Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity
Seven previously undescribed diterpenoids, tinocrisposides A–D (1–4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were isolated from the stem of Tinospora crispa (Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical metho...
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| Published in | Journal of natural products (Washington, D.C.) Vol. 86; no. 6; pp. 1437 - 1448 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society and American Society of Pharmacognosy
23.06.2023
Amer Chemical Soc |
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| Abstract | Seven previously undescribed diterpenoids, tinocrisposides A–D (1–4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were isolated from the stem of Tinospora crispa (Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical methods. The β-cell protective effect of the tested compounds was examined on insulin-secreting BRIN-BD11 cells under dexamethasone treatment. Diterpene glycosides 12, 14–16, and 18 presented a substantial protective effect on BRIN-BD11 cells treated with dexamethasone in a dose-dependent manner. Compounds 4 and 17 with two sugar moieties exhibited clear protective effects on β-cells. |
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| AbstractList | Seven previously undescribed diterpenoids, tinocrisposides A-D (
-
) and borapetic acids A (
), B (
), and C (
), together with 16 known compounds, were isolated from the stem of
(Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical methods. The β-cell protective effect of the tested compounds was examined on insulin-secreting BRIN-BD11 cells under dexamethasone treatment. Diterpene glycosides
,
-
, and
presented a substantial protective effect on BRIN-BD11 cells treated with dexamethasone in a dose-dependent manner. Compounds
and
with two sugar moieties exhibited clear protective effects on β-cells. Seven previously undescribed diterpenoids, tinocrisposides A-D (1-4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were isolated from the stem of Tinospora crispa (Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical methods. The β-cell protective effect of the tested compounds was examined on insulin-secreting BRIN-BD11 cells under dexamethasone treatment. Diterpene glycosides 12, 14-16, and 18 presented a substantial protective effect on BRIN-BD11 cells treated with dexamethasone in a dose-dependent manner. Compounds 4 and 17 with two sugar moieties exhibited clear protective effects on β-cells. Seven previously undescribed diterpenoids, tinocrisposides A-D (1-4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were isolated from the stem of Tinospora crispa (Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical methods. The β-cell protective effect of the tested compounds was examined on insulin-secreting BRIN-BD11 cells under dexamethasone treatment. Diterpene glycosides 12, 14-16, and 18 presented a substantial protective effect on BRIN-BD11 cells treated with dexamethasone in a dose-dependent manner. Compounds 4 and 17 with two sugar moieties exhibited clear protective effects on β-cells.Seven previously undescribed diterpenoids, tinocrisposides A-D (1-4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were isolated from the stem of Tinospora crispa (Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical methods. The β-cell protective effect of the tested compounds was examined on insulin-secreting BRIN-BD11 cells under dexamethasone treatment. Diterpene glycosides 12, 14-16, and 18 presented a substantial protective effect on BRIN-BD11 cells treated with dexamethasone in a dose-dependent manner. Compounds 4 and 17 with two sugar moieties exhibited clear protective effects on β-cells. Seven previously undescribed diterpenoids, tinocrisposidesA-D(1-4) and borapetic acids A (5), B (6), and C (7), together with16 known compounds, were isolated from the stem of Tinosporacrispa (Menispermaceae). The structures of the new isolateswere elucidated by spectroscopic and chemical methods. The & beta;-cellprotective effect of the tested compounds was examined on insulin-secretingBRIN-BD11 cells under dexamethasone treatment. Diterpene glycosides 12, 14-16, and 18 presented a substantial protective effect on BRIN-BD11 cells treatedwith dexamethasone in a dose-dependent manner. Compounds 4 and 17 with two sugar moieties exhibited clear protectiveeffects on & beta;-cells. |
| Author | Chung, Shih-Yuan Liu, Hui-Kang Chang, Jia-Ling Kuo, Sheng-Chu Lam, Sio-Hong Hong, Mao-Xuan Liaw, Chih-Chuang |
| AuthorAffiliation | Graduate Institute of Natural Products, Kaohsiung Medical University Graduate Institute of Pharmacognosy, Taipei Medical University Graduate Institute of Pharmaceutical Chemistry, China Medical University National Taichung University of Education National Cheng Kung University Division of Basic Chinese Medicine National Research Institute of Chinese Medicine, Ministry of Health and Welfare Department of Science Application and Dissemination Ph.D. Program in the Clinical Drug Development of Herbal Medicine Taipei Medical University Department of Marine Biotechnology and Resource School of Pharmacy, College of Medicine |
| AuthorAffiliation_xml | – name: National Taichung University of Education – name: Graduate Institute of Natural Products, Kaohsiung Medical University – name: Ph.D. Program in the Clinical Drug Development of Herbal Medicine – name: National Research Institute of Chinese Medicine, Ministry of Health and Welfare – name: Division of Basic Chinese Medicine – name: Graduate Institute of Pharmacognosy, Taipei Medical University – name: Taipei Medical University – name: Department of Marine Biotechnology and Resource – name: National Cheng Kung University – name: Department of Science Application and Dissemination – name: School of Pharmacy, College of Medicine – name: Graduate Institute of Pharmaceutical Chemistry, China Medical University |
| Author_xml | – sequence: 1 givenname: Sio-Hong orcidid: 0000-0002-3624-7131 surname: Lam fullname: Lam, Sio-Hong organization: National Cheng Kung University – sequence: 2 givenname: Hui-Kang orcidid: 0000-0002-5297-6836 surname: Liu fullname: Liu, Hui-Kang organization: Taipei Medical University – sequence: 3 givenname: Shih-Yuan surname: Chung fullname: Chung, Shih-Yuan organization: Graduate Institute of Pharmaceutical Chemistry, China Medical University – sequence: 4 givenname: Jia-Ling orcidid: 0000-0003-3038-0174 surname: Chang fullname: Chang, Jia-Ling organization: National Taichung University of Education – sequence: 5 givenname: Mao-Xuan surname: Hong fullname: Hong, Mao-Xuan organization: Department of Marine Biotechnology and Resource – sequence: 6 givenname: Sheng-Chu surname: Kuo fullname: Kuo, Sheng-Chu organization: Graduate Institute of Pharmaceutical Chemistry, China Medical University – sequence: 7 givenname: Chih-Chuang orcidid: 0000-0002-3552-3958 surname: Liaw fullname: Liaw, Chih-Chuang email: ccliaw@mail.nsysu.edu.tw organization: Graduate Institute of Pharmacognosy, Taipei Medical University |
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| Keywords | TUBERCULATA BEUMEE IN-VITRO DEXAMETHASONE GLUCOCORTICOIDS INHIBITION TRANSCRIPTION RISK INSULIN-SECRETING CELLS BORAPETOSIDE CONSTITUENTS |
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| Snippet | Seven previously undescribed diterpenoids, tinocrisposides A–D (1–4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were... Seven previously undescribed diterpenoids, tinocrisposidesA-D(1-4) and borapetic acids A (5), B (6), and C (7), together with16 known compounds, were isolated... Seven previously undescribed diterpenoids, tinocrisposides A-D ( - ) and borapetic acids A ( ), B ( ), and C ( ), together with 16 known compounds, were... Seven previously undescribed diterpenoids, tinocrisposides A-D (1-4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were... |
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| SubjectTerms | Chemistry, Medicinal Dexamethasone Diterpenes - pharmacology diterpenoids dose response glycosides Glycosides - chemistry Glycosides - pharmacology Life Sciences & Biomedicine Pharmacology & Pharmacy Plant Sciences protective effect Science & Technology spectroscopy sugars Tinospora - chemistry Tinospora crispa |
| Title | Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity |
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