Further terpenoids from Vitex negundo L. growing in Vietnam
A new labdane-type diterpenoid, 9-epi-vitexnegundin (1), was isolated from the leaves of Vitex negundo L. together with seven known compounds: 8,13-diepi-manoyl oxide (2), 8-epi-sclareol (3), sclareol (4), 9,13-epoxy-labd-14-ene (5), vitedoin B (6), argyol (7), and predicularis-lactone (8). The chem...
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| Format: | Article |
| Language: | English |
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Elsevier
2021-08-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610321001034 |
| _version_ | 1818589363479511040 |
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| author | Thi-Hoai-Thu Nguyen Thi-Hong-Tuoi Do Nguyen Tien Trung Thi-Phuong Nguyen Dang-Cam-Tu Phan Van-Giau Vo Ngoc-Hong Nguyen Thuc-Huy Duong |
| author_facet | Thi-Hoai-Thu Nguyen Thi-Hong-Tuoi Do Nguyen Tien Trung Thi-Phuong Nguyen Dang-Cam-Tu Phan Van-Giau Vo Ngoc-Hong Nguyen Thuc-Huy Duong |
| author_sort | Thi-Hoai-Thu Nguyen |
| collection | DOAJ |
| description | A new labdane-type diterpenoid, 9-epi-vitexnegundin (1), was isolated from the leaves of Vitex negundo L. together with seven known compounds: 8,13-diepi-manoyl oxide (2), 8-epi-sclareol (3), sclareol (4), 9,13-epoxy-labd-14-ene (5), vitedoin B (6), argyol (7), and predicularis-lactone (8). The chemical structures were elucidated by analysis of spectroscopic data and comparison with published NMR data. The DP4+ probability method was used to determine the relative stereochemistry of 9-epi-vitexnegundin. Complete NMR assignments of compound 2 were determined, revising the previously-reported NMR data for this compound. The stereochemistry of 9,13-epoxy-labd-14-ene (5) was elucidated for the first time, based on NOESY correlations. All isolated compounds 1–8 were evaluated for cytotoxicity against the K562 cell line, as were vitexnegundin (9), vitexilactone (10), vitetrifolin D (11), 13-hydroxy-5(10), 14-halimadien-6-one (12), artemetin (13), vitexicarpin (14), penduletin (15). Compounds 10–15 exhibited moderate cytotoxicity, with IC50 values in the range 15.7–79.8 µM. |
| first_indexed | 2024-12-16T09:39:28Z |
| format | Article |
| id | doaj.art-76ab6262d0c94f9587b9c33022679951 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-12-16T09:39:28Z |
| publishDate | 2021-08-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-76ab6262d0c94f9587b9c330226799512022-12-21T22:36:18ZengElsevierJournal of Saudi Chemical Society1319-61032021-08-01258101298Further terpenoids from Vitex negundo L. growing in VietnamThi-Hoai-Thu Nguyen0Thi-Hong-Tuoi Do1Nguyen Tien Trung2Thi-Phuong Nguyen3Dang-Cam-Tu Phan4Van-Giau Vo5Ngoc-Hong Nguyen6Thuc-Huy Duong7Faculty of Basic Sciences, University of Medicine and Pharmacy at Ho Chi Minh City, 217 Hong Bang Street, Dist. 5, Ho Chi Minh City 700000, VietnamFaculty of Pharmacy, University of Medicine and Pharmacy at Ho Chi Minh City, 41 Dinh Tien Hoang Street, Dist. 1, Ho Chi Minh City 700000, VietnamLaboratory of Computational Chemistry and Modelling (LCCM), Quy Nhon University, 55100, VietnamNTT Hi-Tech Institute, Nguyen Tat Thanh University, Ho Chi Minh City, VietnamLaboratory of Computational Chemistry and Modelling (LCCM), Quy Nhon University, 55100, VietnamDepartment of Biomedical Engineering, School of Medicine, Viet Nam National University Ho Chi Minh City (VNU-HCM), Ho Chi Minh City 70000, Vietnam; Research Center for Genetics and Reproductive Health, School of Medicine, Vietnam National University Ho Chi Minh City (VNU-HCM), Ho ChiMinh City 700000, VietnamCirTech Institute, Ho Chi Minh City University of Technology (HUTECH), 475 A Dien Bien Phu Street, Binh Thanh Dist., Ho Chi Minh City 700000, Vietnam; Corresponding authors.Department of Chemistry, Ho Chi Minh City University of Education, 280 An Duong Vuong Street, Dist. 5, Ho Chi Minh City 748342, Vietnam; Corresponding authors.A new labdane-type diterpenoid, 9-epi-vitexnegundin (1), was isolated from the leaves of Vitex negundo L. together with seven known compounds: 8,13-diepi-manoyl oxide (2), 8-epi-sclareol (3), sclareol (4), 9,13-epoxy-labd-14-ene (5), vitedoin B (6), argyol (7), and predicularis-lactone (8). The chemical structures were elucidated by analysis of spectroscopic data and comparison with published NMR data. The DP4+ probability method was used to determine the relative stereochemistry of 9-epi-vitexnegundin. Complete NMR assignments of compound 2 were determined, revising the previously-reported NMR data for this compound. The stereochemistry of 9,13-epoxy-labd-14-ene (5) was elucidated for the first time, based on NOESY correlations. All isolated compounds 1–8 were evaluated for cytotoxicity against the K562 cell line, as were vitexnegundin (9), vitexilactone (10), vitetrifolin D (11), 13-hydroxy-5(10), 14-halimadien-6-one (12), artemetin (13), vitexicarpin (14), penduletin (15). Compounds 10–15 exhibited moderate cytotoxicity, with IC50 values in the range 15.7–79.8 µM.http://www.sciencedirect.com/science/article/pii/S1319610321001034Vitex negundo L.VitexnegundinLabdane-type diterpenoidDP4 |
| spellingShingle | Thi-Hoai-Thu Nguyen Thi-Hong-Tuoi Do Nguyen Tien Trung Thi-Phuong Nguyen Dang-Cam-Tu Phan Van-Giau Vo Ngoc-Hong Nguyen Thuc-Huy Duong Further terpenoids from Vitex negundo L. growing in Vietnam Journal of Saudi Chemical Society Vitex negundo L. Vitexnegundin Labdane-type diterpenoid DP4 |
| title | Further terpenoids from Vitex negundo L. growing in Vietnam |
| title_full | Further terpenoids from Vitex negundo L. growing in Vietnam |
| title_fullStr | Further terpenoids from Vitex negundo L. growing in Vietnam |
| title_full_unstemmed | Further terpenoids from Vitex negundo L. growing in Vietnam |
| title_short | Further terpenoids from Vitex negundo L. growing in Vietnam |
| title_sort | further terpenoids from vitex negundo l growing in vietnam |
| topic | Vitex negundo L. Vitexnegundin Labdane-type diterpenoid DP4 |
| url | http://www.sciencedirect.com/science/article/pii/S1319610321001034 |
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