Mahonia leschenaultia（ML） and Mahonia napaulensis（MN） are less known and unexplored medicinal plants of the family Berberidaceae. They are used by the Todas of Nilgiris in their religious and medical practices but...Mahonia leschenaultia（ML） and Mahonia napaulensis（MN） are less known and unexplored medicinal plants of the family Berberidaceae. They are used by the Todas of Nilgiris in their religious and medical practices but chemically less identified. Hence, we decided to do extensive phytochemical analysis to explore the potential of these plant extracts. An ultrahigh performance electrospray tandem mass spectrometry（UHPLC-ESI-MS/MS）method was successfully developed for qualitative analysis of the bioactive components in Mahonia species using Orbitrap Velos Pro mass spectrometer. Sixteen compounds were identified by comparison of their retention times and mass spectra（MS） with authentic standards and reported literature. Multi-stage mass spectra（MS（2-8）） for the identification of protoberberine and aporphine alkaloids showed the sequential expulsion of all the substituents attached with their basic skeleton followed by CO loss. Eight of the identified compounds（berberine, jatrorrhizine, palmatine, magnoflorine, isocorydine, glaucine, tetrahydropalmatine and tetrahydroberberine） were simultaneously determined by another UHPLC-ESI-MS/MS method under the multiple reactions monitoring（MRM） mode quantitatively using triple quadrupole linear ion trap mass spectrometer. The analytical method was validated for 8 bioactive compounds with overall recovery in the range98.5%-103.6%（RSD≤2.2%）, precise（RSD≤2.07%） and linear（r≥0.9995） over the concentration range of 0.5-1000 ng/mL and successfully applied in ML and MN roots, which suggests the suitability of the proposed approach for the routine analysis of Mahonia species and their quality control.展开更多
The tribe Chelidonieae comprises 23 species of eight genera with an extensive distribution and a long medicinal usage history both in China and Western countries. A large number of chemical constituents have been isol...The tribe Chelidonieae comprises 23 species of eight genera with an extensive distribution and a long medicinal usage history both in China and Western countries. A large number of chemical constituents have been isolated and identified from the species in tribe Chelidonieae, such as alkaloids, organic acids, and their derivatives, aromatics, triterpenoids, sterols, essential oils, and proteins, most of which possess a variety of bioactivities, especially for the antibacterial, anti-inflammation, antitumor, analgesia, anti-oxidation, and antiparasitic activity. Meanwhile, potential toxicities have been discovered in some constituents. Therefore, the species in tribe Chelidonieae have become a rich source for new drug discovery, biologic study, and mechanism research. This paper presents comprehensive information of the chemical constituents, pharmacological and toxicological research on the plants in tribe Chelidoieae, which is a reference for the plants in this tribe for further development.展开更多
An expedient,synthetic method to fused polycyclic derivatives of isoquinoline is described via tandem reaction of isoquinoline,dialkyl acetylenedicarboxylates and dialkyl chloromalonate.
Two new compounds, 5-hydro-N-methylcorydalidine (1) and 1-(4-methoxybenzyl)-2-N-methyl-6-hydroxyl-5, 7-dimethoxy-isoquinoline (2), together with seven known ones (3-9) were isolated from the chloroform extract of the ...Two new compounds, 5-hydro-N-methylcorydalidine (1) and 1-(4-methoxybenzyl)-2-N-methyl-6-hydroxyl-5, 7-dimethoxy-isoquinoline (2), together with seven known ones (3-9) were isolated from the chloroform extract of the herb Thalictrum delavayi Franch., among which compound 7 was firstly obtained from the genus Thalictrum. Their structures were elucidated on the basis of spectroscopic evidence including HMQC and HMBC experiments.展开更多
Magnoline（1）,a new isoquinoline derivative,was isolated from the leaves of Magnolia sieboldii K.Koch（Magnoliaceae）.Its structure was elucidated on the basis of spectral analysis including 1D,2D NMR and HR-TOF-MS.
The pyrolysis mechanisms of quinoline and isoquinoline were investigated using the density functional theory of quantum chemistry,including eight reaction paths and a common tautomeric intermediate 1-indene imine.It i...The pyrolysis mechanisms of quinoline and isoquinoline were investigated using the density functional theory of quantum chemistry,including eight reaction paths and a common tautomeric intermediate 1-indene imine.It is concluded that the conformational tautomerism of the intermediate decides the pyrolysis products(C6H6,HC≡C—C≡N,C6H5C≡N and HC≡CH)to be the same,and also decides the total disappearance rates of the reactants to be the same,for both original reactants quinoline and isoquinoline during the pyrolysis reaction.The results indicate that the intramolecular hydrogen migration is an important reaction step,which often appears in the paths of the pyrolysis mechanism.The activation energies of the rate determining steps are obtained.The calculated results are in good agreement with the experimental results.展开更多
An operationally simple and eco-friendly protocol has been developed for the synthesis of N-sulfonyl- 1,2,3,4-tetrahydroisoquinolines 3 using the modified Pictet-Spengler reaction of N-sulfonylphenylethy- lamines 1 an...An operationally simple and eco-friendly protocol has been developed for the synthesis of N-sulfonyl- 1,2,3,4-tetrahydroisoquinolines 3 using the modified Pictet-Spengler reaction of N-sulfonylphenylethy- lamines 1 and various aldehydes 2 in the presence of tungstophosphoric acid hydrate.展开更多
An effective route to 5-vinylated and N-vinylated benzo[d]oxazole-2（3H）-thiones and benzo[d]thiazole-2（3H）-thiones is described via reaction of acetylenic esters and benzo[d]oxazole-2-thiol and benzo[d]thiazole-2-...An effective route to 5-vinylated and N-vinylated benzo[d]oxazole-2（3H）-thiones and benzo[d]thiazole-2（3H）-thiones is described via reaction of acetylenic esters and benzo[d]oxazole-2-thiol and benzo[d]thiazole-2-thiol in the presence of 15 mol%of isoquinoline.展开更多
文摘Mahonia leschenaultia（ML） and Mahonia napaulensis（MN） are less known and unexplored medicinal plants of the family Berberidaceae. They are used by the Todas of Nilgiris in their religious and medical practices but chemically less identified. Hence, we decided to do extensive phytochemical analysis to explore the potential of these plant extracts. An ultrahigh performance electrospray tandem mass spectrometry（UHPLC-ESI-MS/MS）method was successfully developed for qualitative analysis of the bioactive components in Mahonia species using Orbitrap Velos Pro mass spectrometer. Sixteen compounds were identified by comparison of their retention times and mass spectra（MS） with authentic standards and reported literature. Multi-stage mass spectra（MS（2-8）） for the identification of protoberberine and aporphine alkaloids showed the sequential expulsion of all the substituents attached with their basic skeleton followed by CO loss. Eight of the identified compounds（berberine, jatrorrhizine, palmatine, magnoflorine, isocorydine, glaucine, tetrahydropalmatine and tetrahydroberberine） were simultaneously determined by another UHPLC-ESI-MS/MS method under the multiple reactions monitoring（MRM） mode quantitatively using triple quadrupole linear ion trap mass spectrometer. The analytical method was validated for 8 bioactive compounds with overall recovery in the range98.5%-103.6%（RSD≤2.2%）, precise（RSD≤2.07%） and linear（r≥0.9995） over the concentration range of 0.5-1000 ng/mL and successfully applied in ML and MN roots, which suggests the suitability of the proposed approach for the routine analysis of Mahonia species and their quality control.
基金Key Program in the Major Research Plan of the National Natural Science Foundation of China(81072995)PUMC Youth Fund(3332013079)
文摘The tribe Chelidonieae comprises 23 species of eight genera with an extensive distribution and a long medicinal usage history both in China and Western countries. A large number of chemical constituents have been isolated and identified from the species in tribe Chelidonieae, such as alkaloids, organic acids, and their derivatives, aromatics, triterpenoids, sterols, essential oils, and proteins, most of which possess a variety of bioactivities, especially for the antibacterial, anti-inflammation, antitumor, analgesia, anti-oxidation, and antiparasitic activity. Meanwhile, potential toxicities have been discovered in some constituents. Therefore, the species in tribe Chelidonieae have become a rich source for new drug discovery, biologic study, and mechanism research. This paper presents comprehensive information of the chemical constituents, pharmacological and toxicological research on the plants in tribe Chelidoieae, which is a reference for the plants in this tribe for further development.
基金Sanandaj Branch, Islamic Azad University Research Council for the fnancial support of this research
文摘An expedient,synthetic method to fused polycyclic derivatives of isoquinoline is described via tandem reaction of isoquinoline,dialkyl acetylenedicarboxylates and dialkyl chloromalonate.
文摘Two new compounds, 5-hydro-N-methylcorydalidine (1) and 1-(4-methoxybenzyl)-2-N-methyl-6-hydroxyl-5, 7-dimethoxy-isoquinoline (2), together with seven known ones (3-9) were isolated from the chloroform extract of the herb Thalictrum delavayi Franch., among which compound 7 was firstly obtained from the genus Thalictrum. Their structures were elucidated on the basis of spectroscopic evidence including HMQC and HMBC experiments.
文摘Magnoline（1）,a new isoquinoline derivative,was isolated from the leaves of Magnolia sieboldii K.Koch（Magnoliaceae）.Its structure was elucidated on the basis of spectral analysis including 1D,2D NMR and HR-TOF-MS.
基金Supported by the National Basic Research Program of China （2005CB221203）, the National Natural Science Foundation of China （20576087, 20776093） and the Foundation of Shanxi Province （2006011022, 2009021015）.
文摘The pyrolysis mechanisms of quinoline and isoquinoline were investigated using the density functional theory of quantum chemistry,including eight reaction paths and a common tautomeric intermediate 1-indene imine.It is concluded that the conformational tautomerism of the intermediate decides the pyrolysis products(C6H6,HC≡C—C≡N,C6H5C≡N and HC≡CH)to be the same,and also decides the total disappearance rates of the reactants to be the same,for both original reactants quinoline and isoquinoline during the pyrolysis reaction.The results indicate that the intramolecular hydrogen migration is an important reaction step,which often appears in the paths of the pyrolysis mechanism.The activation energies of the rate determining steps are obtained.The calculated results are in good agreement with the experimental results.
基金the research grant from Srinakharinwirot University(B.E.2555)supported by Offce of the Higher Education CommissionMahidol University under the National Research Universities Initiative
文摘An operationally simple and eco-friendly protocol has been developed for the synthesis of N-sulfonyl- 1,2,3,4-tetrahydroisoquinolines 3 using the modified Pictet-Spengler reaction of N-sulfonylphenylethy- lamines 1 and various aldehydes 2 in the presence of tungstophosphoric acid hydrate.
文摘An effective route to 5-vinylated and N-vinylated benzo[d]oxazole-2（3H）-thiones and benzo[d]thiazole-2（3H）-thiones is described via reaction of acetylenic esters and benzo[d]oxazole-2-thiol and benzo[d]thiazole-2-thiol in the presence of 15 mol%of isoquinoline.
