Utilizing a copper-free Sonogashira reaction in the synthesis of the leukotriene a4 hydrolase modulator batatasin IV

Article abstract of DOI:10.1016/j.tetlet.2020.152547

Batatasin IV is a dihydrostilbenoid isolated from Chinese yams which was shown to have inhibitory activities against plant growth. Later studies showed that this compound may exhibit anti-inflammatory properties by inhibiting the epoxide hydrolase activity of the leukotriene A₄ hydrolase enzyme. To access the dihydrostilbenoid skeleton, a copper-free SPhos-mediated Sonogashira reaction was conceived and the substrate scope was explored. Our results indicate that the reaction can tolerate the presence of free alcohols, aldehydes, nitro groups, and anilinyl groups. However, a substituent with an acidic phenol or carboxylic acid group gave significantly lower yields. Next, a total synthesis of batatasin IV was accomplished in 16% overall yield incorporating the reported copper-free Sonogashira reaction. Finally, we show that batatasin IV inhibits the hydrolysis of alanine p-nitroanilide by leukotriene A₄ hydrolase with an IC₅₀ of 91.4 μM.

Full text of DOI:10.1016/j.tetlet.2020.152547

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Annals of Physical and Rehabilitation Medicine 56S (2013) e263
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Presentation de la session / Session presentation
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Parcours, financement, accreditation : l’organisation des soins en MPR
Care pathways, payment systems, accreditation: Organization of PMR in France
1. Version franc¸aise
2. English version
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Toutes les unites et services de soins de suite et de
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readaptation ont fait l’objet, ces derniers mois, d’une « visite de
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conformite ». Cette procedure fait suite a la reforme de ce
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secteur d’activite en pleine mutation conformement aux
All rehabilitation units in France have recently undergone a
‘‘conformity inspection’’. This procedure was set up by the
reform of rehabilitation units in application of National Health
Authority decrees promulgated in 2008.
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dispositions des « decrets de 2008 » !
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Les resultats de cette procedure de conformite seront
To introduce this session, the results of this procedure will be
presented by Dr. Lambert, ARS, Champagne-Ardenne. The
following presentations will discuss the organization of PMR in
France and its integration in the reform of the national payment
systems.
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presentes, par le Dr Lambert de l’ARS Champagne-Ardenne,
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en introduction et en premisses aux presentations qui traiteront
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de l’organisation de la MPR face aux reformes de la tarification
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et du recueil d’activite.
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En seconde partie seront abordees des questions relatives
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aux « parcours de soins » et au fonctionnement en reseaux.
The second part will examine care pathways and operating
networks. All the subjects covered in this session are becoming
an increasingly important part of our daily practices. Time for
direct patient care now has to compete with administrative
obligations, data collection and accreditation, payment systems
and organizational structures. What can we expect from this
effort? We hope that this session can provide at least a partial
answer to this question.
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Lesdifferentspointsetsujets abordesau coursde cettesession
font de plus en plus partie de notre quotidien. Pas celui des soins
aux patients, mais celui de contraintes et arcanes administratives
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qui, du PMSI a l’accreditation, du financement a l’organisation
de nos structures, occupe de plus en plus notre temps. Quel retour
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en avons-nous ? Nous esperons que cette session puisse apporter
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au moins un debut de reponse a cette question.
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1877-0657/$ – see front matter # 2013 Publie par Elsevier Masson SAS.
http://dx.doi.org/10.1016/j.rehab.2013.07.517