One‐Pot Synthesis of Chiral Succinate Dehydrogenase Inhibitors and Antifungal Activity Studies DOI Creative Commons
Donghua Du, Yu Chen, Chao Yang

и другие.

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

Abstract In this work, a series of novel chiral succinate dehydrogenase inhibitors (SDHIs) are synthesized through one‐pot Rh‐catalyzed asymmetric hydrogenation‐condensation strategy. This method exhibits high efficiency (up to 1000 Ton, 94% yield over two steps), stereoselectivity 99% ee), and broad substrate scope (68 examples in total), providing superior pathway for the synthesis such fungicides. Mechanistic studies indicate that amino group at 2‐position phenyl ring acts as an activating group, enhancing reactivity control reaction. Furthermore, these molecules exhibit broad‐spectrum highly effective antifungal biological activity. Notably, enantiomers show significant differences both vitro vivo fungi‐inhibiting experiments. Especially, ( S )‐ 5f showcases activity against Botrytis cinerea (EC 50 = 0.48 µ m ) is much higher than its R enantiomer 36.7 ). Molecular docking calculations, molecular dynamic simulation, enzyme assays, ligand‐target interaction experiments demonstrate (ΔG MM‐PBSA −18.86 kcal mol −1 , K D 6.04 inhibits more effectively −13.01 8.5 Moreover, have significantly different effects on spore germination destruction fungal phenotype.

Язык: Английский

Asymmetric hydrogenation of α-pyrrolyl terminal alkenes: an easy access to enantioenriched pyrroles bearing a C2 Me-substituted stereogenic center DOI Creative Commons

Ao Zhou,

Nianxin Rong,

Han Zhuang

и другие.

Green Synthesis and Catalysis, Год журнала: 2025, Номер unknown

Опубликована: Апрель 1, 2025

Язык: Английский

Процитировано

0
Insights into the role of transition metal M (M = Mo, Fe, Ru, Cu, Pt) in acetone hydrogenation on M@Ni(111) single-atom surface alloys: A DFT study DOI

G. Liu,

Qinwei Zhang, Zixuan Zhao

и другие.

Molecular Catalysis, Год журнала: 2025, Номер 580, С. 115111 - 115111

Опубликована: Апрель 11, 2025

Язык: Английский

Процитировано

0
Stereoselective Nickel-Catalyzed Iterative 1,2-Reduction of Trisubstituted Enones to Cycloalkanols Bearing Two Contiguous Stereocenters DOI
Yue Liu, Chaoxin Yang,

Linhong Zuo

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 14, 2025

Herein we first report a nickel-catalyzed asymmetric iterative 1,2-reduction of trisubstituted enones to cycloalkanols with two contiguous stereocenters in high yields excellent diastereo- and enantioselectivities (36 examples, up 98.5:1.5 er, >20:1 dr, TON = 500). The combined experimental computational mechanistic studies suggested energy changes during consecutive reduction processes provided range unique rationales that have not been disclosed hydrogenation-related studies.

Язык: Английский

Процитировано

0
One‐Pot Synthesis of Chiral Succinate Dehydrogenase Inhibitors and Antifungal Activity Studies DOI Creative Commons
Donghua Du, Yu Chen, Chao Yang

и другие.

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

Abstract In this work, a series of novel chiral succinate dehydrogenase inhibitors (SDHIs) are synthesized through one‐pot Rh‐catalyzed asymmetric hydrogenation‐condensation strategy. This method exhibits high efficiency (up to 1000 Ton, 94% yield over two steps), stereoselectivity 99% ee), and broad substrate scope (68 examples in total), providing superior pathway for the synthesis such fungicides. Mechanistic studies indicate that amino group at 2‐position phenyl ring acts as an activating group, enhancing reactivity control reaction. Furthermore, these molecules exhibit broad‐spectrum highly effective antifungal biological activity. Notably, enantiomers show significant differences both vitro vivo fungi‐inhibiting experiments. Especially, ( S )‐ 5f showcases activity against Botrytis cinerea (EC 50 = 0.48 µ m ) is much higher than its R enantiomer 36.7 ). Molecular docking calculations, molecular dynamic simulation, enzyme assays, ligand‐target interaction experiments demonstrate (ΔG MM‐PBSA −18.86 kcal mol −1 , K D 6.04 inhibits more effectively −13.01 8.5 Moreover, have significantly different effects on spore germination destruction fungal phenotype.

Язык: Английский

Процитировано

0