1. Structure revision and absolute configuration of 5,7-diepi-2α-hydroxyoplopanone and anti-osteoporotic activities of sesquiterpenoids from the rhizomes of Homalomena pendula
- Author
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Linh Thuy Khanh Nguyen, Hung Quoc Vo, Hanh Nhu Thi Hoang, Thi Van Anh Tran, Hien Minh Nguyen, Ty Viet Pham, Hang Phuong Thi Ngo, Thanh Pham, and Duc Viet Ho
- Subjects
Organic Chemistry ,Plant Science ,Biochemistry ,Analytical Chemistry - Abstract
Five sesquiterpenoids including 2α-hydroxyoplopanone (1), oplopanone (2), 1β,4β,6α-trihydroxy-eudesmane (3), 1β,4β,7α-trihydroxy-eudesmane (4) and bullatantriol (5) were isolated from Homalomena pendula. The structure of the previously reported compound, 5,7-diepi-2α-hydroxyoplopanone (1a), has been revised to 1 by the spectroscopic evidences (1D-/2D-NMR, IR, UV and HRESIMS) and by comparison between experimental and theoretical NMR data using DP4+ protocol. Furthermore, the absolute configuration of 1 was unambiguously assigned by ECD experiments. Compounds 2 and 4 displayed a potent ability to stimulate osteogenic differentiation of MC3T3-E1 cells at 4 µg/mL (by 123.74% and 131.07%, respectively) and 20 µg/mL (by 112.45% and 126.41%, respectively) whilst 3 and 5 did not show any activities. At 20 µg/mL, 4 and 5 significantly promoted the mineralization of MC3T3-E1 cells with values of 112.95% and 116.37%, respectively, whereas 2 and 3 were inactive. The results indicated that 4 could be an excellent component for anti-osteoporosis studies from the rhizomes of H. pendula.
- Published
- 2023
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