Neolignans and flavonol glycosides from the leaves of Viburnum lutescens Blume

Le Duc Thien, Duong Thi Dung, Nguyen Phuong Minh, Nguyen Hai Dang
Author affiliations

Authors

  • Le Duc Thien Graduate University of Science and Technology, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
  • Duong Thi Dung Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam
  • Nguyen Phuong Minh Military Institute of Chemistry and Environment, Phu Vinh, Hoai Duc, Ha Noi, Viet Nam
  • Nguyen Hai Dang University of Science and Technology of Hanoi, VAST, 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam

DOI:

https://doi.org/10.15625/2525-2518/16060

Keywords:

Viburnum lutescens, Caprifoliaceae, neolignan, flavonol glycoside

Abstract

Four neolignans, (7S,8S)-dihydrodehydrodiconiferyl alcohol 9-O-β-D-glucopyranoside (1), (7S,8S)-dihydrodehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside (2), (7S,8R)-5-methoxydihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (3), and (7S,8R)-5-methoxydihydrodehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside (4)  and five flavonol glycosides, kaempferol-3-O-β-D-glucopyranoside (5), kaempferol 3-O-rutinoside (6), kaempferol 3-O-α-L-rhamnopyranosyl (1→6)-β-D-galactopyranoside (7), kaempferol 3-O-β-D-galactopyranoside (8), and quercetin 3-O-β-D-glucopyranoside (9) were isolated from the methanol extract of Viburnum lutescens Blume leaves. Their chemical structures were elucidated by 1D- and 2D-NMR spectra and comparison with those reported in the literature. Compounds 1, 2, and 4 were reported from Viburnum genus for the first time.

Downloads

Download data is not yet available.

References

REFERENCES

Wang X. Y., Shi H. M., Li X. B. - Chemical constituents of plants from the genus Viburnum, Chemistry & Biodiversity 7 (2010) 567-593.

Chi V. V. - Vietnamese dictionary of medical plants, Medical Publisher, Ha Noi, Vol. 1, 2012.

Lee S., Song I. H., Lee J. H., Yang W. Y., Oh K. B., Shin J. - Sortase A inhibitory metabolites from the roots of Pulsatilla koreana, Bioorganic & Medicinal Chemistry Letters 24 (2014) 44-48.

Kuang H. X., Xia Y. G., Yang B. Y., Wang Q. H., Lü S. W. - Lignan constituents from Chloranthus japonicus Sieb, Archives of Pharmacal Research 32 (2009) 329-334.

Shu J., Liang F., Zhu G., Liu X., Yu J., Huang H. - Lignan glycosides from the rhizomes of Smilax trinervula and their biological activities, Phytochemistry Letters 20 (2017) 1-8.

Kazuma K., Noda N., Suzuki M. - Malonylated flavonol glycosides from the petals of Clitoria ternatea, Phytochemistry 62 (2003) 229-237.

Lee K. H., Tagahara K., Suzuki H., Wu R. Y., Haruna M., Hall I. H., Huang H. C., Ito K., Iida T., Lai J. S. - Antitumor agents. 49. Tricin, kaempferol-3-O-β-D-glucopyranoside and (+)-nortrachelogenin, antileukemic principles from Wikstroemia indica, Journal of Natural Products 44 (1981) 530-535.

Machida K., Sagawa H., Onoguchi R., Kikuchi M. - Three new glycosides from Viburnum plicatum THUNB. var. tomentosum MIQ, Helvetica Chimica Acta 93 (2010) 290-297.

Calderón-Montaño J. M., Burgos-Morón E., Pérez-Guerrero C., López-Lázaro M. - A review on the dietary flavonoid kaempferol, Mini Reviews in Medicinal Chemistry 11 (2011) 298-344.

Hasan A., Ahmed I., Jay M., Voirin B. - Flavonoid glycosides and an anthraquinone from Rumex chalepensis, Phytochemistry 39 (1995) 1211-1213.

Scharbert S., Holzmann N., Hofmann T. - Identification of the astringent taste compounds in black tea infusions by combining instrumental analysis and human bioresponse, Journal of Agricultural and Food Chemistry 52 (2004) 3498-3508.

Park S. Y., Kim J., Lee S. Y., Bae K. H., Kang S. S. - Chemical constituents of Lathyrus davidii, Natural Product Sciences 14 (2008) 281-288.

Matsuda N., Sato H., Yaoita Y., Kikuchi M. - Isolation and absolute structures of the neolignan glycosides with the enantimetric aglycones from the leaves of Viburnum awabuki K. KOCH, Chemical & Pharmaceutical Bulletin 44 (1996) 1122-1123.

Katagiri S., Watanabe Y., Yaoita Y., Kikuchi M., Machida K. - Two new phenolic glycosides from Viburnum plicatum var. plicatum f. plicatum, Natural Product Communications 6 (2011) 1901-1904.

Gao Y., Yang W. Q., Yang K., Jiang X. J., Li X. M., Wang F. - New iridoid glycosides from Viburnum punctatum, Phytochemistry Letters 28 (2018) 145-148.

Mohamed M. A., Marzouk M. S., Moharram F. A., El-Sayed M. M., Baiuomy A. R. - Phytochemical constituents and hepatoprotective activity of Viburnum tinus, Phytochemistry 66 (2005) 2780-2786.

Lu D., Yao S. - Phenolic Glycoside from the Roots of Viburnum dilatatum, Natural Product Communications 4 (2009) 945-946.

Wu B., Wu S., Qu H., Cheng Y. - Secondary metabolites from Viburnum erosum, Biochemical Systematics and Ecology 36 (2008) 817-819.

Thinh N. S., Thu N. T. B., Khoi N. M., Ngoc T. M., Khoi N. M., Tai B. H., Kiem P. V., Nhiem N. X. - Flavonol glycosides from the leaves of Fissitigma pallens ( Fin. & Gagn.) Merr, Vietnam Journal of Science and Technology 58 (2020) 526-532.

Downloads

Published

21-04-2022

How to Cite

Duc Thien, L., Thi Dung, D., Phuong Minh, N., & Hai Dang, N. (2022). Neolignans and flavonol glycosides from the leaves of Viburnum lutescens Blume. Vietnam Journal of Science and Technology, 60(2), 175–182. https://doi.org/10.15625/2525-2518/16060

Issue

Section

Natural Products

Most read articles by the same author(s)

Similar Articles

1 2 > >> 

You may also start an advanced similarity search for this article.