New flavan trimer from Daemonorops draco as osteoclastogenesis inhibitor

Ayaka Tsuchiya; Maki Suzuki; Ryotaro Ito; Irmanida Batubara; Kosei Yamauchi; Tohru Mitsunaga

doi:10.1016/j.fitote.2023.105757

New flavan trimer from Daemonorops draco as osteoclastogenesis inhibitor

Fitoterapia. 2024 Jan:172:105757. doi: 10.1016/j.fitote.2023.105757. Epub 2023 Nov 24.

Authors

Ayaka Tsuchiya¹, Maki Suzuki², Ryotaro Ito², Irmanida Batubara³, Kosei Yamauchi⁴, Tohru Mitsunaga⁵

Affiliations

¹ The United Graduate School of Agricultural Science, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
² Graduate School of Natural Science and Technology, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
³ Department of Chemistry, Faculty of Mathematics and Natural Sciences, IPB University, Gedung Kimia Wing 1 Lantai 3, Jalan Tanjung Kampus IPB, Dramaga, Babakan, Kec. Dramaga, Bogor, Jawa Barat 16680, Indonesia.
⁴ The United Graduate School of Agricultural Science, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan; Graduate School of Natural Science and Technology, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan; Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. Electronic address: yamauchi.kosei.p2@f.gifu-u.ac.jp.
⁵ The United Graduate School of Agricultural Science, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan; Graduate School of Natural Science and Technology, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan; Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. Electronic address: mitsunaga.tohru.u6@f.gifu-u.ac.jp.

PMID: 38008129
DOI: 10.1016/j.fitote.2023.105757

Abstract

Dragon's blood is a red resin obtained from different plants and is considered highly efficacious and used in medicine owing its wound healing function. Two new compounds (7 and 8) were isolated from the dragon's blood of Daemonorops draco fruits, along with eight known compounds (1-6, 9, and 10). Their structures, including their absolute configurations, were elucidated by nuclear magnetic resonance (NMR), matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and electronic circular dichroism (ECD) analysis. According to the spectroscopic data, 8 was determined to be a quinone methide derivative of flavan and 7 was deduced to be a flavan trimer. All compounds were evaluated for their anti-osteoclastogenesis activity, compound 1 and 7 exhibited anti-osteoclastogenesis activity with IC₅₀ values of 31.3 and 36.8 μM, respectively.

Keywords: Daemonorops draco; Dragon's blood; Flavonoid; Osteoclast; Osteoporosis.

MeSH terms

Calamus*
Magnetic Resonance Spectroscopy
Molecular Structure
Osteogenesis*
Plant Extracts* / chemistry
Plants / chemistry

Substances

Plant Extracts

Supplementary concepts

Calamus draco