Planta Med 2019; 85(18): 1475
DOI: 10.1055/s-0039-3399863
Main Congress Poster
Poster Session 1
© Georg Thieme Verlag KG Stuttgart · New York

Chalcone dimers from the twigs of Pistacia chinensis

T Yamaguchi
1   Laboratory of Pharmacognosy, Department of Biomolecules, Gifu Pharmaceutical University,, 1–25–4 Daigaku-nishi, Gifu, Gifu 501-1196, JAPAN
,
N Abe
1   Laboratory of Pharmacognosy, Department of Biomolecules, Gifu Pharmaceutical University,, 1–25–4 Daigaku-nishi, Gifu, Gifu 501-1196, JAPAN
,
M Haba
1   Laboratory of Pharmacognosy, Department of Biomolecules, Gifu Pharmaceutical University,, 1–25–4 Daigaku-nishi, Gifu, Gifu 501-1196, JAPAN
,
T Tanaka
2   Laboratory of Natural Resources, Gifu Pharmaceutical University,, 1–25–4 Daigaku-nishi, Gifu, Gifu 501-1196, JAPAN
,
H Murata
3   Faculty of Pharmaceutical Sciences, Setsunan University,, 45-1 Nagaotoge-cho, Hirakata, Osaka 573-0101, JAPAN
,
M Oyama
1   Laboratory of Pharmacognosy, Department of Biomolecules, Gifu Pharmaceutical University,, 1–25–4 Daigaku-nishi, Gifu, Gifu 501-1196, JAPAN
› Author Affiliations
Further Information

Publication History

Publication Date:
20 December 2019 (online)

 

Pistacia chinensis, family Anacardiaceae, is a perennial arbor distributed mainly in southern China and cultivated in Japan as street trees. Its galls have been used as traditional Chinese medicine for the treatment of sore, cough, and hemostasis. The chemical constituents of this plant had been fastened mainly on phenolic compounds [1], [2]. Previously, two neoflavone (4-arylcoumarines) dimers has been isolated from this plant [3]. These dimers are of interest due to the inconsistent isomers that result from the chalcone framework. Over 100 representatives of natural 4-arylcoumarins is known. The unique structure, broad popularity in traditional plant medicines containing these compounds, and the valuable pharmacological properties make neoflavones highly interesting. Herein, phytochemical investigation of the twigs of P. chinensis is indicated to explore new chemical constituents.

Air-dried and pulverized aerial parts of P. chinensis (1.8 kg) were extracted with MeOH (4 × 10 L) at room temperature. After removal of the combined solvents, a crude extract (109.4 g) was obtained. The crude extract was suspended in H2O and partitioned with EtOAc and n-BuOH (each 3 L) in succession. The resulting four fractions were evaporated to dryness in vacuo, to yield EtOAc (46.5 g), n-BuOH, and H2O extracts. The EtOAc extract was subjected to a column chromatography over silica gel, Sephadex LH-20, Sep-pak C18 cartridge, and semi-preparative HPLC. The structures of the isolated compounds were established on the basis of extensive analysis of NMR spectroscopic data, MS spectra analyses, and experimental and calculated electronic circular dichroism spectra.

 

  • References

  • 1 Kawashty SA, Mosharrafa SAM, El-Gibali M, Saleh NAM. The flavonoids of four Pistacia species in Egypt. Biochem Syst Ecol 2000; 28: 915-917
    CrossrefPubMedGoogle Scholar
  • 2 Zhang L, Yang M, Gao J, Jin S, Wu Z, Wu L, Zhang X. Seasonal variation and gender pattern of phenolic and flavonoid contents in Pistacia chinensis Bunge inflorescences and leaves. J Plant Physiol 2016; 191: 36-44
    PubMedGoogle Scholar
  • 3 Nishimura S, Taki M, Takaishi S, Iijima Y, Akiyama T. Structures of 4-aryl-coumarin (neoflavone) dimers isolated from Pistacia chinensis Bunge and their estrogen-like activity. Chem Pharm Bull 2000; 48: 505-508
    CrossrefPubMedGoogle Scholar