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WO1994019366B1 - Synthese chimique de la squalamine - Google Patents

Synthese chimique de la squalamine

Info

Publication number
WO1994019366B1
WO1994019366B1 PCT/US1994/001822 US9401822W WO9419366B1 WO 1994019366 B1 WO1994019366 B1 WO 1994019366B1 US 9401822 W US9401822 W US 9401822W WO 9419366 B1 WO9419366 B1 WO 9419366B1
Authority
WO
WIPO (PCT)
Prior art keywords
hydroxy
cholestane
ether
group
protected alcohol
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.)
Ceased
Application number
PCT/US1994/001822
Other languages
English (en)
Other versions
WO1994019366A1 (fr
Filing date
Publication date
Application filed filed Critical
Priority to AU63928/94A priority Critical patent/AU6392894A/en
Publication of WO1994019366A1 publication Critical patent/WO1994019366A1/fr
Publication of WO1994019366B1 publication Critical patent/WO1994019366B1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Abstract

L'invention se rapporte à des procédés de préparation ou synthèse chimique de la squalamine, un antibiotique stérolique. On effectue de préférence la préparation en modifiant la position 3 d'une fonction alcool-5α-cholestane protégée par un 3-oxo-7α-hydroxy-24z-éther avec une fraction spermidino afin de former une fonction -5α-cholestane protégée par un 3β-spermidino-7α-hydroxy-24z-éther; en déprotégeant la position 24 de la fonction -5α-cholestane protégée par un 3β-spermidino-7α-hydroxy-24z-éther pour obtenir l'hydroxyle libre; et en sulfatant la position 24 du 3β-spermidino-7α, 24-dihydroxy-5α-cholestane.
PCT/US1994/001822 1993-02-26 1994-02-24 Synthese chimique de la squalamine Ceased WO1994019366A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU63928/94A AU6392894A (en) 1993-02-26 1994-02-24 Chemical synthesis of squalamine

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2334793A 1993-02-26 1993-02-26
US08/023,347 1993-02-26

Publications (2)

Publication Number Publication Date
WO1994019366A1 WO1994019366A1 (fr) 1994-09-01
WO1994019366B1 true WO1994019366B1 (fr) 1994-10-27

Family

ID=21814560

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1994/001822 Ceased WO1994019366A1 (fr) 1993-02-26 1994-02-24 Synthese chimique de la squalamine

Country Status (2)

Country Link
AU (1) AU6392894A (fr)
WO (1) WO1994019366A1 (fr)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
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US5795870A (en) * 1991-12-13 1998-08-18 Trustees Of Princeton University Compositions and methods for cell transformation
US5693769A (en) * 1991-12-13 1997-12-02 Transcell Technologies, Inc. Glycosylated steroid derivatives for transport across biological membranes and process for making and using same
ES2123133T3 (es) * 1993-03-10 1999-01-01 Magainin Pharma Derivados esteroidianos, composiciones farmaceuticas que contienen estos derivados esteroidianos y utilizacion de estos ultimos como antibioticos o desinfectantes.
US5856535A (en) * 1994-08-18 1999-01-05 Magainin Pharmaceuticals, Inc. Aminosterol ester compounds
US5840740A (en) * 1995-06-07 1998-11-24 Magainin Pharmaceuticals Inc. Aminosterol compounds and a method of treating infection using the aminosterol compounds
US5795885A (en) * 1995-06-07 1998-08-18 Magainin Pharmaceuticals Inc. Method of inhibiting profileration of cells by administering an aminosterol compound
US6143738A (en) * 1995-06-07 2000-11-07 Magainin Pharmaceuticals, Inc. Therapeutic uses for an aminosterol compound
US5994336A (en) * 1995-06-07 1999-11-30 Magainin Pharmaceuticals Inc. Method of inhibiting proliferation of cells by administering an aminosterol compound
US5874597A (en) * 1995-06-07 1999-02-23 Magainin Pharmaceuticals, Inc. Certain aminosterol compounds and pharmaceutical compositions including these compounds
EP1420027A3 (fr) * 1995-06-07 2012-01-04 Genaera Corporation Composés d'aminostérol utiles comme inhibiteurs de l'échangeur sodium/proton (nhe), méthodes et compositions pharmaceutiques utilisant ces inhibiteurs, et procédés d'évaluation de l'efficacité inhibitrice du nhe desdits composés
US5847172A (en) * 1995-06-07 1998-12-08 Magainin Pharmaceuticals Inc. Certain aminosterol compounds and pharmaceutical compositions including these compounds
US5792635A (en) * 1995-06-07 1998-08-11 Magainin Pharmaceuticals, Inc. Method of inhibiting the sodium/proton exchanger NHE3 and method of inhibiting growth by administering squalamine
US5840936A (en) * 1995-06-07 1998-11-24 Magainin Pharmaceuticals Inc. Aminosterol compounds useful as inhibitors of the sodium/proton exchanger (NHE)
US5763430A (en) * 1995-06-07 1998-06-09 Magainin Pharmaceuticals Inc. Method of treating a viral infection by administering a steroid compound
US6596712B2 (en) 1996-04-26 2003-07-22 Genaera Corporation Treatment of carcinomas using squalamine in combination with other anti-cancer agents or modalities
CA2252584C (fr) * 1996-04-26 2008-06-10 Magainin Pharmaceuticals Inc. Traitement des carcinomes par la squalamine en association avec d'autres agents anticancereux
US6262283B1 (en) 1996-12-06 2001-07-17 Magainin Pharmaceuticals Inc. Stereoselective synthesis of 24-hydroxylated compounds useful for the preparation of aminosterols, vitamin D analogs, and other compounds
WO2001079255A1 (fr) 2000-04-12 2001-10-25 Genaera Corporation Procede de preparation de 7.alpha.-hydroxy 3-aminosubstitues sterols au moyen de produits intermediaires dotes d'un groupe 7.alpha.-hydroxy non protege
WO2002020552A1 (fr) * 2000-09-08 2002-03-14 Kuraray Co., Ltd. Procédé de préparation de dérivés de prégnane
ATE417122T1 (de) 2001-09-04 2008-12-15 Kuraray Co 7alpha-hydroxypregn-4-en-3-on,20-carbaldehyd und verfahren zur herstellung davon sowie verfahren zur herstellung von 7alpha,21-dihydroxy-20- methylpregn-4-en-3-on daraus
WO2008110941A2 (fr) * 2007-03-14 2008-09-18 Universite De La Mediterranee Nouveau procédé de synthèse d'un précurseur de squalamine et/ou de trodusquemine
MX367255B (es) 2012-04-20 2019-08-12 Ohr Pharmaceutical Inc Aminoesteroides para tratamiento de una enfermedad asociada con proteina fosfatasa 1b (ptp1b).
US10538550B2 (en) 2014-11-19 2020-01-21 NZP UK Limited 6.alpha.-alkyl-3,7-dione steroids as intermediates for the production of steroidal FXR modulators
CN107108687B (zh) 2014-11-19 2019-10-29 Nzp英国有限公司 作为制备类固醇FXR调节剂的中间体的5β-6-烷基-7-羟基-3-酮类固醇
WO2016079520A1 (fr) 2014-11-19 2016-05-26 Dextra Laboratories Limited Stéroïdes 6.alpha.-alkyl-6,7-dione utilisés en tant qu'intermédiaires pour la production de modulateurs de fxr stéroïdiens
PT3221331T (pt) 2014-11-19 2019-12-23 Nzp Uk Ltd Esteroides 6-alquil-7-hidroxi-4-en-3-ona como intermediários para a produção de moduladores de fxr esteroidais
GB201608777D0 (en) 2016-05-18 2016-06-29 Dextra Lab Ltd Compounds
CN116283604B (zh) * 2022-12-25 2025-02-18 苏州永健生物医药有限公司 一种亚精胺的制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5192756A (en) * 1992-03-18 1993-03-09 The Children's Hospital Of Pennsylvania Aminosterol antibiotic

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