A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv.
A new ursane-type nortriterpenoid, (11S,12S)-4-methyl-11,12-epoxy-2-hydroxy-3-oxoursa-1,4-dine-28-oic acid γ-lactone (1), named ulmoidol A, together with ten known compounds: ulmoidol (2), corosolic acid (3), 2α,3α-dihydroxy-24-nor-4(23),12-oleanadien-28-oic ac...
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MDPI AG
2012-11-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/12/13960 |
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| author | Chuangjun Li Li Li Chao Wang Jingzhi Yang Fei Ye Jinying Tian Yikang Si Dongming Zhang |
| author_facet | Chuangjun Li Li Li Chao Wang Jingzhi Yang Fei Ye Jinying Tian Yikang Si Dongming Zhang |
| author_sort | Chuangjun Li |
| collection | DOAJ |
| description | A new ursane-type nortriterpenoid, (11S,12S)-4-methyl-11,12-epoxy-2-hydroxy-3-oxoursa-1,4-dine-28-oic acid γ-lactone (1), named ulmoidol A, together with ten known compounds: ulmoidol (2), corosolic acid (3), 2α,3α-dihydroxy-24-nor-4(23),12-oleanadien-28-oic acid (4), oleanolic acid (5), ursolic acid (6), cycloart-3β, 25-diol (7), foliasalacioside B1 (8), (6R,7E,9R)-9-hydroxy-4,7-megastigmadien-3-one-9-O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (9), (6R,7E,9R)-9-hydroxy-4,7-megastigma-dien-3-one-9-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside (10), and quercetin 3-O-sambubioside (11) were isolated from the leaves of Eucommia ulmoides Oliv. The structure of compound 1 was determined by extensive spectroscopic analysis, and its absolute configuration was determined by CD experiments and a computational method. Compounds 3, 4, 7–10 were isolated from this plant for the first time. Compounds 3 and 4 showed inhibition to PTPIB activities, with IC50 values of 0.69 and 3.98 μM, respectively. |
| first_indexed | 2024-12-11T18:52:17Z |
| format | Article |
| id | doaj.art-518025be26404cc69c71a88e72069122 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T18:52:17Z |
| publishDate | 2012-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-518025be26404cc69c71a88e720691222022-12-22T00:54:15ZengMDPI AGMolecules1420-30492012-11-011712139601396810.3390/molecules171213960A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv.Chuangjun LiLi LiChao WangJingzhi YangFei YeJinying TianYikang SiDongming ZhangA new ursane-type nortriterpenoid, (11S,12S)-4-methyl-11,12-epoxy-2-hydroxy-3-oxoursa-1,4-dine-28-oic acid γ-lactone (1), named ulmoidol A, together with ten known compounds: ulmoidol (2), corosolic acid (3), 2α,3α-dihydroxy-24-nor-4(23),12-oleanadien-28-oic acid (4), oleanolic acid (5), ursolic acid (6), cycloart-3β, 25-diol (7), foliasalacioside B1 (8), (6R,7E,9R)-9-hydroxy-4,7-megastigmadien-3-one-9-O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (9), (6R,7E,9R)-9-hydroxy-4,7-megastigma-dien-3-one-9-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside (10), and quercetin 3-O-sambubioside (11) were isolated from the leaves of Eucommia ulmoides Oliv. The structure of compound 1 was determined by extensive spectroscopic analysis, and its absolute configuration was determined by CD experiments and a computational method. Compounds 3, 4, 7–10 were isolated from this plant for the first time. Compounds 3 and 4 showed inhibition to PTPIB activities, with IC50 values of 0.69 and 3.98 μM, respectively.http://www.mdpi.com/1420-3049/17/12/13960Eucommia ulmoides Oliv.nor-triterpenoidulmoidol Aabsolute configurationECDPTPIB |
| spellingShingle | Chuangjun Li Li Li Chao Wang Jingzhi Yang Fei Ye Jinying Tian Yikang Si Dongming Zhang A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv. Molecules Eucommia ulmoides Oliv. nor-triterpenoid ulmoidol A absolute configuration ECD PTPIB |
| title | A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv. |
| title_full | A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv. |
| title_fullStr | A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv. |
| title_full_unstemmed | A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv. |
| title_short | A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv. |
| title_sort | new ursane type nor triterpenoid from the leaves of eucommia ulmoides oliv |
| topic | Eucommia ulmoides Oliv. nor-triterpenoid ulmoidol A absolute configuration ECD PTPIB |
| url | http://www.mdpi.com/1420-3049/17/12/13960 |
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