- Sex pheromone of tomato fruit borer, Neoleucinodes elegantalis
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Five candidate pheromone components were identified by analyzing pheromone gland extracts by gas chromatography (GC), coupled GC-electro-antennographic detection (EAD), and coupled GC-mass spectrometry (MS): (E)-11-hexadecenol(E11-16: OH), (Z)-11-hexadecenol(Z11-16: OH), (E)-11-hexadecenal, (E)-11-hexadecenyl acetate, and (Z)-3,(Z)-6,(Z)-9-tricosatriene (Z3,Z6,Z9-23: Hy). In electroantennogram (EAG) recordings, synthetic E11-16: OH elicited stronger antennal responses at low doses than other candidate pheromone components. Field tests demonstrated that synthetic E11-16: OH as a trap bait was effective in attracting males, whereas addition of Z11-16: OH inhibited the males' response. Z3,Z6,Z9-23 : Hy strongly enhanced attractiveness of E11-16: OH, but was not attractive by itself. A pheromone blend with synergistic behavioral activity of an alcohol (E11- 16: OH) and hydrocarbon (Z3,Z6,Z9-23: Hy) component is most unusual in the Lepidoptera. The synthetic two-component pheromone is approximately 60 times more attractive than the female-produced blend and might facilitate the control of this pest.
- Cabrera, Aivle,Eiras, Alvaro E.,Gries, Gerhard,Gries, Regine,Urdaneta, Neudo,Miras, Beatriz,Badji, Cesar,Jaffe, Klaus
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- Total Synthesis of Nominal ent-Chlorabietol B
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The nominal enantiomer of chlorabietol B was regio- and stereoselectively synthesized from (-)-abietic acid in 13 steps. Key features of the synthesis involved an oxidative [3+2] cycloaddition to install the dihydrobenzofuran moiety and an Aldol reaction, followed by elimination and reduction steps to introduce the long chain with three cis double bonds. However, obvious differences in the NMR spectra of the synthetic and natural samples suggested that the proposed structure of chlorabietol B should be revised carefully.
- Guan, Xingchao,Li, Yulong,Xie, Zhipeng,Xie, Zhixiang,Xu, Zhezhe
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- Discovery of Anti-TNBC Agents Targeting PTP1B: Total Synthesis, Structure-Activity Relationship, in Vitro and in Vivo Investigations of Jamunones
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Twenty-three natural jamunone analogues along with a series of jamunone-based derivatives were synthesized and evaluated for their inhibitory effects against breast cancer (BC) MDA-MB-231 and MCF-7 cells. The preliminary structure-activity relationship revealed that the length of aliphatic side chain and free phenolic hydroxyl group at the scaffold played a vital role in anti-BC activities and the methyl group on chromanone affected the selectivity of molecules against MDA-MB-231 and MCF-7 cells. Among them, jamunone M (JM) was screened as the most effective anti-triple-negative breast cancer (anti-TNBC) candidate with a high selectivity against BC cells over normal human cells. Mechanistic investigations indicated that JM could induce mitochondria-mediated apoptosis and cause G0/G1 phase arrest in BC cells. Furthermore, JM significantly restrained tumor growth in MDA-MB-231 xenograft mice without apparent toxicity. Interestingly, JM could downregulate phosphatidylinositide 3-kinase (PI3K)/Akt pathway by suppressing protein-tyrosine phosphatase 1B (PTP1B) expression. These findings revealed the potential of JM as an appealing therapeutic drug candidate for TNBC.
- Hu, Caijuan,Li, Guoxun,Mu, Yu,Wu, Wenxi,Cao, Bixuan,Wang, Zixuan,Yu, Hainan,Guan, Peipei,Han, Li,Li, Liya,Huang, Xueshi
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p. 6008 - 6020
(2021/05/06)
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- Stereoselective Synthesis of Z Fluoroalkenes through Copper-Catalyzed Hydrodefluorination of gem-Difluoroalkenes with Water
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A copper catalytic system was established for the stereoselective hydrodefluorination of gem-difluoroalkenes through C?F activation to synthesize various Z fluoroalkenes. H2O is used as the hydrogen source for the fluorine acceptor moiety. This mild catalytic system shows good-functional group compatibility, accepting a range of carbonyls as precursors to the gem-difluoroalkenes, including aliphatic, aromatic, and α,β-unsaturated aldehydes and even ketones. It serves as a powerful synthetic method for the late-stage modification of complex compounds.
- Hu, Jiefeng,Han, Xiaowei,Yuan, Yu,Shi, Zhuangzhi
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p. 13342 - 13346
(2017/10/17)
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- ALKENYL SUBSTITUTED 2,5-PIPERAZINEDIONES AND THEIR USE IN COMPOSITIONS FOR DELIVERING AN AGENT TO A SUBJECT OR CELL
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Provided herein are compounds of Formula (I), and salts thereof, wherein each instance of RL is independently optionally substituted C6-C40 alkenyl. Further provided are compositions comprising a compound of Formula (I) and an agent. Further provided are methods and kits using the compositions for delivering an agent to a subject or cell and for treating and/or preventing a range of diseases. Further provided are methods of preparing compounds of Formula (I) and precursors thereof.
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Paragraph 00310; 00311
(2017/01/02)
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- Statins of Omega-3 Polyunsaturated Acids for Treating Hypercholesterolemia
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The present invention relates to novel statin derivatives of omega-3 fatty acids, and their use in treating hypercholesterolemia, obesity, hypertriglyceridemia, cardiovascular diseases, and metabolic diseases, and Alzheimer's disease.
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- Oxidation of long-chain alcohols to aldehydes by the dipyridine chromic anhydride complex
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The oxidation of alcohols by the dipyridine chromic anhydride complex is judged to be most suitable for the preparation of long-chain aliphatic aldehydes. Thus, cis-9-octadecenol is oxidized in 93% yield within 30 min at room temperature with no detectabl
- Valicenti,Holman
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p. 389 - 392
(2007/10/12)
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