Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity

Sio-Hong Lam; Hui-Kang Liu; Shih-Yuan Chung; Jia-Ling Chang; Mao-Xuan Hong; Sheng-Chu Kuo; Chih-Chuang Liaw

doi:10.1021/acs.jnatprod.3c00114

Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity

J Nat Prod. 2023 Jun 23;86(6):1437-1448. doi: 10.1021/acs.jnatprod.3c00114. Epub 2023 May 18.

Authors

Sio-Hong Lam¹, Hui-Kang Liu^{2

3}, Shih-Yuan Chung^{4

5}, Jia-Ling Chang⁶, Mao-Xuan Hong⁴, Sheng-Chu Kuo⁵, Chih-Chuang Liaw^{4

7

8}

Affiliations

¹ School of Pharmacy, College of Medicine, National Cheng Kung University, Tainan 70101, Taiwan.
² Division of Basic Chinese Medicine, National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei 112, Taiwan.
³ Ph.D. Program in the Clinical Drug Development of Herbal Medicine, Taipei Medical University, Taipei 11031, Taiwan.
⁴ Department of Marine Biotechnology and Resource, National Sun Yat-sen University, Kaohsiung 80424, Taiwan.
⁵ Graduate Institute of Pharmaceutical Chemistry, China Medical University, Taichung 404, Taiwan.
⁶ Department of Science Application and Dissemination, National Taichung University of Education, Taichung 403, Taiwan.
⁷ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan.
⁸ Graduate Institute of Pharmacognosy, Taipei Medical University, Taipei 11031, Taiwan.

PMID: 37200063
DOI: 10.1021/acs.jnatprod.3c00114

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Dexamethasone
Diterpenes* / pharmacology
Glycosides / chemistry
Glycosides / pharmacology
Tinospora* / chemistry

Substances

Glycosides
Diterpenes
Dexamethasone