA118,162A patent/CA960967A/en not_active Expired
- 1971-07-15 BE BE770017A patent/BE770017A/xx unknown
- 1971-07-15 NO NO2704/71A patent/NO132377C/no unknown
- 1971-07-15 DE DE2135492A patent/DE2135492C3/de not_active Expired
- 1971-07-15 AU AU31280/71A patent/AU458781B2/en not_active Expired
- 1971-07-15 DK DK350971AA patent/DK128100B/da unknown
- 1971-07-16 RO RO7100067683A patent/RO63588A/ro unknown
- 1971-07-16 GB GB3460870A patent/GB1344265A/en not_active Expired
- 1971-07-16 CS CS525871A patent/CS154694B2/cs unknown
- 1971-07-16 ES ES393347A patent/ES393347A1/es not_active Expired
- 1971-07-16 AT AT619371A patent/AT306230B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NO132377B (cg-RX-API-DMAC10.html) | 1975-07-28 |
| FR2100918B1 (cg-RX-API-DMAC10.html) | 1974-09-06 |
| CH533138A (fr) | 1973-01-31 |
| ES393347A1 (es) | 1973-08-16 |
| AT306230B (de) | 1973-03-26 |
| AU3128071A (en) | 1973-01-18 |
| IL37312A (en) | 1974-10-22 |
| FR2100918A1 (cg-RX-API-DMAC10.html) | 1972-03-24 |
| IL37312A0 (en) | 1971-10-20 |
| CS154694B2 (cg-RX-API-DMAC10.html) | 1974-04-30 |
| DE2135492A1 (de) | 1972-01-27 |
| DE2135492B2 (de) | 1978-10-12 |
| OA03900A (fr) | 1975-08-14 |
| SE377045B (sv) | 1975-06-23 |
| BE770017A (fr) | 1971-11-16 |
| LU63530A1 (cg-RX-API-DMAC10.html) | 1971-11-16 |
| GB1344265A (en) | 1974-01-16 |
| FI50298B (cg-RX-API-DMAC10.html) | 1975-10-31 |
| NL7109742A (cg-RX-API-DMAC10.html) | 1972-01-18 |
| CA960967A (en) | 1975-01-14 |
| FI50298C (fi) | 1976-02-10 |
| ZA714631B (en) | 1972-08-30 |
| RO63588A (fr) | 1978-09-15 |
| DK128100B (da) | 1974-03-04 |
| AU458781B2 (en) | 1975-03-06 |
| NO132377C (cg-RX-API-DMAC10.html) | 1975-11-05 |
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