ES2102322B1 - DIDEMNINE PREPARATION PROCEDURE A. - Google Patents

DIDEMNINE PREPARATION PROCEDURE A.

Info

Publication number
ES2102322B1
ES2102322B1 ES09501411A ES9501411A ES2102322B1 ES 2102322 B1 ES2102322 B1 ES 2102322B1 ES 09501411 A ES09501411 A ES 09501411A ES 9501411 A ES9501411 A ES 9501411A ES 2102322 B1 ES2102322 B1 ES 2102322B1
Authority
ES
Spain
Prior art keywords
didemnine
boc
coupling
preparation procedure
macrocycle
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 - Fee Related
Application number
ES09501411A
Other languages
Spanish (es)
Other versions
ES2102322A1 (en
Inventor
Lledo Ernest Giralt
Palomera Fernando Albericio
Williams Paul Lloyd
Valcarcel Isabel Gonzalez
Prat Gemma Jou
Gonzalez Andres Gomez
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pharmamar SA
Original Assignee
Pharmamar SA
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.)
Filing date
Publication date
Application filed by Pharmamar SA filed Critical Pharmamar SA
Priority to ES09501411A priority Critical patent/ES2102322B1/en
Publication of ES2102322A1 publication Critical patent/ES2102322A1/en
Application granted granted Critical
Publication of ES2102322B1 publication Critical patent/ES2102322B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

PROCEDIMIENTO DE PREPARACION DE DIDEMNINA A. COMPRENDE: (A) ACOPLAR LAS UNIDADES Z-N(ME)-O(ME)-TYR-O[BOC-THR]-OH Y H-IST-HIP-LEU-PRO-OBZL.HCL EN PRESENCIA DE HBTU Y DIEA; (B) DESPROTEGER SIMULTANEAMENTE LOS EXTREMOS N- Y C-TERMINAL DEL PRODUCTO OBTENIDO; (C) CICLAR EL PRODUCTO DE LA ETAPA (B) EMPLEANDO EL ACOPLANTE HBTU Y EN PRESENCIA DE HOBT Y DIEA, PARA PRODUCIR UN MACROCICLO CON EL N-TERMINAL DE LA THR PROTEGIDO; (D) DESPROTEGER DICHO GRUPO Y ACOPLAR EL MACROCICLO CON BOC-(R)-NMELEU-OH PARA PRODUCIR LA BOC-DIDEMNINA A; (E) HACER REACCIONAR ESTE ULTIMO PRODUCTO CON ACIDO TRIFLUORACETICO PARA OBTENER LA DIDEMNINA A. LA DIDEMNINA A TIENE APLICACION COMO AGENTE ANTITUMORAL, ANTIVIRAL E INMUNOSUPRESOR.DIDEMNIN PREPARATION PROCEDURE A. UNDERSTANDS: (A) COUPLING UNITS ZN (ME) -O (ME) -TYR-O [BOC-THR] -OH AND H-IST-HIP-LEU-PRO-OBZL.HCL IN PRESENCE OF HBTU AND DIEA; (B) SIMULTANEOUSLY DETACH THE N- AND C-TERMINAL ENDS OF THE PRODUCT OBTAINED; (C) CYCLING THE PRODUCT FROM STAGE (B) USING THE HBTU COUPLING AND IN THE PRESENCE OF HOBT AND DIEA, TO PRODUCE A MACROCYCLE WITH THE N-TERMINAL OF THE PROTECTED THR; (D) UNPROTECT THAT GROUP AND COUPLING THE MACROCYCLE WITH BOC- (R) -NMELEU-OH TO PRODUCE BOC-DIDEMNINE A; (E) MAKE THIS LAST PRODUCT REACT WITH TRIFLUORACETIC ACID TO OBTAIN DIDEMNINE A. DIDEMNINE A IS APPLIED AS ANTITUMORAL, ANTIVIRAL AND IMMUNOSUPPRESSIVE AGENT.

ES09501411A 1995-07-13 1995-07-13 DIDEMNINE PREPARATION PROCEDURE A. Expired - Fee Related ES2102322B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES09501411A ES2102322B1 (en) 1995-07-13 1995-07-13 DIDEMNINE PREPARATION PROCEDURE A.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES09501411A ES2102322B1 (en) 1995-07-13 1995-07-13 DIDEMNINE PREPARATION PROCEDURE A.

Publications (2)

Publication Number Publication Date
ES2102322A1 ES2102322A1 (en) 1997-07-16
ES2102322B1 true ES2102322B1 (en) 1998-03-01

Family

ID=8291039

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09501411A Expired - Fee Related ES2102322B1 (en) 1995-07-13 1995-07-13 DIDEMNINE PREPARATION PROCEDURE A.

Country Status (1)

Country Link
ES (1) ES2102322B1 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030148933A1 (en) 1990-10-01 2003-08-07 Pharma Mar S.A. Derivatives of dehydrodidemnin B
GB9803448D0 (en) 1998-02-18 1998-04-15 Pharma Mar Sa Pharmaceutical formulation
US6509315B1 (en) 2000-04-07 2003-01-21 The Trustees Of The University Of Pennsylvania Didemnin analogs and fragments and methods of making and using them
CA2405779A1 (en) 2000-04-07 2001-10-18 The Trustees Of The University Of Pennsylvania Tamandarin and didemnin analogs and methods of making and using them
UA76718C2 (en) 2000-06-30 2006-09-15 Фарма Мар, С.А. Anticancer aplidine derivatives
CN1479622A (en) 2000-10-12 2004-03-03 Treatment of cancers by aplidine in conjunction with myoprotector
DK1603584T3 (en) 2003-03-12 2009-01-05 Dana Farber Cancer Inst Inc Aplidine for the treatment of multiple myeloma
RU2341283C2 (en) 2003-03-12 2008-12-20 Фарма Мар, С.А. Advanced treatment of tumours
WO2004084812A2 (en) 2003-03-21 2004-10-07 Joullie Madeleine M Tamandarin analogs and fragments thereof and methods of making and using
JOP20190254A1 (en) 2017-04-27 2019-10-27 Pharma Mar Sa Antitumoral compounds

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8922026D0 (en) * 1989-09-29 1989-11-15 Pharma Mar Sa Novel anti-viral and cytotoxic agent
DE4120327A1 (en) * 1991-06-20 1992-12-24 Basf Ag NEW PEPTIDES, THEIR PREPARATION AND USE

Also Published As

Publication number Publication date
ES2102322A1 (en) 1997-07-16

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