Phenolic glycosides from the twigs of Salix glandulosa

Chung Sub Kim; Oh Wook Kwon; Sun Yeou Kim; Sang Un Choi; Jae Yoon Kim; Ji Young Han; Soo Im Choi; Jong Gil Choi; Ki Hyun Kim; Kang Ro Lee

doi:10.1021/np500488v

Phenolic glycosides from the twigs of Salix glandulosa

Chung Sub Kim, Oh Wook Kwon, Sun Yeou Kim, Sang Un Choi, Jae Yoon Kim, Ji Young Han, Soo Im Choi, Jong Gil Choi, Ki Hyun Kim, Kang Ro Lee

Department of Pharmacy

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

As a part of an ongoing search for bioactive constituents from Korean medicinal plants, the phytochemical investigations of the twigs of Salix glandulosa afforded 12 new phenolic glycosides (1-12) and a known analogue (13). The structures of 1-13 were characterized by a combination of NMR methods (¹H and ¹³C NMR, ¹H-¹H COSY, HMQC, and HMBC), chemical hydrolysis, and GC/MS. The absolute configuration of 13 [(1R,2S)-2-hydroxycyclohexyl-2′-O-trans-p-coumaroyl-β-d- glucopyranoside] was determined for the first time. Compounds 1-3, 6, and 7 exhibited inhibitory effects on nitric oxide production in lipopolysaccharide- activated murine microglial cells (IC₅₀ values in the range 6.6-20.5 μM).

Original language	English
Pages (from-to)	1955-1961
Number of pages	7
Journal	Journal of Natural Products
Volume	77
Issue number	8
DOIs	https://doi.org/10.1021/np500488v
State	Published - 22 Aug 2014

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title = "Phenolic glycosides from the twigs of Salix glandulosa",

abstract = "As a part of an ongoing search for bioactive constituents from Korean medicinal plants, the phytochemical investigations of the twigs of Salix glandulosa afforded 12 new phenolic glycosides (1-12) and a known analogue (13). The structures of 1-13 were characterized by a combination of NMR methods (1H and 13C NMR, 1H-1H COSY, HMQC, and HMBC), chemical hydrolysis, and GC/MS. The absolute configuration of 13 [(1R,2S)-2-hydroxycyclohexyl-2′-O-trans-p-coumaroyl-β-d- glucopyranoside] was determined for the first time. Compounds 1-3, 6, and 7 exhibited inhibitory effects on nitric oxide production in lipopolysaccharide- activated murine microglial cells (IC50 values in the range 6.6-20.5 μM).",

author = "Kim, \{Chung Sub\} and Kwon, \{Oh Wook\} and Kim, \{Sun Yeou\} and Choi, \{Sang Un\} and Kim, \{Jae Yoon\} and Han, \{Ji Young\} and Choi, \{Soo Im\} and Choi, \{Jong Gil\} and Kim, \{Ki Hyun\} and Lee, \{Kang Ro\}",

year = "2014",

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doi = "10.1021/np500488v",

language = "English",

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T1 - Phenolic glycosides from the twigs of Salix glandulosa

AU - Kim, Chung Sub

AU - Kwon, Oh Wook

AU - Kim, Sun Yeou

AU - Choi, Sang Un

AU - Kim, Jae Yoon

AU - Han, Ji Young

AU - Choi, Soo Im

AU - Choi, Jong Gil

AU - Kim, Ki Hyun

AU - Lee, Kang Ro

PY - 2014/8/22

Y1 - 2014/8/22

N2 - As a part of an ongoing search for bioactive constituents from Korean medicinal plants, the phytochemical investigations of the twigs of Salix glandulosa afforded 12 new phenolic glycosides (1-12) and a known analogue (13). The structures of 1-13 were characterized by a combination of NMR methods (1H and 13C NMR, 1H-1H COSY, HMQC, and HMBC), chemical hydrolysis, and GC/MS. The absolute configuration of 13 [(1R,2S)-2-hydroxycyclohexyl-2′-O-trans-p-coumaroyl-β-d- glucopyranoside] was determined for the first time. Compounds 1-3, 6, and 7 exhibited inhibitory effects on nitric oxide production in lipopolysaccharide- activated murine microglial cells (IC50 values in the range 6.6-20.5 μM).

AB - As a part of an ongoing search for bioactive constituents from Korean medicinal plants, the phytochemical investigations of the twigs of Salix glandulosa afforded 12 new phenolic glycosides (1-12) and a known analogue (13). The structures of 1-13 were characterized by a combination of NMR methods (1H and 13C NMR, 1H-1H COSY, HMQC, and HMBC), chemical hydrolysis, and GC/MS. The absolute configuration of 13 [(1R,2S)-2-hydroxycyclohexyl-2′-O-trans-p-coumaroyl-β-d- glucopyranoside] was determined for the first time. Compounds 1-3, 6, and 7 exhibited inhibitory effects on nitric oxide production in lipopolysaccharide- activated murine microglial cells (IC50 values in the range 6.6-20.5 μM).

UR - https://www.scopus.com/pages/publications/84906693901

U2 - 10.1021/np500488v

DO - 10.1021/np500488v

M3 - Article

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SN - 0163-3864

VL - 77

SP - 1955

EP - 1961

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 8

ER -

Phenolic glycosides from the twigs of Salix glandulosa

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