Triterpenoid glycosides from Ladenbergia hexandra Klotzsch

Megumi Furukawa; Satoshi Kamo; Mitsuko Makino; Masahiro Kurita; Keiichi Tabata; Keiichi Matsuzaki; Takashi Suzuki; Taketo Uchiyama

doi:10.1016/j.phytochem.2017.01.014

Triterpenoid glycosides from Ladenbergia hexandra Klotzsch

Phytochemistry. 2017 Apr:136:147-155. doi: 10.1016/j.phytochem.2017.01.014. Epub 2017 Jan 31.

Authors

Megumi Furukawa¹, Satoshi Kamo¹, Mitsuko Makino¹, Masahiro Kurita¹, Keiichi Tabata¹, Keiichi Matsuzaki¹, Takashi Suzuki¹, Taketo Uchiyama²

Affiliations

¹ School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi, Chiba 274-8555, Japan.
² School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi, Chiba 274-8555, Japan. Electronic address: uchiyama.taketo@nihon-u.ac.jp.

PMID: 28153444
DOI: 10.1016/j.phytochem.2017.01.014

Abstract

From the bark of Ladenbergia hexandra Klotzsch, ten triterpenoid glycosides were isolated along with five known compounds, and their structures were determined based on extensive NMR and mass spectroscopic, GC and HPLC analyses. Some triterpenoid glycosides contained 6-deoxy-D-allose or D-allose as a sugar moiety. The absolute stereochemical assignment of the sugars was determined by comparison with synthetic samples, as well as by GC and HPLC analysis.

Keywords: 6-Deoxy-β-D-allose; Glycosyl iodide; Ladenbergia hexandra; Rubiaceae; Triterpene glycoside; β-D-allose; β-D-quinovose.

MeSH terms

Chromatography, High Pressure Liquid
Cymenes
Drug Screening Assays, Antitumor
Glycosides / chemistry
Glycosides / isolation & purification*
Molecular Structure
Monoterpenes
Nuclear Magnetic Resonance, Biomolecular
Plant Bark / chemistry
Rubiaceae / chemistry*
Triterpenes / chemistry
Triterpenes / isolation & purification*

Substances

Cymenes
Glycosides
Monoterpenes
Triterpenes
4-cymen-8-ol