LT3714B - Inhibitors of cells proliferation, pharmaceutical composition and method for preparation of compounds - Google Patents

Inhibitors of cells proliferation, pharmaceutical composition and method for preparation of compounds Download PDF

Info

Publication number: LT3714B
Authority: LT; Lithuania
Prior art keywords: compounds; formula; asp; group; pglu
Prior art date: 1988-09-16

Application number

LTIP610A

Other languages

English (en)

Lithuanian (lt)

Inventor

Ole Didrik Laerum

Original Assignee

Hafslund Nycomed Bioreg

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.)

1988-09-16

Filing date

1993-06-03

Publication date

1996-02-26

1993-06-03 Application filed by Hafslund Nycomed Bioreg filed Critical Hafslund Nycomed Bioreg

1994-12-27 Publication of LTIP610A publication Critical patent/LTIP610A/xx

1996-02-26 Publication of LT3714B publication Critical patent/LT3714B/lt

Links

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239000003112 inhibitor Substances 0.000 title description 2
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239000003480 eluent Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000007515 enzymatic degradation Effects 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000008622 extracellular signaling Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000011049 filling Methods 0.000 description 1
238000000684 flow cytometry Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
239000007903 gelatin capsule Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
229960002989 glutamic acid Drugs 0.000 description 1
108010080575 glutamyl-aspartyl-alanine Proteins 0.000 description 1
230000005484 gravity Effects 0.000 description 1
230000012010 growth Effects 0.000 description 1
230000009036 growth inhibition Effects 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 1
125000002883 imidazolyl group Chemical group 0.000 description 1
210000000987 immune system Anatomy 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000001802 infusion Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
210000000265 leukocyte Anatomy 0.000 description 1
239000007788 liquid Substances 0.000 description 1
150000002668 lysine derivatives Chemical class 0.000 description 1
210000002540 macrophage Anatomy 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
210000005075 mammary gland Anatomy 0.000 description 1
229930182817 methionine Natural products 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000013508 migration Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000003525 myelopoietic effect Effects 0.000 description 1
CMWYAOXYQATXSI-UHFFFAOYSA-N n,n-dimethylformamide;piperidine Chemical compound CN(C)C=O.C1CCNCC1 CMWYAOXYQATXSI-UHFFFAOYSA-N 0.000 description 1
PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
230000017095 negative regulation of cell growth Effects 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
239000002245 particle Substances 0.000 description 1
238000010647 peptide synthesis reaction Methods 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
239000007793 ph indicator Substances 0.000 description 1
210000001539 phagocyte Anatomy 0.000 description 1
229940124531 pharmaceutical excipient Drugs 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
COLNVLDHVKWLRT-QMMMGPOBSA-N phenylalanine group Chemical group N[C@@H](CC1=CC=CC=C1)C(=O)O COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
125000001749 primary amide group Chemical group 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
125000005030 pyridylthio group Chemical group N1=C(C=CC=C1)S* 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
238000004007 reversed phase HPLC Methods 0.000 description 1
UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000002700 tablet coating Substances 0.000 description 1
238000009492 tablet coating Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
239000010936 titanium Substances 0.000 description 1
235000010215 titanium dioxide Nutrition 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
102000027257 transmembrane receptors Human genes 0.000 description 1
108091008578 transmembrane receptors Proteins 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
238000000825 ultraviolet detection Methods 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
- C07K14/47—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals
- C07K14/4701—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals not used
- C07K14/4722—G-proteins
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
- C07K7/067—Hemoregulatory peptides based on sequence Glp-Glu-Asp-Cys-Lys
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Biochemistry (AREA)
Biophysics (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
General Chemical & Material Sciences (AREA)
Toxicology (AREA)
Chemical Kinetics & Catalysis (AREA)
Gastroenterology & Hepatology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Zoology (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Peptides Or Proteins (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)

LTIP610A 1988-09-16 1993-06-03 Inhibitors of cells proliferation, pharmaceutical composition and method for preparation of compounds LT3714B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB888821785A GB8821785D0 (en)	1988-09-16	1988-09-16	Peptide compounds

Publications (2)

Publication Number	Publication Date
LTIP610A LTIP610A (en)	1994-12-27
LT3714B true LT3714B (en)	1996-02-26

Family

ID=10643722

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LTIP610A LT3714B (en)	1988-09-16	1993-06-03	Inhibitors of cells proliferation, pharmaceutical composition and method for preparation of compounds

Country Status (22)

Country	Link
US (1)	US5484770A (ja)
EP (2)	EP0434718A1 (ja)
JP (1)	JPH04500666A (ja)
KR (1)	KR900701828A (ja)
CN (1)	CN1041159A (ja)
AT (1)	ATE110742T1 (ja)
AU (1)	AU641366B2 (ja)
CA (1)	CA1339947C (ja)
DE (1)	DE68917837T2 (ja)
DK (1)	DK39591A (ja)
ES (1)	ES2058479T3 (ja)
GB (1)	GB8821785D0 (ja)
GE (1)	GEP19971041B (ja)
HU (2)	HU208027B (ja)
IE (1)	IE64181B1 (ja)
LT (1)	LT3714B (ja)
LV (1)	LV10108B (ja)
MY (1)	MY104909A (ja)
NZ (1)	NZ230654A (ja)
RU (1)	RU2079509C1 (ja)
WO (1)	WO1990002753A1 (ja)
ZA (1)	ZA896980B (ja)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5620957A (en) *	1989-07-14	1997-04-15	Smithkline Beecham Corporation	Hemoregulatory peptides
HU206372B (en) *	1990-09-03	1992-10-28	Richter Gedeon Vegyeszet	Process for producing new oligopeptides which selectively inhibit proliferation of haemopoietic cells and pharmaceutical compositions comprising same
HU206374B (en) *	1990-09-03	1992-10-28	Richter Gedeon Vegyeszet	Process for producing pentapeptide and its salts specifically inhibiting proliferation of epidermic cells, as well as pharmaceutical compositions comprising same as active ingredient
TW222280B (ja) *	1991-11-26	1994-04-11	Smithkline Beecham Corp
IL104323A0 (en) *	1992-01-10	1993-05-13	Smithkline Beecham Corp	Hemoregulatory peptides
GB9211668D0 (en)	1992-06-02	1992-07-15	Nycomed Bioreg As	Peptide compounds
GB9211677D0 (en)	1992-06-02	1992-07-15	Nycomed Bioreg As	Peptide compounds
GB9211674D0 (en)	1992-06-02	1992-07-15	Nycomed Bioreg As	Peptide compounds
GR1001502B (el) *	1992-11-26	1994-02-28	Smithkline Beecham Corp	Αιμορυ?μιστικά πεπτίδια.
CN1034735C (zh) *	1993-01-02	1997-04-30	史密丝克莱恩比彻姆公司	血调节肽
US5521284A (en) *	1994-08-01	1996-05-28	Arizona Board Of Regents Acting On Behalf Of Arizona State University	Human cancer inhibitory pentapeptide amides and esters
US5504191A (en) *	1994-08-01	1996-04-02	Arizona Board Of Regents Acting On Behalf Of Arizona State University	Human cancer inhibitory pentapeptide methyl esters
EP1070727A1 (en) *	1999-03-01	2001-01-24	Aventis Pharma Deutschland GmbH	Low molecular weight peptide derivatives as inhibitors of the laminin/nidogen interaction
CN1403474A (zh) *	2001-09-05	2003-03-19	中国人民解放军军事医学科学院生物工程研究所	一种短肽及以其为活性成份的药物
AU2003254119B2 (en)	2002-07-23	2007-11-29	Ipsen Pharma S.A.S.	Ghrelin analogs

Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0112656A2 (en)	1982-11-26	1984-07-04	Nycomed As	Peptide compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NO860752L (no) *	1985-06-26	1986-12-29	Bio Tech As	Pentapeptider med cellevekstregulerende virkning og fremgangsmaate for fremstilling derav.
US4748154A (en) *	1985-12-24	1988-05-31	Takeda Chemical Industries, Ltd.	Peptide derivatives, their production and use
GB8626539D0 (en) *	1986-11-06	1986-12-10	Nycomed As	Peptide compounds

1988
- 1988-09-16 GB GB888821785A patent/GB8821785D0/en active Pending
1989
- 1989-09-13 ES ES89202310T patent/ES2058479T3/es not_active Expired - Lifetime
- 1989-09-13 ZA ZA896980A patent/ZA896980B/xx unknown
- 1989-09-13 DE DE68917837T patent/DE68917837T2/de not_active Expired - Fee Related
- 1989-09-13 KR KR1019900700453A patent/KR900701828A/ko not_active Abandoned
- 1989-09-13 RU SU894895033A patent/RU2079509C1/ru active
- 1989-09-13 AU AU42183/89A patent/AU641366B2/en not_active Ceased
- 1989-09-13 EP EP89910097A patent/EP0434718A1/en active Pending
- 1989-09-13 JP JP1509617A patent/JPH04500666A/ja active Pending
- 1989-09-13 EP EP89202310A patent/EP0359338B1/en not_active Expired - Lifetime
- 1989-09-13 WO PCT/EP1989/001071 patent/WO1990002753A1/en not_active Ceased
- 1989-09-13 US US07/671,757 patent/US5484770A/en not_active Expired - Fee Related
- 1989-09-13 HU HU895788A patent/HU208027B/hu not_active IP Right Cessation
- 1989-09-13 AT AT89202310T patent/ATE110742T1/de not_active IP Right Cessation
- 1989-09-13 HU HU895788A patent/HU895788D0/hu unknown
- 1989-09-14 NZ NZ230654A patent/NZ230654A/xx unknown
- 1989-09-15 MY MYPI89001265A patent/MY104909A/en unknown
- 1989-09-15 CA CA000611592A patent/CA1339947C/en not_active Expired - Fee Related
- 1989-09-15 IE IE295489A patent/IE64181B1/en not_active IP Right Cessation
- 1989-09-16 CN CN89107159A patent/CN1041159A/zh active Pending
1991
- 1991-03-06 DK DK039591A patent/DK39591A/da not_active Application Discontinuation
1992
- 1992-12-30 LV LVP-92-589A patent/LV10108B/lv unknown
1993
- 1993-06-03 LT LTIP610A patent/LT3714B/lt not_active IP Right Cessation
- 1993-07-16 GE GEAP19931053A patent/GEP19971041B/en unknown

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0112656A2 (en)	1982-11-26	1984-07-04	Nycomed As	Peptide compounds

Non-Patent Citations (9)

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Title
E. SCHRODER, K. LUBKE: "The Peptides (Vol. 1)"
E. SCHRODER, K. LUBKE: "The Peptides (Vol. 2)"
ERIC ATHERTON, CHRISTOPHER J. LOGAN, ROBERT C: "Peptide synthesis. Part 2. Procedures for solid-phase synthesis using NÎ±-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and of acyl carrier protein 65â€"74 decapeptide", J. CHEM. SOC., PERKIN TRANS. 1, 1981, pages 538 - 546, XP001070482, DOI: doi:10.1039/p19810000538
G. R. PETTIT: "Synthesic Peptides"
HEINRIKSON R. L., MEREDITH S. C.: "Amino acid analysis by reverse-phase high-performance liquid chromatography: precolumn derivatization with phenylisothiocyanate", ANAL BIOCHEM., 1984, pages 65 - 74, XP024827973, DOI: doi:10.1016/0003-2697(84)90307-5
HOUBEN-WEYL: "Methoden der organischen Chemie"
JAMES P. TAM, FOE S. TJOENG, R. B. MERRIFIELD: "Design and synthesis of multidetachable resin supports for solid-phase peptide synthesis", J. AM. CHEM. SOC., 1980, pages 6117 - 6127
JAMES P. TAM, R D. DIMARCHI, R. B. MERRIFIELD: "Photolabile multi-detachable p-alkoxybenzyl alcohol resin supports for peptide fragment or semi-synthesis", INT J PEPT PROTEIN RES, 1980, pages 412 - 425, XP055317669
MANFRED MUTTER, DIETER BELLOF: "A New Base-Labile Anchoring Group for Polymer-Supported Peptide Synthesis", HELVETICA CHIMICA ACTA, 1984, pages 2009 - 2016

Also Published As

Publication number	Publication date
AU4218389A (en)	1990-04-02
DK39591D0 (da)	1991-03-06
LTIP610A (en)	1994-12-27
EP0359338A1 (en)	1990-03-21
KR900701828A (ko)	1990-12-04
JPH04500666A (ja)	1992-02-06
ZA896980B (en)	1990-06-27
IE64181B1 (en)	1995-07-12
MY104909A (en)	1994-06-30
LV10108B (en)	1994-10-20
GB8821785D0 (en)	1988-10-19
CN1041159A (zh)	1990-04-11
EP0434718A1 (en)	1991-07-03
GEP19971041B (en)	1997-11-26
WO1990002753A1 (en)	1990-03-22
AU641366B2 (en)	1993-09-23
LV10108A (lv)	1994-05-10
DE68917837T2 (de)	1994-12-22
ATE110742T1 (de)	1994-09-15
HU895788D0 (en)	1991-08-28
DK39591A (da)	1991-03-06
HU208027B (en)	1993-07-28
RU2079509C1 (ru)	1997-05-20
HUT58765A (en)	1992-03-30
IE892954L (en)	1990-03-16
CA1339947C (en)	1998-07-07
ES2058479T3 (es)	1994-11-01
US5484770A (en)	1996-01-16
NZ230654A (en)	1991-10-25
EP0359338B1 (en)	1994-08-31
DE68917837D1 (de)	1994-10-06

Legal Events

Date	Code	Title	Description
1996-12-27	PC9A	Transfer of patents	Free format text: NYCOMED IMAGING AS,NYCOVEIEN 1-2, N-0401 OSLO 4,NO,19961106
1996-12-27	PD9A	Change of patent owner	Free format text: HAFSLUND ASA,SLEMDALSVEIEN 37, N-0301 OSLO 3,NO,19961106,
1999-01-25	MM9A	Lapsed patents	Effective date: 19980603

Publication	Publication Date	Title
US4499081A (en)	1985-02-12	Peptide compounds
KR100225679B1 (ko)	1999-10-15	노나펩티드 봄베신 길항제
LT3714B (en)	1996-02-26	Inhibitors of cells proliferation, pharmaceutical composition and method for preparation of compounds
HU208439B (en)	1993-10-28	Process for producing pharmaceutical peptides
NL8900864A (nl)	1989-11-01	Peptidederivaten en werkwijzen voor het bereiden en toepassen van deze derivaten.
ME01015B (me)	2012-10-20	DERIVATI METASTINA l NJIHOVA UPOTREBA
US4866039A (en)	1989-09-12	Peptides containing the 18 to 23 residues of vasoactive intestinal peptide, and analogues
FI92209B (fi)	1994-06-30	Menetelmä terapeuttisesti käyttökelpoisten peptidiyhdisteiden valmistamiseksi
US4438029A (en)	1984-03-20	Synthetic peptides
EP0333071A2 (en)	1989-09-20	Polypeptides, methods for their preparation, pharmaceutical compositions comprising them and use
CA2173939C (en)	2002-08-27	Oligopeptides derived from c-reactive protein fragments
CA2405724C (en)	2010-09-07	Substance p analogs for the treatment of cancer
US3883498A (en)	1975-05-13	{8 Ile{hu 3{b , Leu{hu 4{b {9 -vasopressin analogs
US6342481B1 (en)	2002-01-29	Oligopeptides derived from C-reactive protein fragments
JPS62209096A (ja)	1987-09-14	バソプレシン化合物
EP2051991B1 (en)	2011-10-12	Cardioprotective compounds
JPH03141298A (ja)	1991-06-17	活性ペプチド