106673-33-0Relevant academic research and scientific papers
Asymmetric Total Synthesis of ISP-I (Myriocin, Thermozymocidin), a Potent Immunosuppressive Principle in the Isaria sinclairii Metabolite
Shigeki, Sano,Kobayashi, Yoshimaro,Kondo, Tatsuya,Takebayashi, Maki,Maruyama, Shigeki,et al.
, p. 2097 - 2100 (1995)
Asymmetric total synthesis of ISP-I has been achived by utilizing highly selectrive E-olefin formation based on the Schlosser-modified Wittig reaction and highly diastereoselective aldol reactions employing both chiral heterocyclic derivatives, 3-acetyl-(4S)-isopropyl-1,3-thiazolidine-2-thione and ethyl -2-yl carboxylate.
Stereoselective total synthesis of rubrenolide and rubrynolide
Madda, Jyothi,Khandregula, Srinivasu,Bandari, Sampath Kumar,Kommu, Nagaiah,Yadav, Jhillu Singh
, p. 1494 - 1500 (2014)
The stereoselective total synthesis of rubrenolide and rubrynolide has been accomplished successfully. The synthetic strategy involves Evans alkylation and asymmetric CBS reduction to establish the required stereogenic centers. Other key steps involve Hor
The Rickiols: 20-, 22-, and 24-membered Macrolides from the Ascomycete Hypoxylon rickii
Surup, Frank,Kuhnert, Eric,B?hm, Andreas,Pendzialek, Tim,Solga, Danny,Wiebach, Vincent,Engler, Hauke,Berkessel, Albrecht,Stadler, Marc,Kalesse, Markus
, p. 2200 - 2213 (2018)
In preceding studies the neotropical ascomycete Hypoxylon rickii turned out to be a prolific source of new secondary metabolites, considering that we had obtained terpenoids with five different scaffolds along with a series of terphenyls. From the mycelial extracts of a 70 L scale fermentation of this strain we additionally isolated nine new macrolides (1–9) by RP-HPLC. The planar structures were elucidated by NMR spectroscopy complemented by HR-ESIMS. The relative configurations were assigned by J-based configuration analyses and confirmed by Kishi′s Universal Database. Subsequently, the absolute configurations were assigned by Mosher′s method using the shift analysis of a tetra-MTPA derivative. For rickiol A (1) and E (5) we observed transesterification of 20-membered ring structures to 22-membered isomers rickiol A2 (6) and E2 (7), and to 24-membered isomers rickiol A3 (8) and rickiol E3 (9), respectively. Cytotoxic effects and moderate antibiotic activity against Gram-positive bacteria were observed for 1–8 and 1–6 and 8, respectively. The total synthesis of rickiol E3 (9) established easier access to these compounds.
A concise and convergent total synthesis of two novel cytotoxic hydroquinones, lanneaquinol and (R)-2′-hydroxylanneaquinol
Subba Reddy, Basireddy V.,Anusha, Bheemreddy,Subba Reddy, Ummareddy V.,Yadav, Jhillu S.,Suresh Reddy, Cirandur
, p. 1983 - 1990 (2013)
A short and efficient approach for the total synthesis of two novel cytotoxic hydroquinones, lanneaquinol (1) and (R)-2′-hydroxylanneaquinol (2) isolated from the organic extract of the plant Lannea welwitschii, has been developed. Enantioselective organo
LIPID PRODRUGS OF NEUROSTEROIDS
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Paragraph 00578-00579, (2021/08/13)
The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, as well as methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.
LIPID PRODRUGS OF JAK INHIBITORS AND USES THEREOF
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Paragraph 00639-00640, (2020/09/12)
The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, and methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.
LIPID PRODRUGS OF GLUCOCORTICOIDS AND USES THEREOF
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Paragraph 00632, (2020/09/12)
The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, and methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a disclosed lipid prodrug or a pharmaceutical composition thereof.
Saturated Hydroxy Fatty Acids Exhibit a Cell Growth Inhibitory Activity and Suppress the Cytokine-Induced β-Cell Apoptosis
Kokotou, Maroula G.,Kokotos, Alexandros C.,Gkikas, Dimitrios,Mountanea, Olga G.,Mantzourani, Christiana,Almutairi, Abdulaziz,Lei, Xiaoyong,Ramanadham, Sasanka,Politis, Panagiotis K.,Kokotos, George
, p. 12666 - 12681 (2020/11/13)
The field of bioactive lipids is ever expanding with discoveries of novel lipid molecules that promote human health. Adopting a lipidomic-Assisted approach, two new families of previously unrecognized saturated hydroxy fatty acids (SHFAs), namely, hydroxy
Trogoderma granarium sex pheromone and preparation method thereof
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Paragraph 0041; 0056; 0070, (2019/02/17)
The invention discloses trogoderma granarium sex pheromone and a preparation method thereof. The preparation method comprises the following steps: enabling (R)-2-methylbutanol to react with 5-sulfydryl-1-phenyltetrazole Mitsnobu to obtain A; enabling A to react with peroxy acid to obtain B; enabling 1,3-propanediol to react with benzyl chloride under an alkaline condition to obtain C; oxidizing Cto obtain a compound D; enabling B to react with D and hexamethyldisilamine lithium salt to obtain E; catalytically hydrogenating E by virtue of palladium to obtain F; enabling F, iodine, tertiary phosphine and imidazole to obtain G; obtaining H by using 1,8-octylene glycol and benzyl chloride and alkali; oxidizing H to obtain I; obtaining J by using I, carbon tetrabromide and triphenylphosphine Corey-Fush; obtaining K by using J and strong alkali; obtaining L by using K and G and alkali; obtaining M by using L, ethyl mercaptan and boron trifluoride diethyl etherate solution; catalytically hydrogenating M by virtue of metal to obtain N; and oxidizing N to obtain a target product, wherein a chemical name of the target product is (R,Z)-14-methylhexadeca-8-ene-1-aldehyde, thus obtaining the trogoderma granarium sex pheromone. The preparation method disclosed by the invention is low in cost and high in yield.
Catalytic asymmetric [4+2]-cycloaddition of dienes with aldehydes
Liu, Luping,Kim, Hyejin,Xie, Youwei,Fares, Christophe,Kaib, Philip S.J.,Goddard, Richard,List, Benjamin
, p. 13656 - 13659 (2017/11/06)
Despite its significant potential, a general catalytic asymmetric [4+2]-cycloaddition of simple and electronically unbiased dienes with any type of aldehyde has long been unknown. Previously developed methodologies invariably require activated, electronically engineered substrates. We now provide a general solution to this problem. We show that highly acidic and confined imidodiphosphorimidates (IDPis) are extremely effective Br?nsted acid catalysts of the hetero-Diels-Alder reaction of a wide variety of aldehydes and dienes to give enantiomerically enriched dihydropyrans. Excellent stereoselectivity is generally observed and a variety of scents and natural products can be easily accessed.
