- Exploiting the Synthetic Potential of Sesquiterpene Cyclases for Generating Unnatural Terpenoids
-
The substrate flexibility of eight purified sesquiterpene cyclases was evaluated using six new heteroatom-modified farnesyl pyrophosphates, and the formation of six new heteroatom-modified macrocyclic and tricyclic sesquiterpenoids is described. GC-O analysis revealed that tricyclic tetrahydrofuran exhibits an ethereal, peppery, and camphor-like olfactoric scent.
- Oberhauser, Clara,Harms, Vanessa,Seidel, Katja,Schr?der, Benjamin,Ekramzadeh, Kimia,Beutel, Sascha,Winkler, Sven,Lauterbach, Lukas,Dickschat, Jeroen S.,Kirschning, Andreas
-
p. 11802 - 11806
(2018/09/10)
-
- Antiparasitic activity of sulfur- and fluorine-containing bisphosphonates against trypanosomatids and apicomplexan parasites
-
Based on crystallographic data of the complexes 2-alkyl(amino)ethyl-1,1-bisphosphonates-Trypanosoma cruzi farnesyl diphosphate synthase, some linear 1,1-bisphosphonic acids and other closely related derivatives were designed, synthesized and biologically evaluated against T. cruzi, the responsible agent of Chagas disease and against Toxoplasma gondii, the etiologic agent of toxoplasmosis and also towards the target enzymes farnesyl pyrophosphate synthase of T. cruzi (TcFPPS) and T gondii (TgFPPS), respectively. The isoprenoid-containing 1,1-bisphosphonates exhibited modest antiparasitic activity, whereas the linear α-fluoro-2-alkyl(amino)ethyl-1,1-bisphosphonates were unexpectedly devoid of antiparasitic activity. In spite of not presenting efficient antiparasitic activity, these data turned out to be very important to establish a structural activity relationship.
- Galaka, Tamila,Casal, Mariana Ferrer,Storey, Melissa,Li, Catherine,Chao, María N.,Szajnman, Sergio H.,Docampo, Roberto,Moreno, Silvia N.J.,Rodriguez, Juan B.
-
-
- Macrocyclic lactone compound, preparation method thereof, and intermediate application
-
The invention discloses macrolide compounds with the general structure represented by formula I, a preparation method thereof, an application thereof and an intermediate thereof. The macrolide compounds have very strong activities on most test G bacteria, wherein the activities of two types of compounds to partial gram-positive bacteria are higher than the activities of Azithromycin to the partial gram-positive bacteria.
- -
-
Paragraph 0074; 0075
(2016/10/07)
-
- A red ycin A derivatives, its preparation method, intermediate and application
-
The invention discloses an erythrocin A derivative represented by a general formula I. R1 and R2 are independent H, C1-C6 alkyl, replaced or not replaced C6-C10 aryl, or replaced or not replaced C4-C8 miscellaneous aryl; or the R1 and R2 are connected to form (CH2)n, wherein n is from 2 to 7; the substituent group of the aryl or the miscellaneous aryl is one type or a plurality of types of halogen, nitro, R3R4N-, C1-C6 alkoxy, C1-C6 alkyl and C6-C10 aryl, the heteroatom of the miscellaneous aryl is S, O or N, the number of the heteroatom in the miscellaneous aryl is from one to three, and R3 and R4 are the independent C1-C6 alkyl. The invention further discloses a preparation method of the compound I, an intermediate and an application. The compound has high antimicrobial activity particularly to a G+ bacterium.
- -
-
Paragraph 0101; 0102
(2016/10/10)
-
- Structure-Odor Activity Studies on Monoterpenoid Mercaptans Synthesized by Changing the Structural Motifs of the Key Food Odorant 1-p-Menthene-8-thiol
-
1-p-Menthene-8-thiol (1) has been discovered as the key odorant in grapefruit juice several decades ago and contributes to the overall odor of the fruit with an extremely low odor threshold of 0.000034 ng/L in air. This value is among the lowest odor thresholds ever reported for a food odorant. To check whether modifications in the structure of 1 would lead to changes in odor threshold and odor quality, 34 mercapto-containing p-menthane and 1-p-menthene derivatives as well as several aromatic and open-chain mercapto monoterpenoids were synthesized. Eighteen of them are reported for the first time in the literature, and their odor thresholds and odor qualities as well as analytical data are supplied. A comparison of the sensory data with those of 1 showed that hydrogenation of the double bond led to a clear increase in the odor threshold. Furthermore, moving the mercapto group into the ring always resulted in higher odor thresholds compared to thiols with a mercapto group in the side chains. Although all tertiary thiols always exhibited low odor thresholds, none of the 31 compounds reached the extremely low threshold of 1. Also, none of the synthesized mercapto monoterpenoids showed a similar odor quality resembling grapefruit. Although the saturated and aromatic analogues exhibited similar scents as 1, the aromas of the majority of the other compounds were described as sulfury, rubber-like, burned, soapy, or even mushroom-like. NMR and MS data as well as retention indices of the 23 newly reported sulfur-containing compounds might aid in future research to identify terpene-derived mercaptans possibly present in trace levels in foods.
- Schoenauer, Sebastian,Schieberle, Peter
-
p. 3849 - 3861
(2016/06/01)
-
- Synthesis of di- and tri-saccharide fragments of Salmonella typhi Vi capsular polysaccharide and their zwitterionic analogues
-
Zwitterionic polysaccharides (ZPS) behave like traditional T cell-dependent antigens, suggesting the design of new classes of vaccines alternative to currently used glycoconjugates and based on the artificial introduction of a zwitterionic charge motif onto the carbohydrate structure of pathogen antigens. Here we report the new synthesis and antigenic evaluation of di-/tri-saccharide fragments of Salmonella typhi Vi polysaccharide, as well as of their corresponding zwitterionic analogues. Our strategy is based on versatile intermediates enabling chain elongation either by iterative single monomer attachment or by faster and more flexible approach using disaccharide donors. The effect of structural modifications of the synthetic compounds on antigenic properties was evaluated by competitive ELISA. All the oligosaccharides were recognized by specific anti-Vi polyclonal antibodies in a concentration-dependent manner, and the introduction of a zwitterionic motif into the synthetic molecules did not prevent the binding.
- Fusari, Matteo,Fallarini, Silvia,Lombardi, Grazia,Lay, Luigi
-
supporting information
p. 7439 - 7447
(2015/11/27)
-
- TYROSINE KINASE INHIBITORS
-
The present invention relates to pyridazin-4(1H)-one derivatives, that are useful for treating cellular proliferative diseases, for treating disorders associated with MET activity, and for inhibiting the receptor tyrosine kinase MET. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.
- -
-
Page/Page column 146-147
(2011/08/03)
-
- Fragrance precursors
-
The invention relates to fragrance precursors, In particular, the invention relates to the use of several classes of compounds which may act as fragrance precursors, e,g., in cosmetic products such as deodorants and antiperspirants and in laundry products such as detergents and fabric softners. These compounds are odorless, but upon contacting the skin as example, in skin care compositions or in personal care compositions, produce fragrances. The compounds also produce fragrances when used in the presence of lipases, e.g. as used in (laundry) detergents, thus providing a prolongation of the fabric scenting effect. The compounds under consideration are compounds of the formula I: The substituents are defined in the specification.
- -
-
-
- Structure-activity relationships of a new antifungal imidazole, AFK-108, and related compounds
-
Fungicidal activity of widely used imidazole antifungal drugs in topical applications is not so strong in spite of their potent fungistatic activities against dermatophytes and pathogenic yeasts. In order to improve fungicidal activity of imidazole antifungal agents, a series of novel imidazole derivatives having a hydrophobic substituent derived from isoprenoid were synthesized. The efficacy of these compounds was evaluated with respect to direct cell-membrane damaging activity, ergosterol biosynthesis inhibition, minimum growth-inhibitory concentration (MIC) and therapeutic effect for experimental dermatophytosis of guinea pigs. Among the newly synthesized compounds, the geranyl derivative named AFK-108 (2a) showed the highest in vivo fungicidal activity with both cell membrane damaging activity and ergosterol biosynthesis inhibition in vitro.
- Hori, Kimihiko,Sakaguchi, Akira,Kudoh, Michinari,Ishida, Koichi,Aoyama, Yuri,Yoshida, Yuzo
-
-
- Thiogeranyl esters and organoleptic uses thereof
-
Described is the genus of thiogeranyl esters defined according to the structure: STR1 wherein R represents hydrogen, C1 -C5 alkyl or C2 -C6 alkenyl and uses thereof in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, perfume compositions, colognes and perfumed articles.
- -
-
-
- Phenolic ethers
-
Novel phenyl derivatives of formula I useful for the control of insects and novel intermediates.
- -
-
-