EA017659B1 - Противоопухолевая терпеноидная фармацевтическая композиция с ангиогенезингибирующим действием - Google Patents
Противоопухолевая терпеноидная фармацевтическая композиция с ангиогенезингибирующим действием Download PDFInfo
- Publication number
- EA017659B1 EA017659B1 EA201001289A EA201001289A EA017659B1 EA 017659 B1 EA017659 B1 EA 017659B1 EA 201001289 A EA201001289 A EA 201001289A EA 201001289 A EA201001289 A EA 201001289A EA 017659 B1 EA017659 B1 EA 017659B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- abisilin
- drug
- acids
- angiogenesis
- dose
- Prior art date
Links
- 150000003505 terpenes Chemical class 0.000 title claims abstract description 33
- 230000033115 angiogenesis Effects 0.000 title claims abstract description 28
- 230000002401 inhibitory effect Effects 0.000 title claims description 10
- 230000000259 anti-tumor effect Effects 0.000 title abstract description 34
- 239000008194 pharmaceutical composition Substances 0.000 title description 17
- 230000001747 exhibiting effect Effects 0.000 title description 4
- 238000000034 method Methods 0.000 claims abstract description 53
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 238000011282 treatment Methods 0.000 claims abstract description 26
- 230000008569 process Effects 0.000 claims abstract description 25
- 229930003658 monoterpene Natural products 0.000 claims abstract description 18
- 239000002253 acid Substances 0.000 claims abstract description 17
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 14
- -1 terpene compounds Chemical class 0.000 claims abstract description 13
- 235000007586 terpenes Nutrition 0.000 claims abstract description 12
- 230000002001 anti-metastasis Effects 0.000 claims abstract description 11
- 150000002989 phenols Chemical class 0.000 claims abstract description 9
- 230000001939 inductive effect Effects 0.000 claims abstract description 8
- 150000004141 diterpene derivatives Chemical class 0.000 claims abstract description 7
- 230000007935 neutral effect Effects 0.000 claims abstract description 7
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract description 7
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract description 7
- 150000004671 saturated fatty acids Chemical class 0.000 claims abstract description 6
- 235000003441 saturated fatty acids Nutrition 0.000 claims abstract description 6
- KGEKLUUHTZCSIP-HOSYDEDBSA-N [(1s,4s,6r)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate Chemical compound C1C[C@]2(C)[C@H](OC(=O)C)C[C@H]1C2(C)C KGEKLUUHTZCSIP-HOSYDEDBSA-N 0.000 claims abstract 4
- 229940115397 bornyl acetate Drugs 0.000 claims abstract 2
- 206010028980 Neoplasm Diseases 0.000 claims description 50
- 238000011161 development Methods 0.000 claims description 26
- 201000004681 Psoriasis Diseases 0.000 claims description 14
- 239000000243 solution Substances 0.000 claims description 14
- 150000007513 acids Chemical class 0.000 claims description 12
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 12
- 239000000284 extract Substances 0.000 claims description 11
- 239000002775 capsule Substances 0.000 claims description 10
- 230000003213 activating effect Effects 0.000 claims description 4
- 239000000824 cytostatic agent Substances 0.000 claims description 4
- 150000002773 monoterpene derivatives Chemical class 0.000 claims description 4
- 239000008203 oral pharmaceutical composition Substances 0.000 claims description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 4
- 239000008158 vegetable oil Substances 0.000 claims description 4
- 101000718476 Homo sapiens L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase Proteins 0.000 claims description 2
- 102100026384 L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase Human genes 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 230000009462 endogenous apoptosis Effects 0.000 claims description 2
- 239000007903 gelatin capsule Substances 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 239000004005 microsphere Substances 0.000 claims description 2
- 239000002077 nanosphere Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 239000006188 syrup Substances 0.000 claims description 2
- 235000020357 syrup Nutrition 0.000 claims description 2
- 230000001085 cytostatic effect Effects 0.000 claims 2
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 230000003115 biocidal effect Effects 0.000 claims 1
- 239000008298 dragée Substances 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 abstract description 71
- 230000006907 apoptotic process Effects 0.000 abstract description 19
- 239000000126 substance Substances 0.000 abstract description 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 15
- 239000003795 chemical substances by application Substances 0.000 abstract description 12
- 201000010099 disease Diseases 0.000 abstract description 12
- 230000005764 inhibitory process Effects 0.000 abstract description 11
- 231100000331 toxic Toxicity 0.000 abstract description 11
- 230000002588 toxic effect Effects 0.000 abstract description 11
- 230000003110 anti-inflammatory effect Effects 0.000 abstract description 7
- 230000002519 immonomodulatory effect Effects 0.000 abstract description 7
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 6
- 230000029663 wound healing Effects 0.000 abstract description 5
- 230000009471 action Effects 0.000 abstract description 4
- 230000000771 oncological effect Effects 0.000 abstract description 4
- 230000033228 biological regulation Effects 0.000 abstract description 3
- 238000013459 approach Methods 0.000 abstract description 2
- 229930004069 diterpene Natural products 0.000 abstract description 2
- 241000218641 Pinaceae Species 0.000 abstract 1
- 235000011613 Pinus brutia Nutrition 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 230000003444 anaesthetic effect Effects 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 description 69
- 230000000694 effects Effects 0.000 description 36
- 241001465754 Metazoa Species 0.000 description 30
- 210000004027 cell Anatomy 0.000 description 27
- 230000018109 developmental process Effects 0.000 description 25
- 238000002474 experimental method Methods 0.000 description 25
- 241000699670 Mus sp. Species 0.000 description 20
- 206010027476 Metastases Diseases 0.000 description 19
- 210000004881 tumor cell Anatomy 0.000 description 18
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 16
- 230000001772 anti-angiogenic effect Effects 0.000 description 15
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 description 15
- 229960004316 cisplatin Drugs 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 13
- 210000002889 endothelial cell Anatomy 0.000 description 13
- 239000002246 antineoplastic agent Substances 0.000 description 12
- 230000009401 metastasis Effects 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 239000004037 angiogenesis inhibitor Substances 0.000 description 11
- 230000000903 blocking effect Effects 0.000 description 11
- 230000001472 cytotoxic effect Effects 0.000 description 11
- 201000001441 melanoma Diseases 0.000 description 10
- 208000006552 Lewis Lung Carcinoma Diseases 0.000 description 9
- 231100000433 cytotoxic Toxicity 0.000 description 9
- 230000001988 toxicity Effects 0.000 description 9
- 231100000419 toxicity Toxicity 0.000 description 9
- 230000008901 benefit Effects 0.000 description 8
- 201000011510 cancer Diseases 0.000 description 8
- 230000012010 growth Effects 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 230000002354 daily effect Effects 0.000 description 7
- 230000034994 death Effects 0.000 description 7
- 238000001356 surgical procedure Methods 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 102000005962 receptors Human genes 0.000 description 6
- 238000002560 therapeutic procedure Methods 0.000 description 6
- 241000699666 Mus <mouse, genus> Species 0.000 description 5
- 206010029113 Neovascularisation Diseases 0.000 description 5
- 206010039491 Sarcoma Diseases 0.000 description 5
- 229940041181 antineoplastic drug Drugs 0.000 description 5
- 230000001640 apoptogenic effect Effects 0.000 description 5
- 230000001965 increasing effect Effects 0.000 description 5
- 108010082117 matrigel Proteins 0.000 description 5
- 238000013508 migration Methods 0.000 description 5
- 206010006187 Breast cancer Diseases 0.000 description 4
- 206010008342 Cervix carcinoma Diseases 0.000 description 4
- 241000218631 Coniferophyta Species 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 241000700159 Rattus Species 0.000 description 4
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 description 4
- 201000008274 breast adenocarcinoma Diseases 0.000 description 4
- 201000010881 cervical cancer Diseases 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 239000007943 implant Substances 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 238000011534 incubation Methods 0.000 description 4
- 238000011081 inoculation Methods 0.000 description 4
- 210000004072 lung Anatomy 0.000 description 4
- 230000005012 migration Effects 0.000 description 4
- 230000002980 postoperative effect Effects 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 4
- 238000002054 transplantation Methods 0.000 description 4
- 102000009840 Angiopoietins Human genes 0.000 description 3
- 108010009906 Angiopoietins Proteins 0.000 description 3
- 102000004121 Annexin A5 Human genes 0.000 description 3
- 108090000672 Annexin A5 Proteins 0.000 description 3
- 208000037273 Pathologic Processes Diseases 0.000 description 3
- 235000019486 Sunflower oil Nutrition 0.000 description 3
- 206010052428 Wound Diseases 0.000 description 3
- 208000027418 Wounds and injury Diseases 0.000 description 3
- 238000009098 adjuvant therapy Methods 0.000 description 3
- 230000000202 analgesic effect Effects 0.000 description 3
- 238000010171 animal model Methods 0.000 description 3
- 210000004204 blood vessel Anatomy 0.000 description 3
- 230000037396 body weight Effects 0.000 description 3
- 201000010897 colon adenocarcinoma Diseases 0.000 description 3
- 208000029742 colonic neoplasm Diseases 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 210000004185 liver Anatomy 0.000 description 3
- 230000009054 pathological process Effects 0.000 description 3
- 230000000144 pharmacologic effect Effects 0.000 description 3
- 230000035755 proliferation Effects 0.000 description 3
- 230000002035 prolonged effect Effects 0.000 description 3
- 230000001185 psoriatic effect Effects 0.000 description 3
- 238000009097 single-agent therapy Methods 0.000 description 3
- 210000003491 skin Anatomy 0.000 description 3
- 238000003307 slaughter Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- 239000002600 sunflower oil Substances 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- 238000011287 therapeutic dose Methods 0.000 description 3
- 230000004614 tumor growth Effects 0.000 description 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- 102000000412 Annexin Human genes 0.000 description 2
- 108050008874 Annexin Proteins 0.000 description 2
- 241000195940 Bryophyta Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 2
- 208000001382 Experimental Melanoma Diseases 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- WZUVPPKBWHMQCE-UHFFFAOYSA-N Haematoxylin Chemical compound C12=CC(O)=C(O)C=C2CC2(O)C1C1=CC=C(O)C(O)=C1OC2 WZUVPPKBWHMQCE-UHFFFAOYSA-N 0.000 description 2
- 241000208818 Helianthus Species 0.000 description 2
- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- 206010020751 Hypersensitivity Diseases 0.000 description 2
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 2
- 229930012538 Paclitaxel Natural products 0.000 description 2
- 206010036030 Polyarthritis Diseases 0.000 description 2
- 208000003251 Pruritus Diseases 0.000 description 2
- 108010073929 Vascular Endothelial Growth Factor A Proteins 0.000 description 2
- 102000005789 Vascular Endothelial Growth Factors Human genes 0.000 description 2
- 108010019530 Vascular Endothelial Growth Factors Proteins 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 230000001760 anti-analgesic effect Effects 0.000 description 2
- 206010003246 arthritis Diseases 0.000 description 2
- 210000000544 articulatio talocruralis Anatomy 0.000 description 2
- 229940120638 avastin Drugs 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- 229930008380 camphor Natural products 0.000 description 2
- 229960000846 camphor Drugs 0.000 description 2
- 238000004113 cell culture Methods 0.000 description 2
- 230000024245 cell differentiation Effects 0.000 description 2
- 230000004663 cell proliferation Effects 0.000 description 2
- 230000001413 cellular effect Effects 0.000 description 2
- 210000003710 cerebral cortex Anatomy 0.000 description 2
- 238000002512 chemotherapy Methods 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 230000001684 chronic effect Effects 0.000 description 2
- 229940043239 cytotoxic antineoplastic drug Drugs 0.000 description 2
- 238000003745 diagnosis Methods 0.000 description 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 210000002615 epidermis Anatomy 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000001030 gas--liquid chromatography Methods 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 230000006698 induction Effects 0.000 description 2
- 230000008595 infiltration Effects 0.000 description 2
- 238000001764 infiltration Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 230000007803 itching Effects 0.000 description 2
- 210000003127 knee Anatomy 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 229960000485 methotrexate Drugs 0.000 description 2
- 208000004235 neutropenia Diseases 0.000 description 2
- 231100000065 noncytotoxic Toxicity 0.000 description 2
- 230000002020 noncytotoxic effect Effects 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 235000021590 normal diet Nutrition 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229960001592 paclitaxel Drugs 0.000 description 2
- 230000003071 parasitic effect Effects 0.000 description 2
- 230000036961 partial effect Effects 0.000 description 2
- 150000007965 phenolic acids Chemical class 0.000 description 2
- 235000009048 phenolic acids Nutrition 0.000 description 2
- 239000000419 plant extract Substances 0.000 description 2
- 208000030428 polyarticular arthritis Diseases 0.000 description 2
- 230000002062 proliferating effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000000306 recurrent effect Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000010079 rubber tapping Methods 0.000 description 2
- 210000002966 serum Anatomy 0.000 description 2
- DAEPDZWVDSPTHF-UHFFFAOYSA-M sodium pyruvate Chemical compound [Na+].CC(=O)C([O-])=O DAEPDZWVDSPTHF-UHFFFAOYSA-M 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- NPNUFJAVOOONJE-ZIAGYGMSSA-N β-(E)-Caryophyllene Chemical compound C1CC(C)=CCCC(=C)[C@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-ZIAGYGMSSA-N 0.000 description 2
- ZAZVCYBIABTSJR-UHFFFAOYSA-N (+)-Abienol Natural products CC1(C)CCCC2(C)C(CC=C(C=C)C)C(C)(O)CCC21 ZAZVCYBIABTSJR-UHFFFAOYSA-N 0.000 description 1
- JEOZUAHPKAVXSF-UHFFFAOYSA-N (+)-pimarol Natural products C1CC(C)(C=C)C=C2CCC3C(C)(CO)CCCC3(C)C21 JEOZUAHPKAVXSF-UHFFFAOYSA-N 0.000 description 1
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- BQOFWKZOCNGFEC-DTWKUNHWSA-N (-)-Delta(3)-carene Chemical compound C1C(C)=CC[C@@H]2C(C)(C)[C@H]12 BQOFWKZOCNGFEC-DTWKUNHWSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
- CLGDBTZPPRVUII-USQYZIDUSA-N (1s)-4-[(3s)-3-hydroxy-3-methylpent-4-enyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1h-naphthalen-1-ol Chemical compound CC1(C)CCCC2(C)C(CC[C@@](O)(C)C=C)C(=C)C[C@H](O)C21 CLGDBTZPPRVUII-USQYZIDUSA-N 0.000 description 1
- JSNRRGGBADWTMC-QINSGFPZSA-N (E)-beta-Farnesene Natural products CC(C)=CCC\C(C)=C/CCC(=C)C=C JSNRRGGBADWTMC-QINSGFPZSA-N 0.000 description 1
- LSIXBBPOJBJQHN-UHFFFAOYSA-N 2,3-Dimethylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C(C)=C(C)C1C2 LSIXBBPOJBJQHN-UHFFFAOYSA-N 0.000 description 1
- ANTWOQSCTZFYJO-UHFFFAOYSA-N 7alpha-Hydroxymanool Natural products CC1(C)CCCC2(C)C(CCC(O)(C)C=C)C(=C)C(O)CC21 ANTWOQSCTZFYJO-UHFFFAOYSA-N 0.000 description 1
- NVEQFIOZRFFVFW-UHFFFAOYSA-N 9-epi-beta-caryophyllene oxide Natural products C=C1CCC2OC2(C)CCC2C(C)(C)CC21 NVEQFIOZRFFVFW-UHFFFAOYSA-N 0.000 description 1
- ZAZVCYBIABTSJR-KOQQBVACSA-N Abienol Chemical compound CC1(C)CCC[C@]2(C)C(CC=C(C=C)C)[C@](C)(O)CC[C@H]21 ZAZVCYBIABTSJR-KOQQBVACSA-N 0.000 description 1
- 208000030090 Acute Disease Diseases 0.000 description 1
- PLXMOAALOJOTIY-FPTXNFDTSA-N Aesculin Natural products OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1Oc2cc3C=CC(=O)Oc3cc2O PLXMOAALOJOTIY-FPTXNFDTSA-N 0.000 description 1
- 206010051113 Arterial restenosis Diseases 0.000 description 1
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 208000037260 Atherosclerotic Plaque Diseases 0.000 description 1
- XHVAWZZCDCWGBK-WYRLRVFGSA-M Aurothioglucose Chemical compound OC[C@H]1O[C@H](S[Au])[C@H](O)[C@@H](O)[C@@H]1O XHVAWZZCDCWGBK-WYRLRVFGSA-M 0.000 description 1
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 description 1
- 208000026310 Breast neoplasm Diseases 0.000 description 1
- 101100289888 Caenorhabditis elegans lys-5 gene Proteins 0.000 description 1
- 201000009030 Carcinoma Diseases 0.000 description 1
- 208000017667 Chronic Disease Diseases 0.000 description 1
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 206010052358 Colorectal cancer metastatic Diseases 0.000 description 1
- 229930105110 Cyclosporin A Natural products 0.000 description 1
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 description 1
- 108010036949 Cyclosporine Proteins 0.000 description 1
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical compound CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 201000009273 Endometriosis Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 206010016654 Fibrosis Diseases 0.000 description 1
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- CEAZRRDELHUEMR-URQXQFDESA-N Gentamicin Chemical compound O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N CEAZRRDELHUEMR-URQXQFDESA-N 0.000 description 1
- 229930182566 Gentamicin Natural products 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- 206010018364 Glomerulonephritis Diseases 0.000 description 1
- DTGKSKDOIYIVQL-MRTMQBJTSA-N Isoborneol Natural products C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 description 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 description 1
- 102000002274 Matrix Metalloproteinases Human genes 0.000 description 1
- 108010000684 Matrix Metalloproteinases Proteins 0.000 description 1
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 206010033128 Ovarian cancer Diseases 0.000 description 1
- 206010061535 Ovarian neoplasm Diseases 0.000 description 1
- MLBYBBUZURKHAW-MISYRCLQSA-N Palustric acid Chemical compound C([C@@]12C)CC[C@@](C)(C(O)=O)[C@@H]1CCC1=C2CCC(C(C)C)=C1 MLBYBBUZURKHAW-MISYRCLQSA-N 0.000 description 1
- 206010033645 Pancreatitis Diseases 0.000 description 1
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 description 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 description 1
- 206010060862 Prostate cancer Diseases 0.000 description 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 description 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 description 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- 206010056342 Pulmonary mass Diseases 0.000 description 1
- 102000004278 Receptor Protein-Tyrosine Kinases Human genes 0.000 description 1
- 108090000873 Receptor Protein-Tyrosine Kinases Proteins 0.000 description 1
- 206010038923 Retinopathy Diseases 0.000 description 1
- 241000304405 Sedum burrito Species 0.000 description 1
- 210000001744 T-lymphocyte Anatomy 0.000 description 1
- 229940123237 Taxane Drugs 0.000 description 1
- 241001116498 Taxus baccata Species 0.000 description 1
- 241000015728 Taxus canadensis Species 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- JEOZUAHPKAVXSF-UHZRXMQZSA-N [(1r,4ar,4bs,7s,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthren-1-yl]methanol Chemical compound C1C[C@@](C)(C=C)C=C2CC[C@H]3[C@](C)(CO)CCC[C@]3(C)[C@H]21 JEOZUAHPKAVXSF-UHZRXMQZSA-N 0.000 description 1
- GBUDUCWUAWUSEV-UHFFFAOYSA-K [B+3].CC([O-])=O.CC([O-])=O.CC([O-])=O Chemical compound [B+3].CC([O-])=O.CC([O-])=O.CC([O-])=O GBUDUCWUAWUSEV-UHFFFAOYSA-K 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 208000009956 adenocarcinoma Diseases 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 206010064930 age-related macular degeneration Diseases 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- FAMPSKZZVDUYOS-UHFFFAOYSA-N alpha-Caryophyllene Natural products CC1=CCC(C)(C)C=CCC(C)=CCC1 FAMPSKZZVDUYOS-UHFFFAOYSA-N 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 229940024606 amino acid Drugs 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002870 angiogenesis inducing agent Substances 0.000 description 1
- 229940121369 angiogenesis inhibitor Drugs 0.000 description 1
- 238000011122 anti-angiogenic therapy Methods 0.000 description 1
- 230000001028 anti-proliverative effect Effects 0.000 description 1
- 230000002682 anti-psoriatic effect Effects 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 206010003549 asthenia Diseases 0.000 description 1
- 229960001799 aurothioglucose Drugs 0.000 description 1
- 230000001363 autoimmune Effects 0.000 description 1
- 230000003542 behavioural effect Effects 0.000 description 1
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 1
- NPNUFJAVOOONJE-UHFFFAOYSA-N beta-cariophyllene Natural products C1CC(C)=CCCC(=C)C2CC(C)(C)C21 NPNUFJAVOOONJE-UHFFFAOYSA-N 0.000 description 1
- YSNRTFFURISHOU-UHFFFAOYSA-N beta-farnesene Natural products C=CC(C)CCC=C(C)CCC=C(C)C YSNRTFFURISHOU-UHFFFAOYSA-N 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000031018 biological processes and functions Effects 0.000 description 1
- 229940116229 borneol Drugs 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 229930006739 camphene Natural products 0.000 description 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 description 1
- 125000000837 carbohydrate group Chemical group 0.000 description 1
- 229940117948 caryophyllene Drugs 0.000 description 1
- NPNUFJAVOOONJE-UONOGXRCSA-N caryophyllene Natural products C1CC(C)=CCCC(=C)[C@@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-UONOGXRCSA-N 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229940044683 chemotherapy drug Drugs 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 208000023819 chronic asthma Diseases 0.000 description 1
- 229960001265 ciclosporin Drugs 0.000 description 1
- 230000007882 cirrhosis Effects 0.000 description 1
- 208000019425 cirrhosis of liver Diseases 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 150000004775 coumarins Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229940127089 cytotoxic agent Drugs 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 210000004207 dermis Anatomy 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000000567 diterpene group Chemical group 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 238000012137 double-staining Methods 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000008482 dysregulation Effects 0.000 description 1
- 230000005584 early death Effects 0.000 description 1
- 230000002526 effect on cardiovascular system Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 229940124642 endogenous agent Drugs 0.000 description 1
- KKTBXRFTXPLJNN-UHFFFAOYSA-N ent-labd-8beta-ol-14-ene Natural products CC(CCC1C(C)(O)CCC2C(C)(C)CCCC12C)C=C KKTBXRFTXPLJNN-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 210000003414 extremity Anatomy 0.000 description 1
- DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 description 1
- 230000001605 fetal effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229930003944 flavone Natural products 0.000 description 1
- 150000002213 flavones Chemical class 0.000 description 1
- 235000011949 flavones Nutrition 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229960002518 gentamicin Drugs 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 230000002489 hematologic effect Effects 0.000 description 1
- 208000006454 hepatitis Diseases 0.000 description 1
- 231100000283 hepatitis Toxicity 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- XXSMGPRMXLTPCZ-UHFFFAOYSA-N hydroxychloroquine Chemical compound ClC1=CC=C2C(NC(C)CCCN(CCO)CC)=CC=NC2=C1 XXSMGPRMXLTPCZ-UHFFFAOYSA-N 0.000 description 1
- 229960004171 hydroxychloroquine Drugs 0.000 description 1
- 239000003547 immunosorbent Substances 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 208000027866 inflammatory disease Diseases 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 230000000622 irritating effect Effects 0.000 description 1
- 229930013032 isoflavonoid Natural products 0.000 description 1
- 150000003817 isoflavonoid derivatives Chemical class 0.000 description 1
- 235000012891 isoflavonoids Nutrition 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- DUEINKIQNGZKPL-UHFFFAOYSA-N isopimarinol Natural products OCC1(C)CCCC2(C)C3CCC(C=C)(C)CC3=CCC21 DUEINKIQNGZKPL-UHFFFAOYSA-N 0.000 description 1
- 210000001503 joint Anatomy 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- OFUDNTAMPZZAGY-UHFFFAOYSA-N larixol Natural products CC1(C)CCCC2(C)C(CCC(O)CC=C)C(=C)CC(O)C12 OFUDNTAMPZZAGY-UHFFFAOYSA-N 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- QAOPEXQKBQUUSQ-LWYYNNOASA-N levopimaradienal Chemical compound O=C[C@]1(C)CCC[C@]2(C)[C@H]3CC=C(C(C)C)C=C3CC[C@H]21 QAOPEXQKBQUUSQ-LWYYNNOASA-N 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 201000005296 lung carcinoma Diseases 0.000 description 1
- 208000003747 lymphoid leukemia Diseases 0.000 description 1
- 208000002780 macular degeneration Diseases 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 210000003584 mesangial cell Anatomy 0.000 description 1
- 235000002577 monoterpenes Nutrition 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 206010028417 myasthenia gravis Diseases 0.000 description 1
- 208000025113 myeloid leukemia Diseases 0.000 description 1
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000001338 necrotic effect Effects 0.000 description 1
- 230000001613 neoplastic effect Effects 0.000 description 1
- 210000001640 nerve ending Anatomy 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 239000002858 neurotransmitter agent Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 231100000404 nontoxic agent Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000020660 omega-3 fatty acid Nutrition 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 229940124583 pain medication Drugs 0.000 description 1
- 231100000915 pathological change Toxicity 0.000 description 1
- 230000036285 pathological change Effects 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 229960001639 penicillamine Drugs 0.000 description 1
- 210000004976 peripheral blood cell Anatomy 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 230000001023 pro-angiogenic effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000000506 psychotropic effect Effects 0.000 description 1
- 208000005069 pulmonary fibrosis Diseases 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000006884 regulation of angiogenesis Effects 0.000 description 1
- 230000008844 regulatory mechanism Effects 0.000 description 1
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 description 1
- 230000003938 response to stress Effects 0.000 description 1
- 206010048628 rheumatoid vasculitis Diseases 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- USDOQCCMRDNVAH-UHFFFAOYSA-N sigma-cadinene Natural products C1C=C(C)CC2C(C(C)C)CC=C(C)C21 USDOQCCMRDNVAH-UHFFFAOYSA-N 0.000 description 1
- 229940054269 sodium pyruvate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 206010041823 squamous cell carcinoma Diseases 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 208000003265 stomatitis Diseases 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 210000002437 synoviocyte Anatomy 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 229930006978 terpinene Natural products 0.000 description 1
- 150000003507 terpinene derivatives Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 206010043554 thrombocytopenia Diseases 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
- RRBYUSWBLVXTQN-UHFFFAOYSA-N tricyclene Chemical compound C12CC3CC2C1(C)C3(C)C RRBYUSWBLVXTQN-UHFFFAOYSA-N 0.000 description 1
- RRBYUSWBLVXTQN-VZCHMASFSA-N tricyclene Natural products C([C@@H]12)C3C[C@H]1C2(C)C3(C)C RRBYUSWBLVXTQN-VZCHMASFSA-N 0.000 description 1
- 238000002255 vaccination Methods 0.000 description 1
- 230000006444 vascular growth Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 210000001835 viscera Anatomy 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- OZQAPQSEYFAMCY-UHFFFAOYSA-N α-selinene Chemical compound C1CC=C(C)C2CC(C(=C)C)CCC21C OZQAPQSEYFAMCY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/12—Ketones
- A61K31/122—Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
- A61K31/125—Camphor; Nuclear substituted derivatives thereof
-
- 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
- A61K36/13—Coniferophyta (gymnosperms)
- A61K36/15—Pinaceae (Pine family), e.g. pine or cedar
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Botany (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Mycology (AREA)
- Alternative & Traditional Medicine (AREA)
- Medical Informatics (AREA)
- Vascular Medicine (AREA)
- Oncology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines Containing Plant Substances (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/RU2008/000147 WO2009113902A1 (ru) | 2008-03-14 | 2008-03-14 | Пpoтивooпyxoлeвaя терпеноидная фармацевтическая композиция «aбиcилин» с ангиогенезингибирующим дeйcтвиeм |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201001289A1 EA201001289A1 (ru) | 2011-04-29 |
| EA017659B1 true EA017659B1 (ru) | 2013-02-28 |
Family
ID=41065440
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201001289A EA017659B1 (ru) | 2008-03-14 | 2008-03-14 | Противоопухолевая терпеноидная фармацевтическая композиция с ангиогенезингибирующим действием |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20110165271A1 (enExample) |
| EP (1) | EP2275112A4 (enExample) |
| JP (1) | JP2011514354A (enExample) |
| KR (1) | KR20110015516A (enExample) |
| CN (1) | CN102036672A (enExample) |
| CA (1) | CA2727792C (enExample) |
| EA (1) | EA017659B1 (enExample) |
| IL (1) | IL208092A (enExample) |
| WO (1) | WO2009113902A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2634253C1 (ru) * | 2016-12-22 | 2017-10-24 | Федеральное государственное бюджетное учреждение "Российский онкологический научный центр имени Н.Н. Блохина" Министерства здравоохранения Российской Федерации (ФГБУ "РОНЦ им. Н.Н. Блохина" Минздрава России) | Антиангиогенное лекарственное средство |
| RU2747147C1 (ru) * | 2020-06-22 | 2021-04-28 | Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр онкологии имени Н.Н. Блохина" Министерства здравоохранения Российской Федерации (ФГБУ "НМИЦ онкологии им. Н.Н. Блохина" Минздрава России) | Фармацевтическая композиция, проявляющая цитотоксичность в отношении клеток карциномы толстой кишки человека |
| RU2825942C1 (ru) * | 2023-12-22 | 2024-09-02 | Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр онкологии имени Н.Н. Блохина" Министерства здравоохранения Российской Федерации (ФГБУ "НМИЦ онкологии им. Н.Н. Блохина" Минздрава России) | Низкотоксичная фармацевтическая композиция с противоопухолевой активностью в отношении холангиокарциномы |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102657660A (zh) * | 2012-04-28 | 2012-09-12 | 上海交通大学医学院 | 三萜类化合物在制备抑制血管生成药物中的应用 |
| WO2013176564A1 (ru) * | 2012-05-25 | 2013-11-28 | Общество С Ограниченной Ответственностью "Инитиум-Фарм" | Терпеноидное средство для профилактики и лечения атеросклероза и коррекции метаболического синдрома |
| RU2765414C1 (ru) * | 2020-09-30 | 2022-01-31 | Ооо "Инитиум-Фарм" | Способ стимуляции митофагии и аутофагии в клетках, способ стимуляции аутофагии или митофагии для лечения состояния, ассоциированного с митохондриальной дисфункцией |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2054945C1 (ru) * | 1995-06-28 | 1996-02-27 | Нина Максимовна Пинигина | Средство "абисил-1", обладающее противовоспалительной, антибактериальной и ранозаживляющей активностью |
| RU2198653C1 (ru) * | 2002-03-29 | 2003-02-20 | Пинигина Нина Максимовна | Полиактивные ректальные или вагинальные суппозитории на основе природных терпенов, обогащенных монотерпеноидами, для лечения и/или профилактики урологических, проктологических или гинекологических заболеваний |
| RU2338547C1 (ru) * | 2007-02-16 | 2008-11-20 | Людмила Анатольевна Лацерус | Полиактивная терпеноидная субстанция абисил-2, фармацевтическая композиция на ее основе и способы ее применения |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2051900C1 (ru) | 1991-02-15 | 1996-01-10 | Санкио Компани Лимитед | 5-амино-1-гидроксиметилциклопентан-1,2,3,4-тетраол, 2-амино-4-гидроксиметил-3a,5,6,6a-тетрагидро-4н-циклопент-[d]-оксазол-4,5,6-триол, их фармацевтически приемлемые соли и способы их получения |
| WO1994004679A1 (en) * | 1991-06-14 | 1994-03-03 | Genentech, Inc. | Method for making humanized antibodies |
| DE122004000008I1 (de) * | 1991-06-14 | 2005-06-09 | Genentech Inc | Humanisierter Heregulin Antikörper. |
| US5488116A (en) | 1992-03-30 | 1996-01-30 | Sloan-Kettering Institute For Cancer Research | Total synthesis of taxol and analogues thereof |
| RU2196581C2 (ru) | 2000-05-04 | 2003-01-20 | Колесников Андрей Григорьевич | Способ получения r-тетраола, обладающего противоопухолевой активностью |
| AU784231B2 (en) | 2000-06-23 | 2006-02-23 | Schering Aktiengesellschaft | Combinations and compositions which interfere with VEGF/VEGF and angiopoietin/tie receptor function and their use (II) |
| AU2003264192A1 (en) * | 2002-08-30 | 2004-03-19 | Biopharmacopae Design International Inc. | Plant extracts for treatment of angiogenesis and metastasis |
| RU2244928C2 (ru) | 2003-02-19 | 2005-01-20 | Пинигина Нина Максимовна | Эндогенная фармацевтическая композиция, полученная на основе целенаправленной активации гуморальных медиаторов нервных окончаний коры головного мозга |
-
2008
- 2008-03-14 EP EP08873343A patent/EP2275112A4/en not_active Ceased
- 2008-03-14 JP JP2010550631A patent/JP2011514354A/ja active Pending
- 2008-03-14 WO PCT/RU2008/000147 patent/WO2009113902A1/ru not_active Ceased
- 2008-03-14 US US12/922,338 patent/US20110165271A1/en not_active Abandoned
- 2008-03-14 CA CA2727792A patent/CA2727792C/en active Active
- 2008-03-14 KR KR1020107022802A patent/KR20110015516A/ko not_active Ceased
- 2008-03-14 EA EA201001289A patent/EA017659B1/ru not_active IP Right Cessation
- 2008-03-14 CN CN2008801288610A patent/CN102036672A/zh active Pending
-
2010
- 2010-09-12 IL IL208092A patent/IL208092A/en active IP Right Grant
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2054945C1 (ru) * | 1995-06-28 | 1996-02-27 | Нина Максимовна Пинигина | Средство "абисил-1", обладающее противовоспалительной, антибактериальной и ранозаживляющей активностью |
| RU2198653C1 (ru) * | 2002-03-29 | 2003-02-20 | Пинигина Нина Максимовна | Полиактивные ректальные или вагинальные суппозитории на основе природных терпенов, обогащенных монотерпеноидами, для лечения и/или профилактики урологических, проктологических или гинекологических заболеваний |
| RU2338547C1 (ru) * | 2007-02-16 | 2008-11-20 | Людмила Анатольевна Лацерус | Полиактивная терпеноидная субстанция абисил-2, фармацевтическая композиция на ее основе и способы ее применения |
Non-Patent Citations (1)
| Title |
|---|
| Shi YP et al. New terpenoid constituents from Eunicea pinta. J Nat Prod. 2002 Sep;65(9): 1232-41 [найдено 2008-11-17]. Найдено из Интернет: <URL:http://www.Entrez-PubMed, PMID: 12350138 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2634253C1 (ru) * | 2016-12-22 | 2017-10-24 | Федеральное государственное бюджетное учреждение "Российский онкологический научный центр имени Н.Н. Блохина" Министерства здравоохранения Российской Федерации (ФГБУ "РОНЦ им. Н.Н. Блохина" Минздрава России) | Антиангиогенное лекарственное средство |
| RU2747147C1 (ru) * | 2020-06-22 | 2021-04-28 | Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр онкологии имени Н.Н. Блохина" Министерства здравоохранения Российской Федерации (ФГБУ "НМИЦ онкологии им. Н.Н. Блохина" Минздрава России) | Фармацевтическая композиция, проявляющая цитотоксичность в отношении клеток карциномы толстой кишки человека |
| RU2825942C1 (ru) * | 2023-12-22 | 2024-09-02 | Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр онкологии имени Н.Н. Блохина" Министерства здравоохранения Российской Федерации (ФГБУ "НМИЦ онкологии им. Н.Н. Блохина" Минздрава России) | Низкотоксичная фармацевтическая композиция с противоопухолевой активностью в отношении холангиокарциномы |
Also Published As
| Publication number | Publication date |
|---|---|
| IL208092A0 (en) | 2010-12-30 |
| EA201001289A1 (ru) | 2011-04-29 |
| WO2009113902A1 (ru) | 2009-09-17 |
| EP2275112A4 (en) | 2011-10-12 |
| CA2727792A1 (en) | 2009-09-17 |
| JP2011514354A (ja) | 2011-05-06 |
| IL208092A (en) | 2015-07-30 |
| US20110165271A1 (en) | 2011-07-07 |
| CA2727792C (en) | 2017-07-25 |
| EP2275112A1 (en) | 2011-01-19 |
| CN102036672A (zh) | 2011-04-27 |
| KR20110015516A (ko) | 2011-02-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Heitzman et al. | Ethnobotany, phytochemistry and pharmacology of Uncaria (Rubiaceae) | |
| RU2126679C1 (ru) | Способ ингибирования и профилактики возникновения сосудистых явлений бета-каротином и витамином е, фармацевтическая композиция, состоящая из бета-каротина и витамина е, фармацевтическая композиция, состоящая из бета-каротина и аспирина | |
| Lewis et al. | 4 anti-ulcer drugs of plant origin | |
| Maiga et al. | Antioxidant and 15-lipoxygenase inhibitory activities of the Malian medicinal plants Diospyros abyssinica (Hiern) F. White (Ebenaceae), Lannea velutina A. Rich (anacardiaceae) and Crossopteryx febrifuga (afzel) Benth.(Rubiaceae) | |
| Ngouela et al. | Anti-plasmodial and antioxidant activities of constituents of the seed shells of Symphonia globulifera Linn f. | |
| WO2020234650A1 (en) | Pharmaceutical compositions comprising cbd and terpene compositions | |
| Supian et al. | Phytochemical and Pharmacological Activities of Natural Dye Plant, Lawsonia inermis L.(Henna). | |
| EA017659B1 (ru) | Противоопухолевая терпеноидная фармацевтическая композиция с ангиогенезингибирующим действием | |
| WO2005003145A1 (en) | Shanzhuyu extract and uses thereof | |
| Tangpu et al. | Anticestodal efficacy of Psidium guajava against experimental Hymenolepis diminuta infection in rats. | |
| Woerdenbag et al. | Investigation of the anti-tumour action of eupatoriopicrin against the Lewis Lung tumour | |
| CN105796764B (zh) | 黄荆子总木脂素制备方法及其用途 | |
| US20120201903A1 (en) | Cytoprotective or therapeutic plant composition | |
| CA2342403A1 (en) | Sesquiterpene derivatives as anticancer agents | |
| Asuzu et al. | The pharmacological properties of the ethanolic root extract of Combretum dolichopetalum | |
| Aljeboory et al. | Loranthus Europaeus is an alternative medicine in treatment of cyst and mouth inflammation resulted from chemotherapy of breast cancer | |
| Karmakar et al. | Antioxidant, analgesic and cytotoxic activities of Mimusops elengi Linn. leaves | |
| Mangawang et al. | Phytochemical screening of fish poison tree, Barringtonia asiatica seed for potential biopesticidal activity and pharmaceutical uses | |
| Chiwororo et al. | Biphasic effect of Psidium guajava Linn.(Myrtaceae) leaf aqueous extract on rat isolated vascular smooth muscles | |
| RS20050772A (sr) | Farmaceutske smeše koje sadrže ekstrakt biljke euphorbia prostrata | |
| Papakotsi et al. | Alaska’s Flora as a Treatment for Cancer | |
| Gol’dberg et al. | Effects of extracts from medicinal plants on the development of metastatic process | |
| AU2009258014A1 (en) | Anticancer methods using extracts of Anemarrhena asphodeloides Bunge | |
| WO2009141645A1 (en) | Cancer therapy | |
| Olasunkanmi et al. | Evaluation of Invitro Anti-Inflammatory Potential of Aqueous Solanum Aethiopicup (Garden Egg) Leaf Extract |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): KG MD TJ |