Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities
A pair of new diphenyl glycerol ether enantiomers (−)-1 and (+)-1 and two new methyl benzamidobenzoates 2 and 3, named (−)-(R)- and (+)-(S)-isatindigotrioic acid [(−)-1 and (+)-1] and isatindigoticamides A (2) and B (3), respectively, were isolated from an aqueous decoction of the roots of Isatis in...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2017-03-01
|
| Series: | Acta Pharmaceutica Sinica B |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S221138351630185X |
| _version_ | 1819231217764007936 |
|---|---|
| author | Yufeng Liu Minghua Chen Qinglan Guo Yuhuan Li Jiandong Jiang Jiangong Shi |
| author_facet | Yufeng Liu Minghua Chen Qinglan Guo Yuhuan Li Jiandong Jiang Jiangong Shi |
| author_sort | Yufeng Liu |
| collection | DOAJ |
| description | A pair of new diphenyl glycerol ether enantiomers (−)-1 and (+)-1 and two new methyl benzamidobenzoates 2 and 3, named (−)-(R)- and (+)-(S)-isatindigotrioic acid [(−)-1 and (+)-1] and isatindigoticamides A (2) and B (3), respectively, were isolated from an aqueous decoction of the roots of Isatis indigotica (ban lan gen). Their structures were elucidated by spectroscopic data analysis including 2D NMR experiments. The absolute configurations of (−)-1 and (+)-1 were assigned based on the CD exciton chirality method. Compounds 2 and 3 exhibited antiviral activities against HSV-1 with IC50 values of 4.87 and 25.87 μmol/L, respectively. Compound 2 was also found active against Coxsackie virus B3 and LPS-induced NO production. |
| first_indexed | 2024-12-23T11:41:27Z |
| format | Article |
| id | doaj.art-ba84a88a59e748a8bfcd07d8ea5149a1 |
| institution | Directory Open Access Journal |
| issn | 2211-3835 2211-3843 |
| language | English |
| last_indexed | 2024-12-23T11:41:27Z |
| publishDate | 2017-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Acta Pharmaceutica Sinica B |
| spelling | doaj.art-ba84a88a59e748a8bfcd07d8ea5149a12022-12-21T17:48:28ZengElsevierActa Pharmaceutica Sinica B2211-38352211-38432017-03-017217918410.1016/j.apsb.2016.09.004Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activitiesYufeng Liu0Minghua Chen1Qinglan Guo2Yuhuan Li3Jiandong Jiang4Jiangong Shi5State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaA pair of new diphenyl glycerol ether enantiomers (−)-1 and (+)-1 and two new methyl benzamidobenzoates 2 and 3, named (−)-(R)- and (+)-(S)-isatindigotrioic acid [(−)-1 and (+)-1] and isatindigoticamides A (2) and B (3), respectively, were isolated from an aqueous decoction of the roots of Isatis indigotica (ban lan gen). Their structures were elucidated by spectroscopic data analysis including 2D NMR experiments. The absolute configurations of (−)-1 and (+)-1 were assigned based on the CD exciton chirality method. Compounds 2 and 3 exhibited antiviral activities against HSV-1 with IC50 values of 4.87 and 25.87 μmol/L, respectively. Compound 2 was also found active against Coxsackie virus B3 and LPS-induced NO production.http://www.sciencedirect.com/science/article/pii/S221138351630185XCruciferaeIsatis indigoticaAromatic metaboliteAntiviral activity |
| spellingShingle | Yufeng Liu Minghua Chen Qinglan Guo Yuhuan Li Jiandong Jiang Jiangong Shi Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities Acta Pharmaceutica Sinica B Cruciferae Isatis indigotica Aromatic metabolite Antiviral activity |
| title | Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities |
| title_full | Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities |
| title_fullStr | Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities |
| title_full_unstemmed | Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities |
| title_short | Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities |
| title_sort | aromatic compounds from an aqueous extract of ban lan gen and their antiviral activities |
| topic | Cruciferae Isatis indigotica Aromatic metabolite Antiviral activity |
| url | http://www.sciencedirect.com/science/article/pii/S221138351630185X |
| work_keys_str_mv | AT yufengliu aromaticcompoundsfromanaqueousextractofbanlangenandtheirantiviralactivities AT minghuachen aromaticcompoundsfromanaqueousextractofbanlangenandtheirantiviralactivities AT qinglanguo aromaticcompoundsfromanaqueousextractofbanlangenandtheirantiviralactivities AT yuhuanli aromaticcompoundsfromanaqueousextractofbanlangenandtheirantiviralactivities AT jiandongjiang aromaticcompoundsfromanaqueousextractofbanlangenandtheirantiviralactivities AT jiangongshi aromaticcompoundsfromanaqueousextractofbanlangenandtheirantiviralactivities |