α-Hydroxy ketones are frequently involved in biologically important compounds and,therefore,the determination of the stereochemistry of these structural elements has attracted the attention in natural products chemis...α-Hydroxy ketones are frequently involved in biologically important compounds and,therefore,the determination of the stereochemistry of these structural elements has attracted the attention in natural products chemistry.In this paper a simpler Mosher′s method was developed from the modified Mosher′s method.It only need one configuration of MTPA to determine the absolute configurations of four α-hydroxy ketones with their(S)-and(R)-MTPA esters using()1H NMR.The signals of protons on the same side with phenyl ring will be in the higher field than those of on the different side ones.Consequently according to the model the main configuration of compounds 1,2,3 and 4 were determined as S,R,R and S, respectively.展开更多
From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to ...From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to be megastig-mane glycosides, named symplocosionosides A-C. The absolute structure of 1 was determined by the modified Mosher’s method. Compound 4 was found to be a neolignan glucoside and named symplocosneolignan. The structures of com-pounds 5 and 6, named symplocosins A and B, were elucidated to be the saponins of hederagenin sugar esters. The structures of the remaining known compounds (7 - 12) were identified by comparison of spectroscopic data with those reported in the literature.展开更多
Polyhydroxy enyne compound (+)-(1'S, 2R, 3S, 5S, 6S)-5,6-dimethoxy-5, 6-dimethyl- 2-(1'-hydroxylpropyl-2-ne)-3-vinyl-l,4-dioxane has been synthesized from D-(-)-tartaric acid. A new chiral center was establ...Polyhydroxy enyne compound (+)-(1'S, 2R, 3S, 5S, 6S)-5,6-dimethoxy-5, 6-dimethyl- 2-(1'-hydroxylpropyl-2-ne)-3-vinyl-l,4-dioxane has been synthesized from D-(-)-tartaric acid. A new chiral center was established by nucleophilic addition with 87% de. The modified Mosher's method was employed to confirm the absolute configuration of 17, which assigned the S-configuration at the new chiral center.展开更多
Fungal symbionts co-evolve with hosts and microbial co-inhabitants to acquire an unpredictable potential for producing novel bioactive metabolites,but the knowledge about the topic remains patchy and superficial.Here ...Fungal symbionts co-evolve with hosts and microbial co-inhabitants to acquire an unpredictable potential for producing novel bioactive metabolites,but the knowledge about the topic remains patchy and superficial.Here we present the chemical characterization of acatulides A-G(1-7)as architecturally unprecedented macrolides from the solid-state culture of Acaulium album H-JQSF,an arthropod-associated fungus.The acatulide structures were elucidated by spectroscopic analysis,modified Mosher's method and single-crystal X-ray diffraction.The plausible biosynthetic pathways for compounds 1-4 are proposed.Interestingly,acatulides B-D(2-4)and G(7)were demonstrated to be neuroprotective against the 1-methyl-4-phenylpyridinium(MPP+)-induced damage to SH-SY5Y cells and nematode Caenorhabditis elegans(C.elegans).展开更多
文摘α-Hydroxy ketones are frequently involved in biologically important compounds and,therefore,the determination of the stereochemistry of these structural elements has attracted the attention in natural products chemistry.In this paper a simpler Mosher′s method was developed from the modified Mosher′s method.It only need one configuration of MTPA to determine the absolute configurations of four α-hydroxy ketones with their(S)-and(R)-MTPA esters using()1H NMR.The signals of protons on the same side with phenyl ring will be in the higher field than those of on the different side ones.Consequently according to the model the main configuration of compounds 1,2,3 and 4 were determined as S,R,R and S, respectively.
文摘From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Symplocos cochinchinensis var. philippinensis, 12 compounds were isolated. Spectroscopic analyses of compounds 1 - 3 established their structures to be megastig-mane glycosides, named symplocosionosides A-C. The absolute structure of 1 was determined by the modified Mosher’s method. Compound 4 was found to be a neolignan glucoside and named symplocosneolignan. The structures of com-pounds 5 and 6, named symplocosins A and B, were elucidated to be the saponins of hederagenin sugar esters. The structures of the remaining known compounds (7 - 12) were identified by comparison of spectroscopic data with those reported in the literature.
文摘Polyhydroxy enyne compound (+)-(1'S, 2R, 3S, 5S, 6S)-5,6-dimethoxy-5, 6-dimethyl- 2-(1'-hydroxylpropyl-2-ne)-3-vinyl-l,4-dioxane has been synthesized from D-(-)-tartaric acid. A new chiral center was established by nucleophilic addition with 87% de. The modified Mosher's method was employed to confirm the absolute configuration of 17, which assigned the S-configuration at the new chiral center.
基金co-financed by the grants from National Nature Science Foundation of China(Nos.81991523 and 81991524)National Science and Technology Innovation 2030-Major Program of“Brain Science and Brain-Like Research”(No.2022ZD0211804)。
文摘Fungal symbionts co-evolve with hosts and microbial co-inhabitants to acquire an unpredictable potential for producing novel bioactive metabolites,but the knowledge about the topic remains patchy and superficial.Here we present the chemical characterization of acatulides A-G(1-7)as architecturally unprecedented macrolides from the solid-state culture of Acaulium album H-JQSF,an arthropod-associated fungus.The acatulide structures were elucidated by spectroscopic analysis,modified Mosher's method and single-crystal X-ray diffraction.The plausible biosynthetic pathways for compounds 1-4 are proposed.Interestingly,acatulides B-D(2-4)and G(7)were demonstrated to be neuroprotective against the 1-methyl-4-phenylpyridinium(MPP+)-induced damage to SH-SY5Y cells and nematode Caenorhabditis elegans(C.elegans).