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Article: Thiol-Free Synthesis of Oseltamivir and Its Analogues via Organocatalytic Michael Additions of Oxyacetaldehydes to 2-Acylaminonitroalkenes

Rehák, Juraj / Huťka, Martin / Latika, Attila / Brath, Henrich / Almássy, Ambroz / Hajzer, Viktória / Durmis, Július / Toma, Štefan / Šebesta, Radovan

Synthesis

2012 Volume 44, Issue 15, Page(s) 2424–2430

Abstract: The organocatalytic addition of substituted oxyacetaldehydes to 2-acylaminonitroethenes proceeded with good to high diastereoselectivities and enantioselectivities. The resulting adducts reacted with ethyl 2-(diethoxyphosphoryl) acrylate to afford highly ...

Abstract	The organocatalytic addition of substituted oxyacetaldehydes to 2-acylaminonitroethenes proceeded with good to high diastereoselectivities and enantioselectivities. The resulting adducts reacted with ethyl 2-(diethoxyphosphoryl) acrylate to afford highly functionalized cyclohexenes. A thiol-free protocol for cyclization has been developed that leads to a separable mixture of two diastereoisomers. The unwanted diastereoisomer can be efficiently epimerized. The resulting cyclohexenes are precursors to oseltamivir and its analogues. The synthesis of the key reagent, 3-pentyloxyaldehyde, was also improved.
Keywords	enantioselectivity ; Michael addition ; cyclization ; aminonitroethene ; organocatalysis
Language	English
Publishing date	2012-06-13
Publisher	© Georg Thieme Verlag
Publishing place	Stuttgart ; New York
Document type	Article
ZDB-ID	2033062-5
ISSN	1437-210X ; 0039-7881
ISSN (online)	1437-210X
ISSN	0039-7881
DOI	10.1055/s-0031-1290396
Database	Thieme publisher's database

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Book ; Online: Carbonate preservation reconstructed from ODP Sites 154-927 and 154-929 at Cear? Rise, supplementary data to: Frenz, Michael; Henrich, R?diger; Zychla, Bj?rn (2006): Carbonate preservation patterns at the Cear? Rise - Evidence for the Pliocene super conveyor. Marine Geology, 232(3-4), 173-180

Frenz, Michael / Henrich, R?diger / Zychla, Bj?rn

2006

Abstract: Enhanced Atlantic overturning during the Pliocene was first proposed almost 10?yrs ago. Evidence for this Pliocene super conveyor scenario has been collected using a number of proxies (e.g., benthic d13C, Nd isotopic composition of manganese crusts). The ...

Abstract	Enhanced Atlantic overturning during the Pliocene was first proposed almost 10?yrs ago. Evidence for this Pliocene super conveyor scenario has been collected using a number of proxies (e.g., benthic d13C, Nd isotopic composition of manganese crusts). The present study contributes to the existing evidences by using carbonate dissolution and current vigour history of early Pliocene sediments from the Cear? Rise (ODP Sites 927 and 929). In order to reveal carbonate dissolution history, a number of commonly used and newly established proxies were applied, i.e., sand and carbonate contents, foraminifer fragmentation index, Bulloides Dissolution Index and carbonate silt grain-size distributions. Terrigenous silt grain-size distributions were used to unravel variations in relative current strength and sediment input to the two sites. Overall good carbonate preservation at the shallow Site 927 (3314?m water depth) shows that this level was bathed in North Atlantic Deep Water throughout the early Pliocene. The contrastingly poor carbonate preservation record of the deeper Site 929 (4358?m water depth, at present exposed to Antarctic Bottom Water) is frequently interrupted by phases of good carbonate preservation. These results indicate that the depth of the calcite lysocline was mainly tied to present level (ab. 4200?m water depth), and sometimes even dropped to water depths greater than 4360?m due to even more enhanced circulation. Surprisingly the expansion of NADW is not clearly reflected by an increase in current speed as shown by continuously fine terrigenous grain size.
Language	English
Dates of publication	2006-9999
Size	Online-Ressource
Publisher	PANGAEA - Data Publisher for Earth & Environmental Science
Publishing place	Bremen/Bremerhaven
Document type	Book ; Online
Note	This dataset is supplement to doi:10.1016/j.margeo.2006.07.006
DOI	10.1594/PANGAEA.547755
Database	Library catalogue of the German National Library of Science and Technology (TIB), Hannover

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Article ; Online: What Makes Us Smart?

Henrich, Joseph / Muthukrishna, Michael

Topics in cognitive science

2023 Volume 16, Issue 2, Page(s) 322–342

Abstract: How did humans become clever enough to live in nearly every major ecosystem on earth, create vaccines against deadly plagues, explore the oceans depths, and routinely traverse the globe at 30,000 feet in aluminum tubes while nibbling on roasted almonds? ... ...

Abstract	How did humans become clever enough to live in nearly every major ecosystem on earth, create vaccines against deadly plagues, explore the oceans depths, and routinely traverse the globe at 30,000 feet in aluminum tubes while nibbling on roasted almonds? Drawing on recent developments in our understanding of human evolution, we consider what makes us distinctively smarter than other animals. Contrary to conventional wisdom, human brilliance emerges not from our innate brainpower or raw computational capacities, but from the sharing of information in communities and networks over generations. We review how larger, more diverse, and more optimally interconnected networks of minds give rise to faster innovation and how the cognitive products of this cumulative cultural evolutionary process feedback to make us individually "smarter"-in the sense of being better at meeting the challenges and problems posed by our societies and socioecologies. Here, we consider not only how cultural evolution supplies us with "thinking tools" (like counting systems and fractions) but also how it has shaped our ontologies (e.g., do germs and witches exist?) and epistemologies, including our notions of what constitutes a "good reason" or "good evidence" (e.g., are dreams a source of evidence?). Building on this, we consider how cultural evolution has organized and distributed cultural knowledge and cognitive tasks among subpopulations, effectively shifting both thinking and production to the level of the community, population, or network, resulting in collective information processing and group decisions. Cultural evolution can turn mindless mobs into wise crowds by facilitating and constraining cognition through a wide variety of epistemic institutions-political, legal, and scientific. These institutions process information and aid better decision-making by suppressing or encouraging the use of different cultural epistemologies and ontologies.
MeSH term(s)	Animals ; Humans ; Ecosystem ; Cognition ; Cultural Evolution
Language	English
Publishing date	2023-04-22
Publishing country	United States
Document type	Review ; Journal Article
ZDB-ID	2482883-X
ISSN	1756-8765 ; 1756-8757
ISSN (online)	1756-8765
ISSN	1756-8757
DOI	10.1111/tops.12656
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Book ; Online: Coccoliths and carbonate grain-size compositions in sediment samples from the Mid-Atlantic Ridge, supplementary data to: Frenz, Michael; Baumann, Karl-Heinz; Boeckel, Babette; Höppner, René; Henrich, Rüdiger (2005): Quantification of foraminifer and coccolith carbonate in South Atlantic surface sediments by means of carbonate grain-size distributions. Journal of Sedimentary Research, 75(3), 446-475

Frenz, Michael / Baumann, Karl-Heinz / Boeckel, Babette / Henrich, Rüdiger / Höppner, René

2005

Abstract: ... mixed signals (e.g., isotopic studies).

REFERENCE:
Frenz, Michael (2003): Grain-size ...

Abstract	This study presents a differentiated carbonate budget for marine surface sediments from the Mid-Atlantic Ridge of the South Atlantic, with results based on carbonate grain-size composition. Upon separation into sand, silt, and clay sub-fractions, the silt grain-size distribution was measured using a SediGraph 5100. We found regionally characteristic grain-size distributions with an overall minimum at 8 æm equivalent spherical diameter (ESD). SEM observations reveal that the coarse particles (>8 æm ESD) are attributed to planktic foraminifers and their fragments, and the fine particles (<8 æm ESD) to coccoliths. On the basis of this division, the regional variation of the contribution of foraminifers and coccoliths to the carbonate budget of the sediments are calculated. Foraminifer carbonate dominates the sediments in mesotropic regions whereas coccoliths contribute most carbonate in oligotrophic regions. The grain size of the coccolith share is constant over water depth, indicating a lower susceptibility for carbonate dissolution compared to foraminifers. Finally, the characteristic grain-size distribution in fine silt (<8 æm ESD) is set into context with the coccolith assemblage counted and biometrically measured using a SEM. The coccoliths present in the silt fraction are predominantly large species (length > 4 æm). Smaller species (length < 4 æm) belong to the clay fraction (<2 æm ESD). The average length of most frequent coccolith species is connected to prominent peaks in grain-size distributions (ESD) with a shape factor. The area below Gaussian distributions fitted to these peaks is suggested as a way to quantitatively estimate the carbonate contribution of single coccolith species more precisely compared to conventional volume estimates. The quantitative division of carbonate into the fraction produced by coccoliths and that secreted by foraminifers enables a more precise estimate for source/sink relations of consumed and released CO2 in the carbon cycle. The allocation of coccolith length and grain size (ESD) suggests size windows for the separation or accumulation of distinct coccolith species in investigations that depend on non to slightly-mixed signals (e.g., isotopic studies). REFERENCE: Frenz, Michael (2003): Grain-size composition of Quaternary South Atlantic sediments and its paleoceanographic significance. Berichte aus dem Fachbereich Geowissenschaften der Universität Bremen, 213, 123 pp
Language	English
Dates of publication	2005-9999
Size	Online-Ressource
Publisher	PANGAEA - Data Publisher for Earth & Environmental Science
Publishing place	Bremen/Bremerhaven
Document type	Book ; Online
Note	This dataset is cited by urn:urn:nbn:de:gbv:46-ep000103333 ; This dataset is supplement to doi:10.2110/jsr.2005.036
DOI	10.1594/PANGAEA.779778
Database	Library catalogue of the German National Library of Science and Technology (TIB), Hannover

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Article ; Online: Comment: pregnancy after bariatric surgery - achievements and open questions.

Göbl, Christian S / Feichtinger, Michael / Henrich, Wolfgang

BMC pregnancy and childbirth

2023 Volume 23, Issue 1, Page(s) 558

Abstract: Bariatric surgery confers potential advantages for obese patients, but also risks for pregnancy. Perinatal outcomes may be varying between surgical procedures. This topic was recently addressed by a systematic review in BMC Pregnancy and Childbirth. This ...

Abstract	Bariatric surgery confers potential advantages for obese patients, but also risks for pregnancy. Perinatal outcomes may be varying between surgical procedures. This topic was recently addressed by a systematic review in BMC Pregnancy and Childbirth. This commentary will discuss the scientific background and implications for future research.
MeSH term(s)	Pregnancy ; Female ; Humans ; Gastric Bypass/adverse effects ; Gastric Bypass/methods ; Obesity, Morbid/surgery ; Treatment Outcome ; Weight Loss ; Bariatric Surgery ; Gastrectomy/methods
Language	English
Publishing date	2023-08-02
Publishing country	England
Document type	Letter ; Comment
ZDB-ID	2059869-5
ISSN	1471-2393 ; 1471-2393
ISSN (online)	1471-2393
ISSN	1471-2393
DOI	10.1186/s12884-023-05858-1
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Book ; Thesis: Quantitative immunhistochemische Untersuchung zur vasodilatatorischen Innervation der Arteria lingualis des Meerschweinchens

Henrich, Michael

1999

Author's details	vorgelegt von Michael Henrich
Language	German
Size	V, 89 S. : Ill., graph. Darst.
Publishing country	Germany
Document type	Book ; Thesis
Thesis / German Habilitation thesis	Gießen, Univ., Diss., 1999
HBZ-ID	HT012849552
Database	Catalogue ZB MED Medicine, Health

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2000 D 2289	order for loan	Magazin

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Article: A 20:1 synergetic mixture of cafedrine/theodrenaline accelerates particle transport velocity in murine tracheal epithelium via IP

Schmidt, Götz / Rienas, Gerrit / Müller, Sabrina / Edinger, Fabian / Sander, Michael / Koch, Christian / Henrich, Michael

Frontiers in pharmacology

2023 Volume 14, Page(s) 1155930

Abstract: Background: ...

Abstract	Background:
Language	English
Publishing date	2023-08-16
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2587355-6
ISSN	1663-9812
ISSN	1663-9812
DOI	10.3389/fphar.2023.1155930
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article ; Online: Systems analysis of innate and adaptive immunity in Long COVID.

Peluso, Michael J / Abdel-Mohsen, Mohamed / Henrich, Timothy J / Roan, Nadia R

Seminars in immunology

2024 Volume 72, Page(s) 101873

Abstract: Since the onset of the COVID-19 pandemic, significant progress has been made in developing effective preventive and therapeutic strategies against severe acute SARS-CoV-2 infection. However, the management of Long COVID (LC), an infection-associated ... ...

Abstract	Since the onset of the COVID-19 pandemic, significant progress has been made in developing effective preventive and therapeutic strategies against severe acute SARS-CoV-2 infection. However, the management of Long COVID (LC), an infection-associated chronic condition that has been estimated to affect 5-20% of individuals following SARS-CoV-2 infection, remains challenging due to our limited understanding of its mechanisms. Although LC is a heterogeneous disease that is likely to have several subtypes, immune system disturbances appear common across many cases. The extent to which these immune perturbations contribute to LC symptoms, however, is not entirely clear. Recent advancements in multi-omics technologies, capable of detailed, cell-level analysis, have provided valuable insights into the immune perturbations associated with LC. Although these studies are largely descriptive in nature, they are the crucial first step towards a deeper understanding of the condition and the immune system's role in its development, progression, and resolution. In this review, we summarize the current understanding of immune perturbations in LC, covering both innate and adaptive immune responses, and the cytokines and analytes involved. We explore whether these findings support or challenge the primary hypotheses about LC's underlying mechanisms. We also discuss the crosstalk between various immune system components and how it can be disrupted in LC. Finally, we emphasize the need for more tissue- and subtype-focused analyses of LC, and for enhanced collaborative efforts to analyze common specimens from large cohorts, including those undergoing therapeutic interventions. These collective efforts are vital to unravel the fundaments of this new disease, and could also shed light on the prevention and treatment of the larger family of chronic illnesses linked to other microbial infections.
MeSH term(s)	Humans ; Post-Acute COVID-19 Syndrome ; COVID-19 ; Pandemics ; SARS-CoV-2 ; Adaptive Immunity ; Systems Analysis ; Immunity, Innate
Language	English
Publishing date	2024-03-08
Publishing country	England
Document type	Journal Article ; Review
ZDB-ID	1018141-6
ISSN	1096-3618 ; 1044-5323
ISSN (online)	1096-3618
ISSN	1044-5323
DOI	10.1016/j.smim.2024.101873
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article ; Online: A fixed 20:1 combination of cafedrine/theodrenaline increases cytosolic Ca

Schmidt, Götz / Rienas, Gerrit / Müller, Sabrina / Richter, Katrin / Sander, Michael / Koch, Christian / Henrich, Michael

Scientific reports

2023 Volume 13, Issue 1, Page(s) 16216

Abstract: Mucociliary clearance is a pivotal physiological mechanism that protects the lung by cleaning the airways from pollution and colonization, thereby preventing infection. Ciliary function is influenced by various signal transduction cascades, and ... ...

Abstract	Mucociliary clearance is a pivotal physiological mechanism that protects the lung by cleaning the airways from pollution and colonization, thereby preventing infection. Ciliary function is influenced by various signal transduction cascades, and Ca
MeSH term(s)	Humans ; Animals ; Mice ; Ryanodine Receptor Calcium Release Channel ; Trachea ; Epithelial Cells
Chemical Substances	theodrenaline (RW8PD99T8G) ; cafedrine (0UYY5V4U2Q) ; Ryanodine Receptor Calcium Release Channel
Language	English
Publishing date	2023-09-27
Publishing country	England
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	2615211-3
ISSN	2045-2322 ; 2045-2322
ISSN (online)	2045-2322
ISSN	2045-2322
DOI	10.1038/s41598-023-43342-0
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Book ; Online: Bulk geochemistry and grain-size composition of surface sediments from the SW Atlantic, supplementary data to: Frenz, Michael; Höppner, René; Stuut, Jan-Berend; Wagner, Thomas; Henrich, Rüdiger (2003): Surface Sediment Bulk Geochemistry and Grain-Size Composition Related to the Oceanic Circulation along the South American Continental Margin in the Southwest Atlantic. In: Wefer, G; Mulitza, S & Ratmeyer, V (eds.), The South Atlantic in the Late Quaternary: Reconstruction of Material Budgets and Current Systems, Springer, Berlin, Heidelberg, New York, 347-373

Frenz, Michael / Henrich, Rüdiger / Höppner, René / Stuut, Jan-Berend / Wagner, Thomas

2003

Abstract: Surface sediments from the South American continental margin surrounding tbe Argentine Basin were studied with respect to bulk geochemistry (Caeo) and C ) and grain-size composition (sand/silt/clay relation and terrigenous silt grain-size distribution). ... ...

Abstract	Surface sediments from the South American continental margin surrounding tbe Argentine Basin were studied with respect to bulk geochemistry (Caeo) and C ) and grain-size composition (sand/silt/clay relation and terrigenous silt grain-size distribution). The grain-size distributions of the terrigenous silt fraction were unmixed into three end members (EMs), using an end-member modelling algorithm. Three unimodal EMs appear to satisfactorily explain the variations in the data set of the grain-size distributions ofterrigenous silt. The EMs are related to sediment supply by rivers, downslope transport, winnowing, dispersal and re-deposition by currents. The bulk geochemical composition was used to trace the distribution of prominent water masses within the vertical profile. The sediments of the eastern South American continental margin are generally divided into a coarse-grained and carbonate-depleted southwestern part, and a finer-grained and carbonate-rich northeastern part. The transition of both environments is located at the position of the Brazil Malvinas Confluence (BMC). The sediments below the confluence mixing zone of the Malvinas and Brazil Currents and its extensions are characterised by high concentrations of organic carbon, low carbonate contents and high proportions of the intennediate grain-size end member. Tracing these properties, the BMC emerges as a distinct north-south striking feature centered at 52-54°W crossing the continental margin diagonally. Adjacent to this prominent feature in the southwest, the direct detrital sediment discharge of the Rio de la Plata is clearly recognised by a downslope tongue of sand and high proportions of the coarsest EM. A similar coarse grain-size composition extends further south along the continental slope. However, it displays bener sorting due to intense winnowing by the vigorous Malvinas Current. Fine-grained sedimentary deposition zones are located at the southwestern deeper part of the Rio Grande Rise and the southern abyssal Brazil Basin, both within the AABW domain. Less conspicuous winnowing/accumulation panerns are indicated north of the La Plata within the NADW level according to the continental margin topography. We demonstrate that combined bulk geochemical and grain-size properties of surface sediments, unmixed with an end-member algorithm, provide a powerful tool to reconstruct the complex interplay of sedimentology and oceanography along a time slice.
Language	English
Dates of publication	2003-9999
Size	Online-Ressource
Publisher	PANGAEA - Data Publisher for Earth & Environmental Science
Publishing place	Bremen/Bremerhaven
Document type	Book ; Online
DOI	10.1594/PANGAEA.779060
Database	Library catalogue of the German National Library of Science and Technology (TIB), Hannover

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